Sarasota, FL Vacation Rentals

Explore 935 vacation rentals, homes, and villas in Sarasota, FL for your next getaway or business trip. Experience the privacy of a home with premium amenities such as Air Condition Homes, Homes with Free Parking and Homes with Pools, designed for a more comfortable and convenient stay. Every home is curated and professionally managed, with 24/7 local support, high-speed Wi-Fi, and premium linens included. With homes starting as low as $48 per night and featuring up to 15 bedrooms and 17 bathrooms, there's an option for every trip, from family vacations and group getaways to extended stays. However you're looking to experience your stay, Homes & Villas by Marriott has your next vacation home waiting. Marriott Bonvoy members can also earn and redeem points on every booking.

935 Vacation Rentals in Sarasota

Amazing City Views from the Rooftop, Jacuzzi, Walk to Downtown

Sarasota, Florida, US
2 Bedrooms 6 Guests
Sep 30 - Oct 7
$324 night

Experience the best of Sarasota from Papaya Place, a stylish four-story luxury townhome located in the heart of vibrant Downtown Sarasota. Designed for comfort, convenience, and elevated living, this modern two-bedroom, two-and-a-half-bath retreat is the perfect home base for couples, families, business travelers, extended stays, and vacationers looking for a sophisticated urban escape. Step outside and you’re within walking distance of Downtown Sarasota’s top restaurants, boutique shopping, weekend farmers markets, nightlife, live music, rooftop bars, and more. After a day of exploring, return home to relax in the beautifully designed open-concept living space or head to your private rooftop terrace to fire up the gas grill, enjoy an outdoor meal, soak in the hot tub, and take in stunning sunset and city views. Highlights & Amenities • Private rooftop terrace with gas grill, dining area, hot tub and sunset views • Fully stocked gourmet kitchen with modern appliances • King primary bedroom and queen guest bedroom • Queen pullout couch • High-quality linens and plush towels • Contemporary décor and high-end furnishings • Private in-home laundry room • High-speed Wi-Fi • Smart TVs with streaming capabilities • Pet friendly • 2 Car Garage with Condo Access • Ideal for business travelers and extended stays • Prime Downtown Sarasota location • Minutes from Siesta Key, Lido Key, and Longboat Key beaches • Quick access to St. Armands Circle Location, Location, Location Papaya Place puts you in the center of everything Sarasota has to offer. Walk to Downtown’s best restaurants, shops, nightlife, entertainment, weekly farmers markets, and live music. The nearby Bay Runner trolley stop provides a free, open-air, scenic ride to Downtown Sarasota, St. Armands Circle, Lido Beach, and other popular destinations. The famous St. Armands Circle is just a short drive away, while the beautiful beaches of Siesta Key, Lido Key, and Longboat Key are only minutes from the townhome. Outdoor enthusiasts can enjoy nearby Payne Park, The Legacy Trail, Marie Selby Botanical Gardens, and Bayfront Park, offering opportunities for walking, biking, sightseeing, and enjoying Sarasota’s beautiful natural surroundings. The Interior Space The welcoming entryway offers a comfortable chaise that opens to a queen and convenient garage access. On the second floor, the open-concept living area creates a bright and inviting space where the kitchen, dining area, and living room flow seamlessly together. The chef’s kitchen features sleek cabinetry, modern appliances, a large island with seating, and all the essentials needed to prepare everything from a quick breakfast to a gourmet dinner. The spacious living area includes comfortable furnishings, a Smart TV, and a cozy fireplace, while the elegant dining area provides the perfect setting for meals and gatherings. The third floor offers a peaceful retreat after a day of adventure. The primary suite features a luxurious king-size bed with hotel-quality linens, a comfortable seating area, large walk-in closet, and a beautifully appointed ensuite bathroom stocked with plush towels. The inviting guest bedroom features a queen/twin bunk bed, Smart TV, and easy access to the guest bathroom, which includes fresh towels and essential amenities. The crowning feature of Papaya Place is the private rooftop terrace. Grill dinner, dine outdoors, relax with a cocktail, unwind in the jacuzzi, and watch the sunset over Sarasota from your own private retreat. Whether you’re visiting for the beaches, dining, arts, nightlife, business, or simply a relaxing getaway, Papaya Place offers the perfect combination of luxury, style, and location for an unforgettable Sarasota stay. AREA ATTRACTIONS ----------------------- - 12 miles from IMG Academy - 1 minute from Downtown Sarasota - 2 minutes from Payne Park - 1 mile from Bayfront Park - 1 mile from Marie Selby Botanical Gardens - 1 mile from the Ritz-Carlton and Westin Hotels - 3 miles from Bobby Jones Golf Club - 11 miles to Waterside at Lakewood Ranch AIRPORTS ------------ - 5 Miles from Sarasota-Bradenton International Airport (SRQ) - 63 miles from Tampa International Airport (TPA) BEACHES ------------- - Lido Key Beach (4 miles) - Siesta Key Beach (7 miles) - Turtle Beach (9 miles) - Longboat Key Beach (10 miles) - Anna Maria Island (20 miles) PET FRIENDLY ---------------- This is a pet friendly home! Please include your pet in your booking so we can make the appropriate arrangements for the departure cleaning. A $125 pet fee per dog is required to help remove pet hair and dander from any furnishings and floors for our future guests. Thank you for your understanding, and we look forward to hosting you and your pup! PRIVATE ELEVATOR ---------------------- PLEASE NOTE: Elevators are subject to wear and tear as they have complex mechanical parts and could malfunction if not used properly causing temporary interruptions in service. While we address maintenance and repairs promptly, please be aware that you may have to use the stairs during your stay. If you or a guest has mobility issues please contact us for other rental options - thank you!

Modern Luxury, Walk to Downtown, Minutes to Beach and Bay

Sarasota, Florida, US
2 Bedrooms 6 Guests
Sep 16 - 23
$308 night

Welcome to Coastal Moderne, a sophisticated four-story townhouse with a private rooftop with gas grill and sunset views, perfectly positioned in the heart of vibrant Downtown Sarasota! This modern 2-bedroom, 2.5-bath home was thoughtfully designed with comfort and convenience in mind. Walking distance to Downtown’s top restaurants, shopping, weekend farmer’s markets, nightlife, live music, and more! Perfect for a luxury retreat or the business traveler looking for an elevated experience. Contemporary decor throughout the open floor plan and a private rooftop with an outdoor kitchen and gorgeous views of the city. Ideal for families, couples, business professionals, extended stays, and vacationers seeking an upscale urban getaway. - Rooftop Dining, Sunset Views, Gas Grill - Near Top Beaches: Siesta Key, Lido Key, Longboat Key - Fully Stocked Gourmet Kitchen - In-Home Private Laundry Room - High-End Furnishings - King and Queen Bedrooms with High-Quality Linens - Ensuite Bathrooms with Plush Towels - High Speed Internet - Smart TVs and Streaming - Pet Friendly - Perfect For Business Travelers - Central Downtown Location - Minutes from St Armands Circle With its unbeatable location you are just a short walk or quick trolley ride to Downtown Sarasota’s best restaurants, shopping, rooftop bars, nightlife, and weekly farmer’s market. The famous St. Armand’s Circle is a quick drive, and the top-rated Siesta Key and Lido Key Beaches are just minutes away. For the adventure seeker you are just minutes from Payne Park, The Legacy Trail, Selby’s Botanical Gardens, and Bayfront Park offer plenty of outdoor activities. Just steps from the townhome is the Bay Runner trolley stop, a free, open-air and scenic ride to Downtown Sarasota, St. Armand’s Circle, Lido Beach, and more. THE INTERIOR SPACE ----------------------- Welcoming entryway with queen sleeper sofa, and garage access. Second Floor - Open Concept Living - Chef’s Kitchen: State-of-the-art appliances, sleek cabinetry, and a large island with seating, perfect for cooking and gatherings. Stocked with all the kitchen essentials you need for your stay. - Bright Living + Dining: Spacious living area with SMART TV and fireplace opens up to the kitchen and large elegant dining space. Third Floor – Tranquil Retreat - Primary Suite: King bed with fresh hotel-style linens, seating area, luxurious ensuite bathroom with plush bath towels, and large walk-in closet. - Guest Bedroom: Queen bedroom with Smart TV and guest bathroom just steps away. Stocked with bathroom essentials and fresh towels. LOCAL ATTRACTIONS ------------------------ - Sarasota Pompano Park Pickleball Courts - Legacy Trail - Siesta Key Beach - Lido Key Beach - Downtown Sarasota - St Armands Circle - Sarasota Jungle Gardens - John Ringling Museum GOLF AND COUNTRY CLUBS ---------------------------- - The Meadows - University Park Country Club - Tatum Ridge - IMG Academy Golf Club - Esplanade Golf - Waterleaf LOCAL GROCERY ------------------- - Detwiler’s Farm Markets: Great for organic fruits and vegetables! - Publix - Trader Joes - Whole Foods - Fresh Market - Walmart Grocery ADDITIONAL AMENITIES ---------------------------- - Fresh Hotel-Style Linens - Plush Towels and Washcloths - Starter of Bath Essentials - soap, shampoo & conditioner - Paper Towels, Dish Soap, Kitchen Sponge - Trash Bags - Local Coffee - Laundry Detergent * Please be prepared to bring any additional supplies that you will need during your stay. Thank you! AREA ATTRACTIONS ----------------------- - 12 miles from IMG Academy - 1 minute from Downtown Sarasota - 2 minutes from Payne Park - 1 mile from Bayfront Park - 1 mile from Marie Selby Botanical Gardens - 1 mile from the Ritz-Carlton and Westin Hotels - 3 miles from Bobby Jones Golf Club - 11 miles to Waterside at Lakewood Ranch AIRPORTS ------------ - 5 Miles from Sarasota-Bradenton International Airport (SRQ) - 63 miles from Tampa International Airport (TPA) BEACHES ------------- - Lido Key Beach (4 miles) - Siesta Key Beach (7 miles) - Turtle Beach (9 miles) - Longboat Key Beach (10 miles) - Anna Maria Island (20 miles) PET FRIENDLY ---------------- This is a pet friendly home! Please include your pet in your booking so we can make the appropriate arrangements for the departure cleaning. A $125 pet fee per dog is required to help remove pet hair and dander from any furnishings and floors for our future guests. Thank you for your understanding, and we look forward to hosting you and your pup! PRIVATE ELEVATOR ---------------------- PLEASE NOTE: Elevators are subject to wear and tear as they have complex mechanical parts and could malfunction if not used properly causing temporary interruptions in service. While we address maintenance and repairs promptly, please be aware that you may have to use the stairs during your stay. If you or a guest has mobility issues please contact us for other rental options - thank you! WELCOME TO SARASOTA! ---------------------------- Considered one of the top places to visit in Florida, Sarasota is home to white sandy beaches, crystal clear waters from the Gulf Coast and a diverse community full of enriching arts and culture. The Sarasota beaches are comprised of six islands, each with their own unique personality, natural beauty, and fun adventures. Longboat Key is the northernmost key with 12 miles of sandy shores and a place sea turtles come to nest. Lido Key has three beaches and home to the famed St. Armand’s Circle. Siesta Key has two main bridges and is regarded as the #1 beach in the world. Caspersen Beach in Venice is dog-friendly and the perfect place for shark tooth hunters. Manasota Key is the nature lovers dream with walking trails from Gulf to bay. And finally, Casey Key has an 18-acre park, picnic areas and concession stand, perfect for a fun day trip. After a day enjoying one of the many beaches, explore another side of Sarasota- the arts, restaurants, and nightlife. Known as Florida’s Cultural Coast, Sarasota County has an array of museums, galleries and performing art venues. For the foodie in all of us, enjoy several award-winning restaurants with views of the Gulf, skyline and more. From fine dining to small seafood joints and numerous food festivals, there is an abundance of choices.

Pineapple Paradise #1 • 13 min to Beach • Fire Pit

Sarasota, FL, US
1 Bedrooms 2 Guests
Sep 16 - 18
$103 night

This 1-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Sarasota, FL! • Shared Outdoor Patio • Fire Pit • Hammock • Dedicated Workspace • Fully Stocked Kitchen • Drip & Keurig Coffee Maker • Plush Bed • High Speed WIFI • Family Friendly - High Chair & Pack ’n Play • Dog Friendly • Street Parking - 1 car Welcome to Pineapple 1 – Your Sarasota Escape! This charming 1-bedroom, 1-bathroom apartment offers a cozy retreat perfect for up to 2 guests. Whether you’re in town for a beach getaway, a romantic escape, or just a relaxing stay, Pineapple 1 provides the comfort and convenience you need. Step outside and enjoy the inviting shared backyard, where you can unwind around the gas fire pit table, swing gently in the hammock, or simply soak up the Florida sunshine. As this is a shared space, you may also meet fellow travelers enjoying the area. Conveniently located in the heart of Sarasota, just a few minutes walk to the Historic Downtown Sarasota, you’ll be just minutes from pristine beaches, downtown dining, boutique shopping, and cultural attractions. Pineapple 1 is the perfect spot to relax, recharge, and experience all that Sarasota has to offer! MAIN SPACES OF THE HOME: – 1 BEDROOM & 1 BATHROOM– BEDROOM 1: * Full-sized Bed * Nightstand and Lamps * Mirror – 1 BATHROOM – * Full Bathroom with Walk-in Shower – CHEF’S KITCHEN – * Fully Stocked * High-end Appliances * Large Refrigerator * Ample Cabinetry * Coffee Maker: Drip & Keurig – LIVING ROOM – * Smart TV * Plush Sofa + Seating * Dedicated Workspace * Open Floor Plan The guest has access to the entire home minus the locked cleaners’ closet. By Car: Renting a car is a convenient option to explore the area at your own pace. Having a car makes it easy to visit the many shopping centers, restaurants, and other points of interest in the area. Rideshare Services: Services like Uber and Lyft are readily available in the area, providing a convenient alternative to driving. Simply book a ride through the app, and you’ll be on your way to your destination in no time. Check-in is at 4pm Check-out is at 10am - 1 dog is allowed for $125 per stay, no cats please. We kindly ask that your dog be trained and that you pick up after your dog. - No parties allowed—violations may result in immediate termination of the stay. We aim to maintain a respectful environment for our neighbors. - Parking in the street for 1 car max. Street parking allowed: yes - If you’re interested in a long-term stay, please reach out to inquire about availability. - Guests must be 25 years or older to book this property. - Please note that the backyard is a shared space, so other guests may also be enjoying the area during your stay. GUEST VERIFICATION: To help ensure a smooth and secure stay for all guests, the primary guest listed on the reservation may be asked to complete a quick verification process within 48 hours of booking, depending on the platform used to book the reservation. Prior to check-in, guests may also be asked to sign a Rental Agreement that includes agreeing to our rental terms and conditions and, on certain booking platforms, providing a valid government-issued ID and matching credit card before arrival. Included with your booking is our damage waiver coverage, which helps protect against accidental, self-reported damage during your stay when reported prior to check-out.

Pineapple Paradise #2 • 13 min to Beach • Fire Pit

Sarasota, FL, US
1 Bedrooms 2 Guests
Sep 16 - 18
$104 night

This 1-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Sarasota, FL! • Shared Outdoor Patio • Fire Pit • Hammock • Dedicated Workspace • Fully Stocked Kitchen • Drip & Keurig Coffee Maker • Plush Bed • High Speed WIFI • Family Friendly - High Chair & Pack ’n Play • Dog Friendly • Street Parking - 1 car Welcome to Pineapple #2 – Your Sarasota Escape! This charming 1-bedroom, 1-bathroom apartment offers a cozy retreat perfect for up to 2 guests. Whether you’re in town for a beach getaway, a romantic escape, or just a relaxing stay, Pineapple 2 provides the comfort and convenience you need. Step outside and enjoy the inviting shared backyard, where you can unwind around the gas fire pit table, swing gently in the hammock, or simply soak up the Florida sunshine. As this is a shared space, you may also meet fellow travelers enjoying the area. Conveniently located in the heart of Sarasota, you’ll be just minutes from pristine beaches, Historic Downtown dining, boutique shopping, and cultural attractions. Pineapple 2 is the perfect spot to relax, recharge, and experience all that Sarasota has to offer! MAIN SPACES OF THE HOME: – 1 BEDROOM & 1 BATHROOM– BEDROOM 1: * Full-sized Bed * Nightstand and Lamps * Mirror * Ensuite Bathroom – 1 BATHROOM – * Ensuite Bathroom with Walk-in Shower – CHEF’S KITCHEN – * Fully Stocked * High-end Appliances * Large Refrigerator * Ample Cabinetry * Coffee Maker: Drip & Keurig – LIVING ROOM – * Smart TV * Plush Sofa + Seating * Dedicated Workspace * Open Floor Plan The guest has access to the entire home minus the locked cleaners’ closet. By Car: Renting a car is a convenient option to explore the area at your own pace. Having a car makes it easy to visit the many shopping centers, restaurants, and other points of interest in the area. Rideshare Services: Services like Uber and Lyft are readily available in the area, providing a convenient alternative to driving. Simply book a ride through the app, and you’ll be on your way to your destination in no time. Check-in is at 4pm Check-out is at 10am - 1 dog is allowed for $125 per stay, no cats please. We kindly ask that your dog be trained and that you pick up after your dog. - No parties allowed—violations may result in immediate termination of the stay. We aim to maintain a respectful environment for our neighbors. - Parking in the street for 1 car max. Street parking allowed: yes - If you’re interested in a long-term stay, please reach out to inquire about availability. - Guests must be 25 years or older to book this property. - Please note that the backyard is a shared space, so other guests may also be enjoying the area during your stay. GUEST VERIFICATION: To help ensure a smooth and secure stay for all guests, the primary guest listed on the reservation may be asked to complete a quick verification process within 48 hours of booking, depending on the platform used to book the reservation. Prior to check-in, guests may also be asked to sign a Rental Agreement that includes agreeing to our rental terms and conditions and, on certain booking platforms, providing a valid government-issued ID and matching credit card before arrival. Included with your booking is our damage waiver coverage, which helps protect against accidental, self-reported damage during your stay when reported prior to check-out.

Pineapple Paradise - 2 Units - 13 min to Beach

Sarasota, FL, US
2 Bedrooms 4 Guests
Sep 16 - 18
$185 night

Escape to sunny Sarasota with this one-of-a-kind 2-unit retreat, perfect for families, friends, or multi-generational travelers! Rent both 2-bedroom units for extra space, enjoy flexible accommodations, and experience the ultimate vacation filled with relaxation, fun, and memorable moments together. • Shared Outdoor Patio • Fire Pit • Hammock • Dedicated Workspace • Fully Stocked Kitchen • Drip & Keurig Coffee Maker • Plush Beds • High Speed WIFI • Family Friendly - High Chair & Pack ’n Play • Dog Friendly • Street Parking - 2 cars Welcome to Pineapple 1 & 2, a charming combo listing in the heart of Sarasota—ideal for couples, friends, or a small family traveling together while still enjoying a bit of privacy. This thoughtfully designed retreat offers 2 bedrooms and 2 full bathrooms, comfortably accommodating up to 4 guests. Each unit features a cozy coastal vibe and all the essentials for a relaxing, effortless stay. Located just minutes from downtown Sarasota, you’ll be close to beautiful Gulf beaches, top dining spots, shopping, and the area’s vibrant arts and culture scene. Whether you’re soaking up the sun, exploring the city, or unwinding after a beach day, Pineapple 1 & 2 is the perfect home base. Experience the best of Sarasota—comfort, convenience, and coastal charm all in one place! MAIN SPACES OF THE HOME: – 2 BEDROOMS & 2 BATHROOMS – BEDROOM 1 (Pineapple 1): * Full-sized Bed * Nightstand and Lamps * Mirror BEDROOM 2 (Pineapple 2): * Full-sized Bed * Nightstand and Lamps * Mirror * Ensuite Bathroom – 2 BATHROOMS – * Full Bathroom with Walk-in Shower (Pineapple 1) * Ensuite Bathroom with Walk-in Shower (Pineapple 2) – CHEF’S KITCHEN – * Fully Stocked * High-end Appliances * Large Refrigerator * Ample Cabinetry * Coffee Maker: Drip & Keurig – LIVING ROOM – * Smart TV * Plush Sofa + Seating * Dedicated Workspace * Open Floor Plan The guest has access to the entire home minus the locked cleaners’ closet. By Car: Renting a car is a convenient option to explore the area at your own pace. Having a car makes it easy to visit the many shopping centers, restaurants, and other points of interest in the area. Rideshare Services: Services like Uber and Lyft are readily available in the area, providing a convenient alternative to driving. Simply book a ride through the app, and you’ll be on your way to your destination in no time. Check-in is at 4pm Check-out is at 10am - 1 dog is allowed for $125 per stay, no cats please. We kindly ask that your dog be trained and that you pick up after your dog. - No parties allowed—violations may result in immediate termination of the stay. We aim to maintain a respectful environment for our neighbors. - Parking is available for 2 vehicles in the street. - If you’re interested in a long-term stay, please reach out to inquire about availability. - Guests must be 25 years or older to book this property. - Please note that the backyard is a shared space, so other guests may also be enjoying the area during your stay. GUEST VERIFICATION: To ensure a smooth and secure stay, we require the primary guest listed on the reservation to complete a simple screening process within 48 hours of booking confirmation. Please note that your reservation is not confirmed until these steps are completed. Once verified, and prior to check-in, guests will be asked to sign a Rental Agreement that includes: - Agreeing to our rental terms and conditions. - Providing a valid government-issued ID and a matching credit card before check-in. - Paying a non-refundable $60 damage waiver. The damage waiver provides coverage for accidental damage during your stay, as long as it is reported prior to your check-out. This is collected either at the time of payment through the booking platform or afterward, depending on which platform you use to book. The damage waiver covers accidental damage that may occur during your stay. To ensure coverage, all damage must be reported promptly while you’re still at the property. We understand there is normal wear and tear at houses but should anything accidentally break or get stained during your stay please just let us know. Thank you!

Pineapple Paradise - 13 min to Beach - Fire Pit

Sarasota, FL, US
3 Bedrooms 8 Guests
Sep 16 - 18
$231 night

This unique combination of three homes offers a total of 3 bedrooms, is in a prime location, and has EVERYTHING you need for an amazing vacation in Sarasota, FL! • Shared Outdoor Patio • Fire Pit • Hammock • Dedicated Workspace • Fully Stocked Kitchen • Drip & Keurig Coffee Maker • Plush Beds • High Speed WIFI • Family Friendly-High Chair & Pack ’n Play • Dog Friendly • Street Parking Welcome to Pineapple Paradise #1–3, a unique Sarasota retreat comprising three private homes combined into one stay, perfectly designed for groups seeking space, privacy, and a prime location. This thoughtfully arranged getaway offers a total of 3 bedrooms and 3 bathrooms, comfortably accommodating up to 8 guests—ideal for families, friends, or couples traveling together who appreciate having separate spaces under one booking. Located in the heart of downtown Sarasota, you’re just minutes from world-class beaches, vibrant dining, shopping, arts, and nightlife. Whether you’re heading to Lido Beach, exploring St. Armands Circle, or enjoying Sarasota’s cultural scene, Pineapple Paradise places you close to it all while providing a relaxed home base to unwind. Enjoy the flexibility of multiple living spaces, the convenience of a central location, and the charm of a one-of-a-kind setup. This is your perfect Florida escape! MAIN SPACES OF THE HOME: – 3 BEDROOMS & 3 BATHROOMS – Pineapple Paradise #1 BEDROOM 1: * Full-sized Bed * Nightstand and Lamps * Mirror Pineapple Paradise #2 BEDROOM 2: * Full-sized Bed * Nightstand and Lamps * Mirror * Ensuite Bathroom Pineapple Paradise #3 BEDROOM 3: * Full-sized Bed * Nightstand and Lamps * Mirror * Ensuite Bathroom – 3 BATHROOMS – * Full Bathroom with Walk-in Shower * Ensuite Bathroom with Walk-in Shower * Ensuite Bathroom with Walk-in Shower – CHEF’S KITCHEN – * Fully Stocked * High-end Appliances * Large Refrigerator * Ample Cabinetry * Coffee Maker: Drip & Keurig – LIVING ROOM – * Smart TV * Plush Sofa + Seating * Dedicated Workspace * Open Floor Plan * Queen Size Sleeper Sofa (Pineapple Paradise #3) The guest has access to the entire home minus the locked cleaners’ closet. By Car: Renting a car is a convenient option to explore the area at your own pace. Having a car makes it easy to visit the many shopping centers, restaurants, and other points of interest in the area. Rideshare Services: Services like Uber and Lyft are readily available in the area, providing a convenient alternative to driving. Simply book a ride through the app, and you’ll be on your way to your destination in no time. Check-in is at 4pm Check-out is at 10am - 1 dog is allowed for $125 per stay, no cats please. We kindly ask that your dog be trained and that you pick up after your dog. - No parties allowed—violations may result in immediate termination of the stay. We aim to maintain a respectful environment for our neighbors. - Parking in the street for 3 cars. Street parking allowed: yes - If you’re interested in a long-term stay, please reach out to inquire about availability. - Guests must be 25 years or older to book this property. - Please note that the backyard is a shared space, so other guests may also be enjoying the area during your stay. GUEST VERIFICATION: To ensure a smooth and secure stay, we require the primary guest listed on the reservation to complete a simple screening process within 48 hours of booking confirmation. Please note that your reservation is not confirmed until these steps are completed. Once verified, and prior to check-in, guests will be asked to sign a Rental Agreement that includes: - Agreeing to our rental terms and conditions. - Providing a valid government-issued ID and a matching credit card before check-in. - Paying a non-refundable $60 damage waiver. The damage waiver provides coverage for accidental damage during your stay, as long as it is reported prior to your check-out. This is collected either at the time of payment through the booking platform or afterward, depending on which platform you use to book. The damage waiver covers accidental damage that may occur during your stay. To ensure coverage, all damage must be reported promptly while you’re still at the property. We understand there is normal wear and tear at houses but should anything accidentally break or get stained during your stay please just let us know. Thank you!

Dog & Family Friendly, Updated Home, Walking Distance to Downtown, Payne Park, Short Drive to Beaches

Sarasota, Florida, US
4 Bedrooms 9 Guests
Sep 16 - 19
$326 night

Welcome to Urban Nest on Eighth! A Downtown Sarasota Retreat that is dog-friendly, family-friendly and close to all the fun this area has to offer. This newly renovated vacation home is perfect for families, offering comfortable furnishings, colorful art, and a relaxed coastal vibe. Located within walking distance of Downtown Sarasota’s shops, dining, and popular parks, it’s ideal for exploring the best of the area on foot. Enjoy evenings gathered around the fire pit, cookouts on the grill, and easy beach days with provided beach essentials. Prime Location: • Perfectly situated within walking distance of vibrant Downtown Sarasota, filled with top-rated restaurants, cafés, boutiques, galleries, rooftop bars overlooking the Gulf, live music and nightlife. • Just a quick walk to Payne Park, featuring tennis courts, a circus-themed playground, skate park, and scenic walking trails—a favorite spot for families and furry friends. • A short drive to popular attractions including Marie Selby Botanical Gardens, St. Armands Circle, and Lido Key Beach for a day in the sun. Home Highlights: • Dog-friendly and family-friendly, welcoming guests of all ages (and paws!) to relax and enjoy. • Completely renovated inside and out with a fresh mid-century modern design and all-new furnishings. • Open floor plan creates a bright, airy, and inviting atmosphere perfect for family gatherings. • Comfortable, stylish décor with colorful art and cozy touches throughout. • Large, plush sectional in the living room with SMART TV for movie nights or lounging after exploring Sarasota. Gourmet Kitchen and Dining: • Fully equipped modern kitchen with sleek stainless steel appliances, cookware, utensils, and plenty of kitchen essentials. • Spacious countertops and an open layout with island and seating - ideal for cooking and family gatherings. • Indoor dining area perfect for family breakfasts, casual lunches, or evening dinners. Bedrooms and Bathrooms: • 4 total bedrooms designed for comfort and flexibility: -Primary bedroom: King bed with luxury linens. -Two guest bedrooms: Each with queen beds and stylish décor (one includes a SMART TV). -Kids’ bedroom: Bunk bed with twin over full plus twin trundle for extra sleeping space. • 2 updated bathrooms featuring glass walk-in showers, modern vanities, and plush bath towels provided. Outdoor Living: • Large private fenced in backyard—safe for kids and dogs to play freely. • Brick patio with outdoor dining table and chairs for al fresco meals. • Fire pit area with Adirondack chairs for cozy evenings under the stars. • Gas grill for cookouts and outdoor shower for rinsing off after a day at the beach or park. Extra Amenities: • In-home washer and dryer for guest convenience. • Beach essentials including chairs and towels. • Pack ’n Play for families traveling with little ones. • High-speed Wi-Fi, central A/C, and ample parking. This dog-friendly, family-friendly Sarasota retreat blends modern comfort, convenient location, and relaxed coastal charm, making it the perfect home base for your next Florida getaway. Pet Fee: This is a pet friendly home! Please include your pet in your booking so we can make the appropriate arrangements for the departure cleaning. A $125 pet fee per dog is required to help remove pet hair and dander from any furnishings and floors for our future guests. Thank you for your understanding, and we look forward to hosting you and your pup!

Downtown Sarasota Private Vacation Home - Minutes to Beaches, Beautiful Backyard, and Pet-Friendly!

Sarasota, FL, US
3 Bedrooms 6 Guests
Sep 16 - 23
$181 night

Downtown Sarasota Private Vacation Home - Minutes to Lido Key Beach, St. Armands Circle, and all that Downtown Sarasota, FL has to offer! Our 3-bedroom, 3 Bathroom private vacation home offers a fantastic property perfect for your relaxing South Florida Gulf Coast Vacation. - 3 Bedrooms / 3 Bathrooms - 5 miles to popular Gulf Coast Beaches - Fully Equipped Kitchen - Dining for 4 at the dining table - Spacious Patio and Backyard with outdoor seating area - Parking for three cars in the driveway - Beach Equipment for guest use (Beach Towels, 4 Chairs, and a Cooler) - Baby and Child Items Available: High Chair, Booster Seat, Pack n Play, Toddler Bed Rail, Blocks and Books for Play - BBQ Grill and Backyard Firepit - 2 Bicycles - Dog-Friendly +$ - 25-year minimum age to rent restriction BEDROOMS (Single-story home) - Bedroom 1: Master King Bedroom / Ensuite Bathroom / 50" Smart TV - Bedroom 2: One King Bedroom / Attached Bathroom / 50" Smart TV - Bedroom 3: One King Daybed Bedroom / Attached Bathroom Minimum Length of Stay Rules - per Sarasota City - Accommodations must be for a minimum stay of 7 nights per the city rules. Dog-Friendly Home (+$) - This is a dog-friendly home - There is an additional $250 + tax nonrefundable fee - There is a two-dog limit - Dog(s) must be disclosed, and the additional fee must be paid prior to arrival. BBQ: - There is a BBQ at this property for complimentary guest use. - While there is a propane tank included with the BBQ, we do not provide refills. - Guests are welcome to swap the tank at any local store. - BBQ must be cleaned upon guest departure, or an additional $56 fee will be charged. Security Camera Location Disclosure: - Ring Doorbell at Front Entry Distances to Shopping & Attractions: The House is located on Novus Street - Lido Beach 4.8 miles - Sunset Beach 6 miles - St. Armands Circle 4.5 miles - Publix Supermarket at Bay Street .6 miles - Sarasota Jungle Gardens 4 miles - Ringling Museum 5 miles - Marie Selby Botanical Gardens 1.5 miles - Sarasota/Bradenton (SRQ) Airport 5 miles Why Choose this Rental? - Professionally managed to serve all your needs - Management company has over 30 years of experience hosting well over 300,000 families - Go straight to your rental with online email check-in - 24/7 on-call maintenance - Smoke-free for your comfort - Towels and linens are provided - Complimentary WiFi Starter welcome packet supplies: - 2 rolls of toilet paper per bathroom - 2 round hotel-size bar soaps per bathroom - 1 hotel-size shampoo/conditioner per full bathroom - 1 roll of paper towel - 1 packet dishwasher detergent - 2 trash bags, size 13-gallon - 1 small box of laundry detergent (enough for one load) - Garbage can liners in each bedroom/bathroom, small garbage cans Any supplies beyond this are up to the guest to replenish; we do not restock these items. No salt/pepper or cleaning supplies are stocked due to safety issues. This is an industry-standard practice. FOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS: (This does not apply if you are staying less than 30 nights.) We will collect a $1,500 deposit. Balance is due 60 days prior to arrival If canceled 90 days or more before arrival, we keep $250.00. $1,250.00 will be refunded. If canceled between 61 and 89 days prior to arrival, we keep the $1,500.00 deposit. No cancellation or modification 60 days or less prior to arrival.

Sunshine Bungalow

Sarasota, FL, US
2 Bedrooms 4 Guests
Sep 23 - 30
$133 night

SLEEPING ARRANGEMENTS 2 BR / 2BA / Sleeps 4 Master Bedroom – One queen bed and en-suite bathroom with walk-in shower. Guest Bedroom – One Queen bed with access to the second bathroom ______________________________________________________________________________ AMENITIES NOTE: One well-behaved small dog is welcome WITH PRE-APPROVAL and a pet fee of $200 plus tax. Check with the property manager before booking. NO CATS Professionally cleaned and sanitized per CDC guidelines between each guest stay. PLEASE NOTE- For extended stays of 60 days or more we require a mid-stay clean be done by our cleaners. A member of our team will reach out upon your booking to coordinate the fee and scheduling. Close to Downtown Sarasota, beaches, shopping, nightlife. Close to park/playground and basketball courts. Outdoor patio with seating and ambient lighting. Outdoor fire pit with seating in the private fenced backyard. Separate dining room with table and seating for six. Propane grill for outdoor cooking. 2 Beach Chairs, 1 small cooler, 1 Beach Umbrella Outdoor patio with large dining table and seating for six. Living room with comfy couch and chairs and TV. Fully stocked modern kitchen with everything you need to make meals at home. 1 set of towels (1 bath, 1 hand, and 1 washcloth) are provided per person for the max number of people the home sleeps Stackable washer/dryer combination in the kitchen. High-Speed WIFI included. No Smoking in the home! _____________________________________________________________________________ FULL DESCRIPTION This charming historic 1923 Craftsman Bungalow home near downtown Sarasota, has been newly renovated and decorated. Upon entering the home, you are greeted with a living room with a comfortable seating arrangement. There is a formal dining room with seating for up to six people and an eat-in kitchen towards the rear of the house that is fully stocked with everything you need to make delicious meals at home. The rear door in the kitchen leads to an outdoor dining table with ambient lighting at night for meals al fresco. After dinner, relax with your favorite drink around the firepit in this private backyard. There are two bedrooms with queen size beds and access to the two bathrooms, one with a tub and the other with a walk-in shower in the master bedroom. Both bedrooms are appointed with luxurious sheets and bedding for a restful night’s sleep. With a lovely neighborhood park in walking distance, many guests consider bringing their furry companion along. Dogs are considered with a non-refundable pet fee of $200 plus tax. Please reach out for approval. This comfortable private home is located just minutes from downtown Sarasota where you will find many options for dining, shopping, and nightlife. Take your dog for a stroll to Whitaker Gateway Park within walking distance from the home and includes a nice playground with restrooms, a picnic area. and beautiful views of the bay. No trip to Sarasota would be complete without going to one of the world-class white sand beaches nearby. Siesta Key Beach is 8 miles (20-25 minutes) and Lido Beach is 5 miles (15-20 minutes) from the home. Check out St Armand’s Circle near Lido Beach for additional shopping and great restaurant choices. Flying into Sarasota/Bradenton airport is easy and convenient with direct flights from many cities and is only a 10 minutes drive from the home. This home is listed on the National Historic Registry. City of Sarasota Vacation Rental Registration number: VR24-00205 PLEASE NOTE- For extended stays of 60 days or more we require a mid-stay clean be done by our cleaners. A member of our team will reach out upon your booking to coordinate the fee and scheduling. License: VR24-00205

Stylish 4BR Near Siesta Key | Sleeps 8 | Hot Tub

Sarasota, FL, US
4 Bedrooms 8 Guests
Sep 30 - Oct 5
$134 night

Wake up minutes from Siesta Key in this bright, designer 4BR home, perfect for families and groups. Sleeps 8 comfortably with spacious living areas, fast WiFi, and a relaxing coastal vibe. Perfect for beach days and sunset dinners. Ideal for families, girls trips, or snowbirds. Spacious enough for everyone to relax without feeling crowded ✪ Reason Guests Love This Home ➜ 5 minutes to Siesta Key Beach ➜ Sleeps 8 comfortably (rare in this area) ➜ Bright, modern coastal design ➜ Fast, reliable WiFi and Smart TVs in every room ➜ Perfect for families and groups ➜ BBQ grill with smoking capability ➜ Quick 8 to 12 minute drive to Downtown Sarasota ✪ Property Overview ➜ Spacious 1,822 ft² (approx. 169 m²) home offering comfort and room to relax. ➜ Complimentary driveway parking available. ➜ Private backyard with a BBQ grill, perfect for outdoor dining and relaxed evenings. ➜ Ideal for families, groups, or longer stays in a quiet Sarasota neighborhood. ➜ Private hot tub available year-round for your comfort and enjoyment. ✪ Sleeping Arrangements ➜ Bedroom 1: Queen bed. ➜ Bedroom 2: Queen bed. ➜ Bedroom 3: Two twin single beds. ➜ Bedroom 4: Queen bed. ✪ Living and Working Space ➜ Smart TVs in every room with access to Netflix, YouTube, and streaming apps. ➜ High-speed internet access for work or entertainment. ➜ Spacious living room with comfortable seating for relaxing or gathering together. ✪ Bathrooms ➜ Three clean and sanitized bathrooms, stocked with essential toiletries and fresh towels. ✪ Kitchen and Dining ➜ Fully equipped kitchen with modern appliances, including a refrigerator, stove, oven, microwave, and cookware. ➜ Spacious dining table with seating perfect for shared meals or game nights. ✪ Amenities ➜ In-house washer and dryer for added convenience. ➜ Hotel-quality sheets, duvets, and ample towels provided for all guests. ➜ Air-circulating ceiling fans in each bedroom and the living room for added comfort year-round. ✪ Location and Accessibility ➜ 5-minute walk to Publix, Whole Foods, Aldi, and a wide variety of boutique shops and retail stores. ➜ Approximately 15 minutes to the world-famous Siesta Key Beach, including the popular Wednesday sunset drum circles and glass-bottom moonlit kayak and boat tours. ➜ 10 minutes to the Historic Ringling Art Museum. ➜ 17 minutes to Mote Marine Laboratory & Aquarium. ➜ Minutes from Robarts Arena and Downtown Sarasota, offering live music, festivals, and unforgettable entertainment. ➜ Close to Detwiler’s Amish Village, known for fresh produce, homemade foods, and baked goods. ➜ Near the iconic Legacy Bicycle & Walking Trail, with electric bike rentals available nearby. ➜ Around 20 minutes from Sarasota–Bradenton International Airport (SRQ), with easy access to Uber, Lyft, and taxis. ➜ Located roughly 5 miles from Siesta Key Beach. ✪ Guest Experience & Services ➜ Professional cleaning, trash-to-curb service, and arrival amenities are included with your stay. ➜ No checkout chore list here. Our team handles the reset — simply leave the home reasonably tidy and enjoy your Sarasota escape. ➤ IMPORTANT NOTE FOR 1 WEEK STAY OR LONGER: Toilet paper, garbage bags, and basic toiletries will be provided for the guests at the beginning of the stay. It will then be the guest’s responsibility to provide for these for the remainder of their stay. ➤ Guests will have access to the entire unit. Please, make yourself at home. ➤ Availability of free driveway parking. (2 Spaces) Car Recommended: Best way to explore beaches, downtown, and nearby attractions. Ride-Sharing: Uber and Lyft are widely available and reliable. Biking: Close to popular biking and walking trails, including paved scenic routes. Public Transit: Local bus routes operate nearby for convenient city travel. Airport Access: Quick drive to the local airport with taxis and rideshare options available. ➤ The property is equipped with both heating and air conditioning; however, we cannot guarantee that you will achieve a comfortable temperature if your preference falls outside the range of approximately 70 to 80 degrees Fahrenheit. Additionally, due to the nature of short-term rentals, where guests may frequently come and go, we cannot promise 100% uptime, as some guests may inadvertently push the systems beyond their capacity, necessitating repairs. ➤ Unfortunately, I can’t offer a bag drop-off service. For those arriving early or having a late flight, you can use bagbnb site to find options to drop off your bag for a fee. ➤ Please keep in mind that the guests don’t have access to the USPS mailbox or any mailboxes, and I’m not responsible for any packages delivered to the unit.

Vitamin Sea

Sarasota, FL, US
4 Bedrooms 8 Guests
Sep 26 - Oct 3
$178 night

What Guests Love- Private Pool – Optional heat (Nov–Apr) for $35/day + tax; must be scheduled before arrival Screened Lanai – Outdoor seating, ambient lighting, and poolside lounging Propane Grill – Perfect for outdoor cooking Beach Gear – 2 chairs, umbrella, cooler Garage & Parking – One-car garage with automatic opener + driveway parking Fully Stocked Kitchen – Modern appliances, granite countertops, bar seating, plus separate dining area for 6 Spacious Living Room – 2 large sofas, flat-screen TV, and lanai access 1 set of towels (1 bath, 1 hand, and 1 washcloth) are provided per person for the max number of people the home sleeps Laundry Room – Full-size washer/dryer Guest House – Private kitchenette, bathroom, and living area Tech & Comfort – Wi-Fi, Streaming TV, central A/C Pet Friendly – One small, well-behaved dog considered ($200 pet fee + tax, approval required). No cats. No Smoking inside the home Location Highlights 8 minutes → Gillespie Park (dog park, pickleball, tennis, trails, fitness equipment) 6 minutes → Payne Park (dog park, skate park, disc golf, playgrounds, cafe) 5 miles → Lido Beach 7 miles → Siesta Key Beach 20 minutes → Sarasota/Bradenton Airport Close to downtown Sarasota for dining, shopping, and nightlife Welcome to your private Sarasota retreat, featuring a sparkling pool (heat optional), screened lanai, and a detached guest house for ultimate comfort and privacy. The main house offers an open-concept floor plan with a modern kitchen, dining space, and two spacious living rooms with that opens to the lanai. Three bedrooms include a master suite with en-suite bath and two guest rooms with convenient access to a shared bathroom. The guest house by the pool is a perfect setup for extended family, friends, teens, or a nanny. It features a king bed, TV, sofa, kitchenette, washer/dryer, full bath, and a cozy private patio. Whether you’re unwinding by the pool, grilling outdoors, or heading out to enjoy Sarasota’s white-sand beaches, lively downtown, or family-friendly parks, this home is the perfect place to make lasting memories! 4 BR / 3 BA / Sleeps 8 Sarasota FL 34237 Vacation Rental License # 25-VR-000004 Minimum stay duration of 7 days/nights Sleeping Arrangements Master Bedroom – Queen bed with en-suite bathroom Guest Bedroom 1 – Queen bed with en-suite bathroom Guest Bedroom 2 – King bed, shares hallway bath with tub/shower combo Guest Bedroom 3 (Detached Guest House, 320 sq ft) – King bed, King sofa, TV, beverage fridge, table with 2 chairs, washer/dryer, full bathroom, and small private patio/courtyard by the pool Note: Main house also offers a Full-size Sofa Bed Professionally cleaned and sanitized per CDC guidelines between each stay. Extended stays (60+ days) require a mid-stay professional clean (fee applies). License: 425-VR-000004

2440 Floyd St

Sarasota, FL, US
6 Bedrooms 10 Guests
Sep 16 - 23
$822 night

Welcome to 2440 Floyd Street, a stunning, modern retreat in the heart of Sarasota. This spacious 6-bedroom, 4.5-bathroom home offers luxury, comfort, and privacy, making it the perfect getaway for families, groups, and corporate travelers. With a heated pool, private rooftop terrace, and a detached guest house, this home offers a true resort-style experience just minutes from Siesta Key Beach, Lido Key, and downtown Sarasota. The Space Designed for both relaxation and entertainment, this home features an open floor plan, soaring ceilings, and beautiful wood floors throughout. The gourmet kitchen boasts a large marble island, high-end Fulgor appliances, and ample pantry space, perfect for cooking up a feast or enjoying a casual breakfast. The living area is a stylish, welcoming space with plush seating, contemporary decor, and large sliding doors that open up to the outdoor patio and pool area, seamlessly blending indoor and outdoor living. Whether you’re here for a family vacation, corporate retreat, or special getaway, this Sarasota home provides the perfect blend of luxury, comfort, and prime location. Bedrooms & Bathrooms • Primary Suite (Main Floor) – King bed, spa-like ensuite bathroom with soaking tub, dual sinks, and walk-in shower with elegant marble accents. Direct pool access. • Downstairs Guest - 1 Queen Bed • Upstairs Bedroom 1 – Queen bed, ensuite bathroom • Upstairs Bedroom 2 – Queen bed, private balcony with cozy outdoor seating • Upstairs Bedroom 3 – Two twin beds, bright and airy • Detached Guest House – Queen bed, kitchenette, dining for 4, ensuite full bathroom All bedrooms are designed with luxurious linens, designer furnishings, and ample closet space to ensure a comfortable and restful stay. Outdoor Paradise ✔ Heated pool with lounge seating ✔ Outdoor kitchen with grill ✔ Covered patio off the living room with dining and lounge space ✔ Rooftop terrace with plush seating, perfect for sunset cocktails ✔ Tropical landscaping with Oak trees for shade Additional Amenities ✔ 2-Car Garage & Ample Driveway Parking ✔ Laundry Room with Washer & Dryer ✔ Smart TVs, High-Speed WiFi, and Work-Friendly Spaces ✔ Beach Gear for the Whole Group – chairs, umbrellas, coolers, and kids’ toys Prime Location – Close to Everything! Located in Sarasota’s charming and historic Arlington Park neighborhood, this home offers a peaceful, walkable setting while being just minutes from top attractions: ✔ Downtown Sarasota – Vibrant nightlife, fine dining, and boutique shopping (5-minute drive) ✔ Siesta Key Beach – Ranked among the best beaches in the world (10-minute drive) ✔ Lido Key & St. Armands Circle – Upscale shopping and dining (15-minute drive) ✔ Pinecraft (Mennonite & Amish Community) – Local markets and homemade treats Additional Properties: This property is adjacent to 2 additional 6-bedroom properties and 1 additional 5 bedroom property adding additional sleeping space for 34 additional guests. We welcome large groups who are looking to house several people across multiple properties. Please inquire for more information. What’s provided for your stay: Have fun at the beach with chairs, coolers, umbrellas, toys and more, pre-stocked into the villa prior to your arrival. Each residence has their own Property Liaison to ensure any problems or concerns will be resolved in an effective and timely manner. **Minimum Age 25: All Reservations must be booked by and accompanied by an adult who is 25 years of age or older. Valid photo I.D. may be required at the time of booking. **Property is monitored by video and audio surveliance on the exterior of the property. This property is located in a quiet residential neighborhood. Parties will not be tolerated. Standard Occupancy for this property is 6 guests. Each guest above 6 will be charged an additional $50/night. Pet Fee: 2 Dogs of up-to 50lbs are welcome at our property. An additional pet fee of $35/night/pet will be applied.

Southside Executive Suite

Sarasota, FL, US
2 Bedrooms 4 Guests
Sep 16 - 23
$262 night

Welcome to one of the most exciting vacation rental properties in Sarasota. The Southside Village Executive Suite is the showcase property for Property Manager, where our luxury hospitality and accommodation services are tested and proven. Centrally located in one of Sarasota’s most sought-after neighborhoods, The Southside Executive Suite provides world class amenities and features guaranteed to provide you with the ultimate Sarasota Lifestyle getaway. The Southside Village Executive Suite is specifically curated to showcase the best that Property Manager has to offer. The property features luxury furnishings and amenities through-out this private 2 bedroom, 2 bath, 1500 sqft executive suite. We have provided meticulous effort into the staging of the suite, and it shows in every detail of the property from the staging and design, the stocking of amenities and supplies, and the overall function of the home. The property is fully stocked with all the comforts of home and is here to cater to the needs of you and your guests. The Southside Village Executive Suite is best suited for individual travelers to small families. Executive business travelers will find the suite perfectly fits to your needs with ample work space, high-speed internet, and modern tech upgrades. The executive suite is perfect for hosting clients or small business gatherings. The property does feature are large grass back yard that may be rented for larger events. For those traveling for medical reasons, the Southside Village Apartment is located 3 blocks from Sarasota Memorial hospital. This property is perfect for family, and friends of loved ones who are visiting Sarasota Memorial Hospital. *The Southside Village executive Suite does share common walls with the Property Manager office. Location Our executive Suite is located in the Southside Village. The high-end boutique Morton’s Market is located directly across the street from the suite. The Southside Village features high-end boutique shopping and dinning that are exclusive the experience of the Southside Village. Whether you are heading South the Siesta Key or North to Downtown Sarasota, the suite is located within 5-minutes of all the best Sarasota has to offer. Restaurants, Shopping & Bars all within immediate walking distance Sarasota Memorial Hospital - 5-minute walk Siesta Key Beach - 5-minute drive Downtown Sarasota - 3 minute drive Lido Beach - 10 minute drive What’s provided for your stay: Have fun at the beach with chairs, coolers, umbrellas, toys and more, pre-stocked into the villa prior to your arrival. Each residence has their own Property Liaison to ensure any problems or concerns will be resolved in an effective and timely manner. **Minimum Age 25: All Reservations must be booked by and accompanied by an adult who is 25 years of age or older. Valid photo I.D. may be required at the time of booking. **Your inquiry on our property will be responded directly to your personal email. Please keep a lookout for our response so we may best serve your request. Please keep a lookout for our response so we may best serve your request

Condo at The Strand - Luxury Waterfront Condo

Sarasota, FL, US
2 Bedrooms 4 Guests
Sep 16 - 23
$115 night

Versatile waterfront luxury apartment in a new condo community. A large pool and lots of amenities are included. Close to downtown Sarasota and to the famous white sandy beaches of Floridas Gulf Coast. Per City of Sarasota’s Rental Ordinance - This property must be rented for a minimum of 7 nights. If the travel dates you are looking for don’t appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio. Prior to your stay, we require you to complete a pre-arrival form and sign & agree to our rental conditions. Accidental Damage Insurance: Accidental Damage Insurance is included within all guest stays at Property Manager. On this property, for stays greater than 29 nights, an additional $90 will be due as the current rates are for 29 nights or less. For additional blocks of 30 nights past 59 nights you, will be charged $71. For Homes & Villas by Marriott Bonvoy bookings, OTA & OTA, the below cancellation does not apply. Please refer to cancellation policy provided by this platform. For Direct Bookings, the cancellation policy is below: Guests must cancel at least 60 days before check-in to receive a full refund for all nights, minus a 10% processing fee. Guests must cancel at least 30 days before check-in to receive a 50% refund for all nights. If a guest cancels less than 30 days before check-in, you’ll be charged 100% for all nights. We strongly recommend that you purchase your own travel insurance for your protection. This property is not available for instant booking due to the HOA application that is required. If you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team and we will be happy to assist you. Property Manager offer a wide range of services including: - An any day arrival policy and length of stay requirements starting at just 7-nights. - We have a professional property manager and maintenance systems meaning you’ll experience the service you deserve. - Professional housekeeping pre-stay and during stay if requested. - ’Guide Books’ allowing you to be able to add experiences to your itinerary and see some of our recommendations. - ’Preferred Vendors’ meaning you can trust the company you use for rentals. All properties listed with Property Manager benefit from an interactive ’Guide Book’ which will be sent ahead of arrival and will include the house manual, check in instructions, preferred vendors and unique information about the home. In addition to the fabulous surroundings of Downtown Sarasota, the local area has a wealth of delightful restaurants, cafes and bars that are just a stone’s throw away from our condos. From fresh seafood shacks to bar and grills that cater for all tastes, you will definitely find what you are looking for. These condos are on the doorstep of more than just the finest restaurants and bars, there is a huge variety of pastimes for you and your family to indulge in, no matter age or ability. Make the most of the glorious water and charter boats to relax away from the land. For the more adventurous, there are lots of adrenaline fuelled water sports to play including parasailing and under water activities such as snorkelling and scuba diving. Back on dry land, you can entertain the family in a number of ways. You can rent the very best bikes to explore the amazing landscape on view in Sarasota, be sure to stop on your cycles to visit more exciting places like cigar and wine bars, massage parlours, health spas as well as the Gulf State Public Library and fun fuelled escape rooms. If you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team and we will be happy to assist you. Property Manager offer a wide range of services including: - An any day arrival policy and length of stay requirements starting at just 7-nights. - We have a professional property manager and maintenance systems meaning you’ll experience the service you deserve. - Professional housekeeping pre-stay and during stay if requested. - ’Guide Books’ allowing you to be able to add experiences to your itinerary and see some of our recommendations. - ’Preferred Vendors’ meaning you can trust the company you use for rentals. All properties listed with Property Manager benefit from an interactive ’Guide Book’ which will be sent ahead of arrival and will include the house manual, check in instructions, preferred vendors and unique information about the home. Welcome to your tranquil oasis by the water! This luxurious two-bedroom, one-and-a-half-bathroom condo offers a serene escape from the bustling world, nestled within a vibrant, gated community that embodies resort-style living. The condo is situated on the second floor, accessible by elevator. As you step inside, stylish furnishings adorn every corner of this thoughtfully designed space. Natural light spills in through large windows, casting a warm glow on the sleek decor and enhancing the sense of spaciousness. Imagine waking up to the gentle murmur of the river and sunlight streaming in. The master bedroom offers modern luxury with carefully curated furnishings and plush bedding. The ensuite master bathroom features contemporary fixtures and a walk-in shower, with a walk-in closet connected to the bathroom for easy access. The washer and dryer are in the unit, and a half bathroom (powder room) sits along the hallway for residents and guests. The second room, which doubles as a den, has stylish barn doors that slide sideways for privacy and a queen-sized pull-out sofa — a versatile space that works as a bedroom, office, or a quiet room to unwind. The open-concept common area seamlessly connects the living area to the kitchen and dining space, making it easy to entertain friends or enjoy a quiet meal with a river view. The kitchen features new top-of-the-line appliances, gleaming countertops, and ample storage that marries functionality with elegance. The true allure of this condo lies beyond its walls. Step onto your private balcony and take in the breathtaking vista of the river and Sarasota Bay. Whether you’re sipping morning coffee or watching the sunset paint the sky orange and pink, this balcony offers a front-row seat to nature’s beauty. As a resident, you’ll enjoy all the amenities of the newly built complex: take a refreshing dip in the pool on hot summer days, warm up in the hot tub in winter, or keep up your routine in the state-of-the-art gym. The meticulously landscaped grounds offer serene walking paths and communal spaces, and a community kayak launch gives you access to the surrounding waterways. Located in a prime spot by the river, this condo offers a peaceful retreat with easy access to urban conveniences. Whether exploring nearby dining and shopping or enjoying outdoor activities at the water’s edge, this location strikes the perfect balance between tranquility and accessibility. Approval from the condo association is required for each stay to register guests for access to this gated community; a fee applies for the application, which is included in the price. Don’t miss your chance to make this luxurious retreat your own. Take I-75 to Exit 213. Head west on University Parkway. Follow University Parkway for 6.8 miles, pass Sarasota/Bradenton Airport and turn left onto Highway US 41, heading South. Follow Highway US 41 for 2.5 miles and turn right after the Subway into the community "The Strand". The unit #203A is located on the left side of the condo building facing the bayou.

Kingston Arms On Lido Key 1BR

Sarasota, FL, US
1 Bedrooms 4 Guests
Oct 31 - Nov 7
$223 night

Welcome to Kingston Arms on Lido Key 1 BR! This charming one-bedroom condo in the popular Kingston Arms complex offers courtyard and pool views, just 8 minutes from the famous white sands of Lido Beach and stunning Gulf sunsets. Steps from St. Armand’s Circle, enjoy cafés, shopping, fine dining, and nightly entertainment, all within walking distance. With an assigned covered parking spot and a second-floor location in an elevator building, it’s a peaceful and convenient beach getaway. LOCATION HIGHLIGHTS: - Heated communal pool - Walk to St. Armand’s Circle for high-end shopping, upscale dining, and nightly live entertainment - Just a few minutes walk to North Lido Beach & Park - Just west of Downtown Sarasota across the Ringling Bridge - Easy access to beaches, restaurants, nightlife, and nearby Longboat Key PROPERTY FEATURES: - 1 Bedroom/ 1 bathroom 2nd floor condo (elevator available) - Private screened lanai overlooking the pool - Communal laundry room (no private laundry) - Assigned covered parking for one car - Towels and linens provided - Keyless entry, self check in LIVING ROOM: - Sliding doors to screened balcony - Comfy couch with a Queen pull out - Open floor concept KITCHEN AND DINING: - Modern full kitchen with brand-new stainless steel appliances - Open-concept layout with large dining table for 6 BEDROOMS AND BATHROOMS: - Master Bedroom: King bed, dresser, ample closet space, natural light - Couch in the living room doubles as a queen sofa bed EXTRA PERKS: - Complimentary beach items: a couple of beach chairs, a beach umbrella, and beach towels LOCAL FAVORITES: - St Armand’s: Columbia, Daquiri Deck, Crab and Fin, Cha Cha Coconuts - Shopping: Alvin’s Island, Beach Bazaar, Foxy Lady IMPORTANT INFO: - No pets, no smoking or vaping inside or near windows/doors - Parking restrictions for special vehicles: no boats, motorcycles, trailers, jet skis, kayaks, golf carts, vans, or any other oversized or commercial vehicles allowed - No cable services FROM MORNING BEACH WALKS TO EVENING OCEAN BREEZES, YOUR LIDO KEY RETREAT IS READY FOR YOU - BOOK TODAY! Xplorie Activities and Airport Transportation -One complimentary activity per day: bike rental, kayak rental, dolphin cruise tour, or Ringling Museum admission -Limited to one person per day; additional guests can join for a fee -Round-trip airport transportation included for up to 3 passengers from SRQ or TPA with advance reservation (driver tip appreciated) -Activities subject to availability and change; non-cumulative and non-transferable -Not available for stays of 25 nights or longer IMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

3 Blocks to the Coast! Cozy Sarasota Retreat

Sarasota, FL, US
2 Bedrooms 4 Guests
Sep 16 - 19
$104 night

Escape to this top-floor Sarasota unit for a trip filled with enough sun, sand, and surf to last a lifetime! Offering 2 beds and 1 bath, this vacation rental is perfect for friends and couples looking for a fully equipped, centrally located stay. Slow things down with a scenic stroll along Siesta Key and kayak through lush mangroves, or, for the more adventurous traveler, explore the area with a jet ski or parasailing tour! Back at your vacation rental, enjoy a good night's rest in modern digs. -- THE PROPERTY -- VR2400169 | Central Location | Pet Friendly w/ Fee Bedroom 1: King Bed | Bedroom 2: Queen Bed SHARED PATIO: Outdoor dining, gas grill, lawn games, umbrella KITCHEN: Fully equipped, stainless steel appliances, spices, dishware & flatware, Crock-Pot, toaster, complimentary tea, drip coffee maker w/ coffee INDOOR DETAILS: Flat-screen TV w/ OTA Chrome, dining table, modern furnishings, ceiling fans GENERAL: Free WiFi, washer/dryer, towels/linens, hair dryer, iron, trash bag/paper towels, air conditioning FAQ: Stairs required for access, pet fee (paid pre-trip) PARKING: Driveway (2 vehicles), street parking ADDT'L ACCOMMODATIONS: An additional 2-bedroom property for 4 guests is available on-site with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking -- THE LOCATION -- BEACHES: Indian Beach (0.3 miles), Lido Key Beach (5.4 miles), Lido Public Beach (6.3 miles), Sarasota Beach (8.9 miles), Siesta Key Beach (9.6 miles), Longboat Key (13.2 miles) MAIN ATTRACTIONS: Sarasota Jungle Gardens (0.2 miles), Smugglers Cove Adventure Golf (0.5 miles), Sarasota Classic Car Museum (1.3 miles), The John & Mable Ringling Museum of Art (1.7 miles), Ca’d’Zan (1.8 miles), Bayfront Park (2.7 miles), Marie Selby Botanical Gardens (3.1 miles), Mote Marine Laboratory & Aquarium (5.9 miles), The Bishop Museum of Science & Nature (9.8 miles), Big Cat Habitat Gulf Coast Sanctuary (10.9 miles) SIGHTSEEING TOURS: Sarasota by Segway (2.2 miles), Discover Sarasota Tours (2.9 miles), Sarasota Biplane Adventures (4.4 miles), Sarasota Bike Tours (5.5 miles), Sarasota Bay Explorers (6.0 miles), South Lido Mangrove Tours (6.1 miles), Siesta Key Watersports (9.1 miles), Fun Boat Tours (9.7 miles) AIRPORT: Sarasota Bradenton International Airport (1.8 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - Pet friendly w/ $100 fee (+ fees & taxes, dogs and cats only, 2 pets max) - No smoking - Pet friendly w/ $150 fee (+ fees & taxes) - No events, parties or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs and may be difficult for guests with limited mobility Licence number: VR24-00169

Coastal Sarasota Condo: Minutes to Beach!

Sarasota, FL, US
2 Bedrooms 4 Guests
Sep 16 - 19
$97 night

Spend your next beach retreat at this sunny Sarasota vacation rental! The condo provides a comfy and modern home base with 2 bedrooms, 1 bathroom, and a fully equipped kitchen for travelers visiting the Florida coast. Relaxing days come naturally thanks to the home's prime location with easy access to walking and bike trails, beaches, and parks. Don’t feel like going out? Whip up a meal on the BBQ with your friends while sipping on your favorite drink and enjoying the sun on the patio! -- THE PROPERTY -- VR2400297 | Pet Friendly w/ Fee | Free WiFi Endless days filled with sun, sand, and surf await you at this chic Sarasota condo with an ideal, central location. Bedroom 1: King Bed | Bedroom 2: 2 Twin Beds SHARED PATIO: Outdoor dining, gas grill INDOOR LIVING: Modern furnishings, Smart TV, dining table, ceiling fans KITCHEN: Fully equipped w/ cooking basics, dishware/flatware, stainless steel appliances, drip coffee maker, toaster, spices GENERAL: Washer/dryer, linens/towels, complimentary toiletries, central air conditioning FAQ: Step-free access, pet fee (paid pre-trip), 1 exterior security camera (facing driveway, off during guest stay) PARKING: Driveway (1 vehicle) ADDT’L ACCOMMODATIONS: An additional 2-bedroom property for 4 guests is available on-site with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking -- THE LOCATION -- SAND & SUN: Indian Beach (0.3 miles), Lido Key Beach (5.4 miles), Lido Public Beach (6.3 miles), Sarasota Beach (8.9 miles), Siesta Key Beach (9.6 miles), Longboat Key (13.2 miles) ATTRACTIONS: Sarasota Jungle Gardens (0.2 miles), Smugglers Cove Adventure Golf (0.5 miles), Sarasota Classic Car Museum (1.3 miles), The John & Mable Ringling Museum of Art (1.7 miles), Ca’d’Zan (1.8 miles), Bayfront Park (2.7 miles), Marie Selby Botanical Gardens (3.1 miles), Mote Marine Laboratory & Aquarium (5.9 miles), The Bishop Museum of Science & Nature (9.8 miles), Big Cat Habitat Gulf Coast Sanctuary (10.9 miles) SIGHTSEEING: Sarasota by Segway (2.2 miles), Discover Sarasota Tours (2.9 miles), Sarasota Biplane Adventures (4.4 miles), Sarasota Bike Tours (5.5 miles), Sarasota Bay Explorers (6.0 miles), South Lido Mangrove Tours (6.1 miles), Siesta Key Watersports (9.1 miles), Fun Boat Tours (9.7 miles) AIRPORT: Sarasota Bradenton International Airport (1.8 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - Pet friendly w/ $100 fee (+ fees & taxes, dogs and cats only, 2 pets max) - No smoking - Pet friendly w/ $150 fee (+ fees & taxes) - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Your safety matters. This property features 1 exterior security camera that faces towards the driveway. The camera is outward facing and does not look into interior spaces. The camera does not actively record video or sound while guests are in residence Licence number: VR24-00297

Family Hideaway - 3 Bed, Private Yard for Pets

Sarasota, FL, US
3 Bedrooms 6 Guests
Sep 16 - 23
$109 night

Welcome to your Sarasota home-away-from-home! Nestled in a quiet, family-friendly neighborhood, this spacious retreat is perfect for relaxing, recharging, and making memories. Enjoy a private garden ideal for kids and pets, unwind around the fire pit under the stars, or fire up the grill for an easy outdoor dinner. With all major amenities, shops, restaurants, and Sarasota’s best attractions just minutes away, you’ll have everything you need for a comfortable and convenient stay. This property must be rented for a minimum of 30 nights. If the travel dates you are looking for don’t appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio. Prior to your stay, we require you to complete a pre-arrival form and sign & agree to our rental conditions. Accidental Damage Insurance: Accidental Damage Insurance is included within all guest stays at Property Manager. On this property, for stays greater than 29 nights, an additional $90 will be due as the current rates are for 29 nights or less. For additional blocks of 30 nights past 59 nights you, will be charged $71. For Homes & Villas by Marriott Bonvoy bookings, OTA & OTA, the below cancellation does not apply. Please refer to cancellation policy provided by this platform. For Direct Bookings, the cancellation policy is below: Guests must cancel at least 60 days before check-in to receive a full refund for all nights, minus a 10% processing fee. Guests must cancel at least 30 days before check-in to receive a 50% refund for all nights. If a guest cancels less than 30 days before check-in, you’ll be charged 100% for all nights. We strongly recommend that you purchase your own travel insurance for your protection. Key Features: Family-Friendly Home – Perfect for families, couples, or small groups seeking comfort and convenience Quiet, Peaceful Neighborhood – Relax in a calm residential area while staying close to everything Sarasota offers Private Fenced Garden – Safe for kids and pets, with plenty of room to play and unwind Fire Pit Lounge Area – Cozy evenings under the Florida sky with comfy patio seating Outdoor Grill & Patio Setup – Ideal for casual cookouts and al fresco dining Pet-Friendly Property – Bring your furry companions along for the adventure Fully Equipped Kitchen & Modern Comforts – Everything you need for a stress-free stay Minutes to Shops, Dining & Amenities – Central location with quick access to daily essentials and local hotspots Short Drive to Sarasota’s Beaches – Enjoy easy access to top Gulf Coast beaches and waterfront activities Perfect For Longer Stays Too – Comfortable amenities, laundry, and peaceful surroundings Located in a peaceful and family-friendly pocket of Sarasota, this neighborhood offers the perfect balance of comfort and convenience. Guests love the quiet, residential feel while still being just minutes from everyday essentials, grocery stores, dining options, parks, and local attractions. It’s an easy drive to Sarasota’s beautiful Gulf beaches, downtown cultural spots, and popular destinations like University Town Center. Whether you’re here to relax, explore, or enjoy Florida’s outdoor lifestyle, the area provides a safe, welcoming, and well-connected home base for your stay. If you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team and we will be happy to assist you. Property Manager offer a wide range of services including: - An any day arrival policy and length of stay requirements starting at just 7-nights. - We have a professional property manager and maintenance systems meaning you’ll experience the service you deserve. - Professional housekeeping pre-stay and during stay if requested. - ’Guide Books’ allowing you to be able to add experiences to your itinerary and see some of our recommendations. - ’Preferred Vendors’ meaning you can trust the company you use for rentals. All properties listed with Property Manager benefit from an interactive ’Guide Book’ which will be sent ahead of arrival and will include the house manual, check in instructions, preferred vendors and unique information about the home. Welcome to this Sarasota retreat designed for comfort, convenience, and connection. This charming home offers a bright, open layout with thoughtfully furnished living spaces perfect for families, couples, or small groups. The fully equipped kitchen makes cooking at home easy, while the cozy living room invites everyone to gather, relax, and enjoy quality time. Each bedroom is designed with comfort in mind, offering soft linens, plenty of storage, and a peaceful place to unwind after a day of exploring. Outside, your own private garden awaits. The fenced backyard is perfect for kids and pets, offering both safety and space to play. Spend your evenings around the fire pit, grilling dinner on the patio, or simply enjoying the Florida air from comfortable outdoor seating. Whether you’re here for a short getaway or a longer stay, this home blends everyday practicality with inviting touches that make settling in effortless. With modern amenities throughout, a quiet community setting, and quick access to everything Sarasota has to offer, this property is the ideal home base for your next Florida escape. Getting to the home from I-75 is quick and easy. Take Exit 210 (Fruitville Road) and head west toward Sarasota. Continue straight for a few miles, then turn right onto Lockwood Ridge Road. Follow Lockwood Ridge north, then turn left into the Lockwood Meadows neighborhood. From there, it’s just a short drive to the home on North Lockwood Meadows Blvd. The route is straightforward with well-marked roads, making arrival smooth and stress-free for all guests.

Sunny Palms - Spacious home with private garden

Sarasota, FL, US
3 Bedrooms 6 Guests
Sep 16 - Nov 15
$213 night

Discover this beautiful, spacious home nestled in an ideal neighborhood - perfect for relaxation and exploration. Its prime location gives you easy access to the best of Sarasota and its surrounding areas, just minutes from downtown, shopping, cultural museums, and countless attractions. Whether you’re seeking a peaceful retreat or an adventurous getaway, this home offers the perfect balance! Prior to your stay, we require you to complete a pre-arrival form and sign & agree to our rental conditions. For Homes & Villas by Marriott Bonvoy bookings, OTA & OTA, the below cancellation does not apply. Please refer to cancellation policy provided by this platform. For Direct Bookings, the cancellation policy is below: Guests must cancel at least 60 days before check-in to receive a full refund for all nights, minus a 10% processing fee. Guests must cancel at least 30 days before check-in to receive a 50% refund for all nights. If a guest cancels less than 30 days before check-in, you’ll be charged 100% for all nights. We strongly recommend that you purchase your own travel insurance for your protection. Conveniently located just a short (approximately 7-minute) drive to downtown Sarasota and Sarasota Bayfront, this home serves as a fabulous base for relaxation and exploration of the Gulf Coast. You’ll be centrally situated near shopping, restaurants, beaches, museums, gardens, and more. Come experience the charm of Arlington Park! Home Owners desired minimum stay is 60-nights. Enjoy your holiday in this spacious 3-bedroom, 2-bathroom home located in the desirable Arlington Park subdivision. Tastefully appointed with beachy Florida décor, the open Great Room features charming arched cut-outs that enhance natural sunlight, creating a bright and airy atmosphere. Relax in the comfortable living area, complete with a plush couch and a large flat-screen TV. If you prefer dining in, you’ll find two lovely dining areas inside. The fully equipped kitchen boasts granite countertops and everything you need to prepare delicious meals. For an al fresco experience, step outside to the cozy patio with seating and a BBQ grill - fire it up for steaks and veggies while enjoying the view of the spacious, fenced backyard that’s perfect for your privacy. The master bedroom is a serene retreat featuring an en-suite bathroom with a walk-in shower. The second bedroom offers ample space for relaxation, while the third bedroom is ideal for little ones, with two twin beds and a crib/toddler bed for added comfort and safety. Parking is available on site for a maximum of 2 cars. There is a garage that has the owners car parked on the side. From I-75, take exit 205 for FL-72 toward Sarasota/Arcadia. Turn right onto FL-72 W/Clark Rd. Turn right onto S Beneva Rd. Pass by Bank of America Financial Center (on the right in 2.0 mi). Turn left onto Webber St. Turn right onto Euclid Ave. Turn right onto Jefferson Cir. Destination will be on the left 2723 Jefferson Circle, Sarasota, FL 34239.

Palm Paradise: Near Beach, Heated Salt Water Pool

Sarasota, FL, US
3 Bedrooms 8 Guests
Sep 16 - 23
$197 night

Siesta Key | Palm Paradise - minutes from the #1 beach in the US, with white quartz sand and the clear turquoise water of the Gulf Coast. This spacious, stylishly updated single home sits on a peaceful, freshly landscaped quarter-acre full of palm trees and seashells for true Paradise Island vibes - just minutes from the top-rated beaches, Siesta Key Village, and favorite local restaurants! Vacation Rental License: 26-VR-000020 This property must be rented for a minimum of 7 nights. If the travel dates you are looking for don’t appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio. Prior to your stay, we require you to complete a pre-arrival form and sign & agree to our rental conditions. Accidental Damage Insurance: Accidental Damage Insurance is included within all guest stays at Gulfcoast Holiday Homes. On this property, for stays greater than 29 nights, an additional $90 will be due as the current rates are for 29 nights or less. For additional blocks of 30 nights past 59 nights you, will be charged $71. For Homes & Villas by Marriott Bonvoy bookings, OTA & OTA, the below cancellation does not apply. Please refer to cancellation policy provided by this platform. For Direct Bookings, the cancellation policy is below: Guests must cancel at least 60 days before check-in to receive a full refund for all nights, minus a 10% processing fee. Guests must cancel at least 30 days before check-in to receive a 50% refund for all nights. If a guest cancels less than 30 days before check-in, you’ll be charged 100% for all nights. We strongly recommend that you purchase your own travel insurance for your protection. Key Features: 3 Spacious Bedrooms – Comfortably accommodates families or small groups Private Heated Pool – Soak up the sun or take a refreshing dip any time of year Just Minutes from Siesta Key Beach – Walk, bike, or drive to one of America’s top-rated beaches with powdery white sand Fully Stocked with Beach Gear – Includes chairs, umbrellas, towels, and coolers for hassle-free beach days Gourmet Kitchen – Equipped with everything you need to prepare meals at home Unbeatable Siesta Key Location – Close to Siesta Village shops, restaurants, and the vibrant nightlife of downtown Sarasota Modern Comforts Throughout – High-speed Wi-Fi, smart TVs, laundry, and stylish furnishings for a relaxing stay Spacious Outdoor Entertaining Area – Perfect for grilling, dining al fresco, or lounging by the pool with tropical views Minutes from Siesta Key Beach, Turtle Beach, Crescent Beach, Lido Key & Siesta Key Village. The perfect location to hit the beach and dip your toes in the crystal clear Gulf or head to the Crossings of Siesta Key & fill up your shopping bags! Local Siesta Key restaurants, bars & attractions are all minutes away! Sarasota Memorial Hospital & the Performing Arts are both walking distance away! Great for traveling Doctors/ Nurses and Musician’s! The famous Armand Circle is right around the corner & is full of places for shopping, dining & more! Guest have access to the entire house. If you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team and we will be happy to assist you. Gulf Coast Holiday Homes offer a wide range of services including: - An any day arrival policy and length of stay requirements starting at just 7-nights. - We have a professional property manager and maintenance systems meaning you’ll experience the service you deserve. - Professional housekeeping pre-stay and during stay if requested. - ’Guide Books’ allowing you to be able to add experiences to your itinerary and see some of our recommendations. - ’Preferred Vendors’ menaing you can trust the company you use for rentals. All properties listed with Gulf Coast Holiday Homes benefit from an interactive ’Guide Book’ which will be sent ahead of arrival and will include the house manual, check in instructions, preferred vendors and unique information about the home. Siesta Key Palm Paradise is committed to OTA’s enhanced cleaning, making your vacation safe for all guests. Guests love staying at Palm Paradise for its unique location - directly around the corner from the North Bridge of Siesta Key, just minutes from the top-rated beaches and some of the best local restaurants on the island. The Gulf Coast ocean views are among the finest in the country, with white sand that doesn’t burn your feet and crystal-clear water offering endless activities to make your vacation memorable! There is room for multiple cars for parking. Siesta Key was rated the #1 beach in the US in 2020 - come see why! Long-term snowbird rentals are welcome! Siesta Key Beaches & Siesta Key Village minutes away. They’re a plenty of restaurants walking distance away in Shops at Siesta Row or several a short drive a way. Sarasota/Bradenton Airport is a breezy 15 minute ride from this perfect location. This airport is small and easy to arrive and depart. Car Rentals are located right as you exit the airport. Guests can also utilize local taxi services, airport shuttles, ubers & lift services to help accommodate your travel plans. Driver seat Sarasota is a local shuttle that can assist with whatever travel accommodations you need. Property can be accessed via electronic door code, sent to allow guests on day of arrival. Parking is available on site for a maximum of 3 cars in the driveway. Parking is available on the street. The garage is not available to guests.

Sleeps 8 • Private Pool • Dog Friendly • Balcony

Sarasota, FL, US
3 Bedrooms 6 Guests
Sep 26 - 28
$156 night

This 3-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Sarasota, FL! • Private Pool • Outdoor Patio • Private Balcony • Board & Card Games • Fully Stocked Kitchen • Drip & Keurig Coffee Maker • Plush Beds • High Speed WIFI • Family Friendly - High Chair & Pack ’n Play • Washer & Dryer • Dog Friendly • Ample Parking Welcome to your Sarasota getaway! This beautifully appointed home offers the perfect blend of comfort, style, and convenience for families and groups alike. With 3 spacious bedrooms, 2.5 bathrooms, and room to accommodate up to 6 guests, you’ll have plenty of space to relax, unwind, and make unforgettable memories. Step inside to enjoy bright, airy living spaces, a fully equipped kitchen, and cozy gathering areas perfect for movie nights or game time. Outside, soak up Florida’s sunshine while enjoying the backyard retreat, or take a short drive to explore Sarasota’s world-famous beaches, cultural attractions, and dining scene. Whether you’re planning a family vacation, a couples’ getaway, or a trip with friends, this Sarasota gem is designed for comfort and connection. MAIN SPACES OF THE HOME: – 3 BEDROOMS & 2.5 BATHROOMS – BEDROOM 1: * 2 Twin-sized Bed * Nightstand and Lamp * Ceiling Fan * Ensuite Bathroom BEDROOM 2: * King-sized Bed * Smart TV * Nightstand and Lamps * Ceiling Fan * Direct Outdoor Access * Ensuite Bathroom BEDROOM 3: * Queen-sized Bed * Smart TV * Nightstand and Lamp * Direct Balcony Access – 2.5 BATHROOMS – * Ensuite Bathroom with Walk-in Shower * Ensuite Bathroom with Walk-in Shower * Half Bathroom – CHEF’S KITCHEN – * Fully Stocked * High-end Appliances * Large Refrigerator * Ample Cabinetry * Large Island w/ High Seating * Coffee Maker: Drip & Keurig – LIVING ROOM – * Smart TV * Large Plush Sofa + Seating * Expansive Windows * Board & Card Games * Ceiling Fan * Open Floor Plan The guest has access to the entire home minus the locked cleaners’ closet. By Car: Renting a car is a convenient option to explore the area at your own pace. Having a car makes it easy to visit the many shopping centers, restaurants, and other points of interest in the area. Rideshare Services: Services like Uber and Lyft are readily available in the area, providing a convenient alternative to driving. Simply book a ride through the app, and you’ll be on your way to your destination in no time. Check-in is at 4pm Check-out is at 10am - Up to 2 dogs are allowed for $125 per stay, no cats please. We kindly ask that your dog is crate trained and that you pick up after your dog. - No parties allowed—violations may result in immediate termination of the stay. We aim to maintain a respectful environment for our neighbors. - An exterior camera is installed solely to monitor our cleaning team for quality and security purposes. - Parking in the driveway for 8 cars max. Street parking allowed: NO - If you’re interested in a long-term stay, please reach out to inquire about availability. - Guests must be 21 years or older to book this property. GUEST VERIFICATION: To help ensure a smooth and secure stay for all guests, the primary guest listed on the reservation may be asked to complete a quick verification process within 48 hours of booking, depending on the platform used to book the reservation. Prior to check-in, guests may also be asked to sign a Rental Agreement that includes agreeing to our rental terms and conditions and, on certain booking platforms, providing a valid government-issued ID and matching credit card before arrival. Included with your booking is our damage waiver coverage, which helps protect against accidental, self-reported damage during your stay when reported prior to check-out.

Nicely Updated, Large Home Just Minutes to Siesta Key and Downtown Sarasota, 2 Game Rooms

Sarasota, FL, US
4 Bedrooms 10 Guests
Sep 16 - 23
$409 night

Welcome to our stunning pool home in Sarasota, Florida! This large and spacious 4-bedroom, 2-bath, dog-friendly retreat is perfectly located just 10 minutes away from the world-renowned Siesta Key beaches and the vibrant downtown Sarasota. With its beautiful updates and modern furnishings, this home offers a delightful blend of comfort and style for your vacation. Highlights and Amenities • Spacious open floor plan perfect for Family & Friend Gatherings • Heated swimming pool with pool-side loungers • Pet-friendly with private fenced-in backyard oasis • Outdoor seating areas, and BBQ grill • Fully stocked beach essentials, including beach chairs, cooler, and umbrella • Lightweight Sand Resistant Turkish Beach Towels Provided • High-Quality Linens and Plush Bath Towels • High Speed Internet and Wi-Fi, Smart TVs for Streaming • Close to Downtown Sarasota restaurants, shops, galleries, and nightlife • Short drive to Siesta Key, Lido Key, and Sarasota’s top rated beaches • Pool Table and Ping Pong Tables • Free Trolley for convenient transportation • Near top-rated parks and golf courses As you step inside, you’ll immediately notice the attention to detail and the welcoming ambiance. The house is tastefully decorated throughout, exuding a modern flair that creates an inviting atmosphere for all guests. With its ample space and thoughtful layout, this vacation home comfortably accommodates up to 10 guests, making it an ideal choice for families or groups of friends. The bedrooms in this home are designed with your comfort in mind. There are two bedrooms with king beds, one bedroom with a queen bed, and a fourth bedroom featuring a bunk bed with a trundle. Additionally, there is a queen pullout sofa available for extra sleeping arrangements. Each bedroom is tastefully furnished, providing a cozy and relaxing retreat after a day of exploring the Sarasota area. One of the highlights of this vacation home is the theatre game room, complete with a generously sized 75" SMART TV, gaming console and pullout couch. Whether you’re in the mood for a movie night or some friendly competition, this room offers the perfect space to unwind and have fun. In the oversized two-car garage, you’ll find a pool table and ping pong table, adding to the entertainment options available for you and your guests. The open living area seamlessly combines a spacious living room, a cozy fireplace with comfortable chairs, a formal dining room, and a gourmet kitchen. The kitchen is a chef’s dream, featuring granite countertops, wood cabinetry, and top-of-the-line stainless steel appliances. With a kitchen counter boasting four barstools and an additional eat-in area with bench seating for five, there’s plenty of room for everyone to gather and enjoy meals together. The backyard of this vacation home is a true oasis. Step outside to discover a crystal clear pool, sun loungers, and an outdoor table and chairs, perfect for al fresco dining or simply soaking up the Florida sunshine. A gas grill is provided for those who enjoy cooking outdoors, and an outdoor fireplace adds a touch of warmth and ambiance to your evenings. Surrounding the pool area is a lovely garden, creating a serene and peaceful atmosphere. Whether you’re looking to relax by the private pool, explore the famous beaches, or immerse yourself in the vibrant culture of downtown Sarasota, this vacation home offers the perfect base for your Florida getaway. With its convenient location, modern amenities, and spacious design, you’re sure to create unforgettable memories during your stay in this beautiful Sarasota retreat. Other Things to Note: ---------------------------------------- Pet Fee: This is a pet friendly home. Please include your pet in your booking so we can make the appropriate arrangements for the departure cleaning. A $125 pet fee, per pet is required to help remove pet hair and dander from any furnishings and floors for our future guests. Thank you for your understanding, and we look forward to hosting you and your pup! Pool Heater: We recommend only heating the pool in the months of October through May, as the pool during summer months should not need heating. If you’d like the pool heated during your stay, please let us know at least 24–48 hours before your arrival so we can have it ready for you. A $12 daily heating fee applies to help cover energy costs. Please note, if you request heating after check-in, a $50 service fee will be added for our team to come out and activate the heater. Dogs are not allowed in the pool at any time as the filtration system is not designed for filtering pet hair. Thank you for your understanding—we want to ensure you enjoy a comfortable and relaxing swim! ---------------------------------------- City of Sarasota VR24-00154

Coastal Chic Retreat

Sarasota, FL, US
3 Bedrooms 6 Guests
Sep 16 - 23
$355 night

Nestled in the serene neighborhood of South Gate, Siesta Key, our contemporary 3-bedroom, 2-bath oasis is the perfect blend of comfort and convenience for your dream vacation. Discover the charm of Siesta Key while enjoying the luxuries of a private home. Dog Friendly: We do accept dogs up to 50 lbs. There is a pet fee of $35 per dog per night. Amenities & Features: Sophisticated Interiors: The residence boasts a sleek and modern design, underscored by an open floor plan that ensures the free flow of light and space. Every corner has been thoughtfully decorated with contemporary furniture to make you feel right at home. Restful Sleep: Our three spacious bedrooms are equipped with two lavish king beds and one plush queen bed, providing a peaceful sleep for up to 6 guests. Outdoor Retreat: Step outside to a private pool set against the backdrop of a spacious backyard. The screened-in lanai is perfect for alfresco dinners or a quiet morning coffee, offering a serene space to relax, away from the buzz. Gourmet Kitchen: The large kitchen, fully stocked with modern appliances, makes meal preparations a breeze. Whether you’re planning a quick snack or a sumptuous feast, you’ll find everything you need at your fingertips. Prime Location: Located just 2 blocks from the South Gate Mall, indulge in a delightful shopping spree or pick up essentials from the nearby Aldi grocery store. The beauty of Siesta Key is just a short drive away, offering pristine beaches and a plethora of activities. Additionally, the vibrant Downtown Sarasota, brimming with cultural attractions, eateries, and nightlife, is conveniently close. Stay, Relax, and Explore Whether you’re seeking a peaceful retreat or an adventurous exploration, our South Gate sanctuary is the ideal base. With its blend of modern comforts and prime location, your Floridian vacation awaits. Book today and embrace the sun-kissed allure of Siesta Key and Sarasota! What’s provided for your stay. Have fun at the beach with chairs, coolers, umbrellas, toys and more, pre-stocked into the villa prior to your arrival. Each residence has their own Property Liaison to ensure any problems or concerns will be resolved in an effective and timely manner.

Vacation Rentals in Sarasota by Amenities & Features

Get to Know Sarasota

Sarasota, Florida, is a captivating Gulf Coast city that presents a fusion of cultural richness, natural allure, and recreational pursuits. It's recognized for its vibrant arts community, featuring an array of theaters, galleries, and museums. A visit to the Ringling Museum of Art is highly recommended; it showcases a vast collection of European paintings and American contemporary art. The city's natural splendor is another significant attraction. Sarasota is home to several stunning beaches where visitors can unwind, sunbathe or partake in water sports. Siesta Key Beach is particularly renowned for its pristine white sand and crystal-clear waters. For those interested in wildlife, the Myakka River State Park provides opportunities for bird watching and spotting alligators. Sarasota also has a rich history that can be discovered in its historic districts like the Downtown Historic District or at landmarks such as Ca' d'Zan Mansion. The city's Spanish influence can be seen in its architecture and food. For leisure seekers, Sarasota offers an abundance of options. Golfing is a popular pastime here with numerous well-kept golf courses available for play. Shopping enthusiasts will find much to discover from upscale boutiques to local markets. Regarding food and drink, Sarasota boasts a varied culinary scene with restaurants offering everything from fresh seafood to international cuisine. The city also houses several breweries for those who appreciate craft beer. In summary, Sarasota provides a combination of cultural experiences, outdoor activities and relaxation opportunities making it an attractive destination for various types of travelers.
Sarasota, Florida, is known for its humid subtropical climate, offering warm temperatures throughout the year. The city experiences two primary seasons: a hot and humid season from May to October, and a relatively warm and less humid season from November to April. During the hot and humid season, average high temperatures typically range from the mid-80s to low 90s Fahrenheit. This period also sees the highest levels of humidity and rainfall, with afternoon thunderstorms being quite common. Despite the heat and humidity, this is when Sarasota's flora is at its most lush and vibrant. The warmer and less humid season sees average high temperatures in the 70s to low 80s Fahrenheit. This period is characterized by lower humidity levels and less frequent rainfall, making it an ideal time for outdoor activities such as beach visits or exploring Sarasota's many parks. While Sarasota can be visited any time of year, many visitors find the weather particularly pleasant during the less humid season. The combination of warm temperatures, low humidity, and reduced rainfall makes this period popular among travelers seeking to escape colder climates. However, those who don't mind occasional rain showers might enjoy visiting during the more humid season when Sarasota's natural beauty truly comes alive. In summary, while there is no distinct dry season as seen in a tropical savanna climate due to year-round rainfall, Sarasota offers a hot wet summer followed by a warm drier winter which aligns with its classification as having a humid subtropical climate.
Sarasota, Florida, is a city that holds a significant appeal for those with an interest in culture. Situated on the Gulf Coast of Florida, Sarasota is recognized for its lively arts scene, historical richness, and distinctive local customs. Art enthusiasts will find a wealth of attractions in Sarasota's various art galleries and museums. The Ringling Museum of Art is home to an impressive collection of European paintings and circus memorabilia related to the Ringling Bros. circus. Its collection of modern art is also noteworthy. For those with a taste for more unconventional works, the Sarasota Art Center presents changing exhibits of contemporary art. History aficionados can explore the region's history at the Historical Society of Sarasota County or embark on a tour of the Ca' d'Zan Mansion, a Mediterranean Revival residence that was once inhabited by John and Mable Ringling. The city's historic downtown area also provides insight into Sarasota's past with its captivating architecture and historic landmarks. Live music thrives in Sarasota. From jazz clubs to symphony orchestras, there are numerous venues where live performances can be enjoyed. The Van Wezel Performing Arts Hall stages an array of shows from Broadway musicals to world-class concerts. Local customs can be appreciated through the city's many festivals and events. While the annual Sarasota Film Festival no longer takes place, other film events and screenings are hosted in the city regularly. Sarasota also boasts a diverse culinary scene that extends beyond its coastal location. Seafood remains popular here due to its proximity to the Gulf Coast; however, as a popular tourist destination, it offers an array of dining options reflecting international cuisine due to its diverse population. In summary, while not quite being a "cultural enthusiast's paradise", Sarasota does provide an assortment of cultural experiences that cater to lovers of art, history, music and local traditions making it an attractive destination for cultural enthusiasts.
Sarasota, Florida, is a haven of activities and attractions that are perfect for families. The city boasts stunning beaches like Siesta Key Beach and Lido Beach, which are ideal for sandcastle building, swimming or simply basking in the sun. The Bishop Museum of Science and Nature offers a day filled with education and entertainment. Here, children can delve into the mysteries of the universe in the planetarium, learn about Florida's native wildlife in the manatee habitat or gain knowledge about natural history through various exhibits. Another must-see attraction for families is Sarasota Jungle Gardens. This tropical adventure park houses over 200 native and exotic animals including birds, primates, and reptiles. Kids will be thrilled to feed flamingos or watch captivating animal shows. The Mote Marine Laboratory & Aquarium provides an exciting chance to interact with marine life ranging from sharks to sea turtles. Its interactive exhibits even allow children to touch stingrays and other sea creatures. For outdoor adventures beyond the beach, Myakka River State Park is a great choice where families can hike nature trails, go bird watching or embark on a scenic boat tour. The Sarasota Children's Garden offers a magical outdoor space where kids can frolic among fairy-tale themed structures and engage in craft activities. Lastly, make sure not to miss a performance at the Asolo Repertory Theatre which frequently hosts kid-friendly shows. In summary, Sarasota offers an array of experiences that will not only entertain children but also provide them with educational value. Whether your little ones are animal lovers, nature enthusiasts or fans of arts and culture - they'll find something to love in this vibrant Floridian city.
Sarasota, Florida, is indeed a haven for nature lovers and outdoor enthusiasts. The city boasts a number of pristine beaches, including the renowned Siesta Key Beach, famous for its clear waters and soft white sand. It serves as an ideal spot for swimming, sunbathing or simply marveling at the breathtaking Gulf Coast sunsets. For wildlife enthusiasts, Myakka River State Park provides ample opportunities to observe diverse wildlife such as alligators, deer and various bird species in their natural habitat. The park's wetlands and prairies can be explored via hiking trails or river boat tours. The Marie Selby Botanical Gardens are another highlight of Sarasota. These gardens house a vast collection of tropical plants in a serene environment complete with waterfalls and koi ponds. It's a perfect place for a peaceful walk or picnic amidst lush vegetation. The Legacy Trail is another attraction for outdoor lovers. This 12-mile trail offers picturesque views of natural habitats and waterways. Ideal for biking or walking, it also offers numerous bird-watching opportunities. For marine life enthusiasts, the Mote Marine Laboratory & Aquarium provides an intimate encounter with various marine species including sharks, manatees and sea turtles. Although not strictly an outdoor activity, it offers an intriguing insight into Florida's marine ecosystems. Lastly, exploring Sarasota Bay by kayak or paddleboard should not be missed. Numerous rental shops provide equipment and guided tours. Paddling around the bay allows visitors to potentially spot dolphins and manatees while taking in the tranquil beauty of the surrounding waterscape. In summary, Sarasota provides countless ways to engage with nature both on land and water. Its stunning beaches, abundant wildlife and scenic trails make it an ideal destination for those who love the outdoors.
Visitors to Sarasota, Florida, can access the city through a variety of transportation methods. Many travelers choose to fly into the Sarasota-Bradenton International Airport. While this airport is smaller and may not offer as many direct flights as larger airports in Tampa, Orlando, or Miami, it does provide some direct connections to major airline hubs along with regional flights. For those who enjoy scenic drives, reaching Sarasota by car is also feasible due to its accessibility via major highways. Once in the city, there are several ways to get around. The public bus service known as SCAT (Sarasota County Area Transit) operates routes throughout the city and county. Taxis and ride-sharing services like Uber and Lyft are also widely available for those who prefer private transportation. Cycling enthusiasts will appreciate Sarasota's bike-friendly environment with its numerous trails and paths. Bike rental shops are plentiful in the city for those who wish to explore on two wheels. If self-driving is preferred, car rentals can be arranged from various companies within the city. The walkability of Sarasota varies depending on your location within the city. Downtown areas such as Main Street and Palm Avenue are very pedestrian-friendly with many attractions within walking distance. However, if you're planning on visiting places further afield like Siesta Key Beach or Myakka River State Park, it would be necessary to have access to a car or use public transit. In summary, whether arriving by plane or car, getting around by bus or taxi, exploring on foot or by bike - Sarasota offers a range of transportation options that can accommodate every traveler's preferences.

Sarasota FAQs

Sarasota offers a variety of activities for visitors, including beautiful beaches like Siesta Key Beach, cultural attractions such as the Ringling Museum of Art, and Marie Selby Botanical Gardens. Outdoor enthusiasts can enjoy kayaking through mangroves, while families can explore the Mote Marine Laboratory & Aquarium. The vibrant downtown area also offers shopping, dining, and entertainment options.
The best time to visit Sarasota is from October to April when the weather is pleasant and not too hot. This period avoids the peak summer temperatures and the rainy season, offering comfortable conditions for outdoor activities and beach visits.
Yes, Sarasota is great for families. Apart from the beaches, families can visit the Mote Marine Laboratory & Aquarium, Sarasota Jungle Gardens, and the Big Cat Habitat and Gulf Coast Sanctuary. The Children's Garden and Art Center also offers interactive experiences for younger visitors.
Absolutely! Sarasota is known for its fresh seafood, with numerous restaurants serving locally caught fish and shellfish. Popular spots include Owen's Fish Camp and Marina Jack, where you can enjoy a variety of seafood dishes with waterfront views.
Visitors often choose to stay near the beaches, such as Siesta Key or Lido Key, for easy beach access. Downtown Sarasota is another popular area, offering proximity to cultural venues, restaurants, and shops. For a more secluded experience, consider staying on Longboat Key.
Yes, Sarasota is an excellent destination for outdoor enthusiasts. Activities include boating, fishing, kayaking, paddleboarding, hiking at Myakka River State Park, and golfing at one of the many courses in the area. The Legacy Trail also offers a scenic route for biking and walking.
The most convenient way to get around Sarasota is by car, as public transportation options are limited. However, there are also bike rentals and ride-sharing services available. For those staying on the keys or near the downtown area, walking or biking can be a pleasant way to explore the local surroundings.

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