Large group vacation rentals in Sarasota, FL

Welcome to Uptown Luxury on Audubon in beautiful Downtown Sarasota! This luxury 4-story 4 bedroom, 3.5 bathroom townhome offers a perfect blend of urban chic and modern elegance. Located in the vibrant Uptown District of Downtown Sarasota this townhome is perfectly positioned within walking distance of Downtown’s top amenities and attractions. With bustling shops, top restaurants, boutiques, annual festivals, weekly famer’s market, and excellent nightlife and live music, you’ll find yourself in the heart of all the action. Perfect for business travelers, remote workers, couples, or friends looking to explore the best of Sarasota. - Rooftop Hot Tub, Grill, Seating, Outdoor Kitchen with Sunset Views - Near Top Beaches: Siesta Key, Lido Key, Longboat Key - Fully Stocked Gourmet Kitchen - Large Kitchen Island with Seating - 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 - Wine Fridge and Wet Bar - Private Balconies - 2 Car Garage - Pet Friendly - Perfect For Business Travelers - Central Downtown Location - Minutes from St Armands Circle - Trolly Access THE INTERIOR SPACE ------------------------- The open-concept design is perfect for socializing and entertaining, with two distinct living areas and a formal dining room. The townhome boasts a number of luxurious amenities, including a wine cooler and wet bar, perfect for entertaining and enjoying your favorite beverages. One of the highlights of this vacation rental is the stunning panoramic views of downtown Sarasota and the picturesque Sarasota Bay. Here you will witness breathtaking sunsets from your own private rooftop deck, which features a relaxing hot tub, an outdoor kitchen and grill. Whether you’re hosting a barbecue party or just enjoying a peaceful evening with loved ones, this rooftop oasis will undoubtedly be a highlight of your stay. The rooftop deck is thoughtfully furnished with sun loungers and ample seating, including an outdoor sectional and a high-top dining table, perfect for al fresco dining or sipping cocktails under the stars. If you’re keen on exploring the surrounding areas, you’re in luck! The townhouse is conveniently situated near a trolley stop, providing easy access to popular destinations like St. Armands Circle and Lido Beach. Additionally, the trolley makes frequent stops at downtown restaurants, bars, and boutiques, ensuring you can easily immerse yourself in the local culture and entertainment. The popular Legacy Trail and vibrant Main Street are just steps away from your private retreat. Inside the rental, you’ll discover a wealth of 5-star amenities to make your stay truly luxurious. Plush linens, premium toiletries, and a fully stocked gourmet kitchen with island seating will ensure you have everything you need for a comfortable and convenient stay. The bedrooms are tastefully appointed, with two kings, two queens, and one double bed, all promising a restful night’s sleep after a day of adventure or relaxation. The primary bedroom boasts a unique touch with a Japanese shower and a private terrace, providing an intimate space to unwind and take in the serene surroundings. With its ideal location, modern elegance, and top-notch amenities, this vacation rental is the perfect choice for your next getaway to Sarasota. Whether you’re seeking a relaxing retreat or an exciting urban adventure, this luxury townhome promises an unforgettable experience for you and your loved ones. Book now and embark on a journey of indulgence and bliss in this captivating Sarasota gem. 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 ---------------------------- - Bobby Jones - 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 - Turkish Beach Towels - Starter of Bath Essentials - Soaps, 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.

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!

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!

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.

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.

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!

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.

Welcome to Ringside on Ringling! Coastal Luxury in the heart of Sarasota just minutes from Downtown and Florida’s top-rated beaches. Experience the perfect blend of luxury, location, and relaxation at Ringside on Ringling, a beautifully renovated coastal-modern vacation home inspired by Sarasota’s rich circus history. Nestled in one of Sarasota’s most desirable and walkable neighborhoods, you’ll be just minutes from downtown dining, shopping, nightlife, and the area’s award-winning Gulf Coast beaches. Highlights and Amenities • Private heated saltwater swimming pool • Backyard oasis with dining area and pool loungers • Corn hole game for family-friendly fun • Large outdoor dining table and BBQ grill • Fully stocked beach essentials, including: beach chairs, cooler, and umbrella • Walkable to Downtown Sarasota restaurants, shops, galleries, and nightlife • Short drive to Siesta Key, Lido Key, and Sarasota’s top beaches • Located in a highly sought-after, tree-lined neighborhood • Free Trolley for convenient transportation • Near top-rated parks and golf courses • Payne Park Playground and Skate Park just 2-minutes away Interior Features • Completely renovated with a coastal-modern design • High-end furnishings and stylish décor throughout • Spacious open floor plan ideal for families and groups • Large living room featuring: Plush sectional sofa, extra-large SMART TV, dining table with seating for eight, and dedicated wine bar for entertaining Gourmet Kitchen • Fully equipped kitchen with all cooking essentials • Spacious countertops with extra seating and ample storage • Modern appliances, Keurig, French Press, Nespresso and classic drip coffee makers • Perfect for everything from quick breakfasts to family dinners Sleeping Accommodations Primary Suite 1 • King-size bed • SMART TV • Large closet • Private ensuite bathroom with walk-in shower and plush towels and premium linens Primary Suite 2 • King-size bed • SMART TV • Large closet • Private ensuite bathroom • Walk-in shower • Plush towels and premium linens Guest Bedroom 3 • King-size bed • SMART TV • Ample closet storage Guest Bedroom 4 • Two twin beds • SMART TV • Ample closet storage Guest Bathroom • Bathtub and shower combination • Vanity with storage • Soft, plush towels Why Guests Love Ringside on Ringling • Walkable downtown location • Luxury coastal-modern style • Two private king suites • Heated pool and outdoor entertainment space • Sand-resistance Turkish beach towels and beach essentials provided • Close to Sarasota’s best beaches, attractions, dining, and nightlife Whether you’re planning a family vacation, couples’ getaway, or a trip with friends, Ringside on Ringling offers everything needed for an unforgettable Sarasota escape. Hop on the Bay Runner Trolley (only a quick 7-minute walk) and enjoy your free ride to Downtown, over the Ringling Bridge to St. Armand’s Circle, Lido Beach and The Ted Sperling Nature Park for kayaking. Payne Park is also under a 10-minute walk. This 29-acre park is home to the Payne Park Skate Park, a large circus themed playground for children, walking trails, on site cafe and amphitheater. The Legacy Trail is also less than ½ mile from the house, a 22.9 mile paved trail for cyclists, walkers and inline skaters. Some of our favorite public golf courses include University Park CC, Rosedale CC, the new Calusa Country Club (Lakewood Ranch), Bobby Jones, IMG Academy, Waterlefe, Misty Creek, Serenoa and Manatee Golf Course. Sarasota’s Rich Ringling History The name Ringside on Ringling celebrates Sarasota’s connection to the legacy of John Ringling, one of the visionaries behind the famous Ringling Bros. and Barnum and Bailey Circus. Today, visitors can experience that history firsthand at The Ringling, a stunning waterfront estate featuring the Ca’ d’Zan mansion, the Circus Museum, and beautiful art galleries. Guests staying here are just minutes from exploring Sarasota’s vibrant downtown, filled with restaurants, boutiques, and nightlife, as well as nearby world-class beaches. The Ringling legacy blends culture, art, and coastal charm, making this location a unique and memorable destination for vacationers. City of Sarasota 26-VR-000100

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.

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

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

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.

Cert # VR25-00083 Peaceful Coastal Retreat with Pool — Steps from Sarasota Bay Welcome to your serene escape in the heart of Sarasota’s vibrant Indian Beach Sapphire Shores neighborhood. Just one block from the shimmering Sarasota Bay and minutes to downtown nightlife, this charming 3-bedroom, 2-bath home offers the perfect blend of relaxation and accessibility. Property Highlights: 3 bedrooms, 2 bathrooms – Sleeps 5 comfortably Private screened-in pool with loungers, outdoor dining for 6, TV, and propane grill Chic, coastal-inspired decor with designer touches throughout Fully equipped kitchen, modern appliances, and indoor/outdoor dining areas All bedrooms feature TVs for personalized relaxation Dedicated home office with desk, smart TV, and sleeper sofa – perfect for remote work Master suite with queen bed and ensuite bathroom Tropical landscaping and tranquil outdoor spaces for morning coffee or evening cocktails Step inside to find a beautifully curated interior designed with comfort and calm in mind—decorated with tropical accents, curated artwork, and warm, welcoming tones. The spacious primary suite features a queen bed, ensuite bathroom, and smart TV. A second queen bedroom offers comfort and privacy, while the third bedroom doubles as a home office, complete with a pull-out sofa, smart TV, and dedicated workspace—ideal for remote workers or extra guests. Gather in the inviting living room, cozy up by the candle lit fireplace, or enjoy meals in the sunlit dining area under a statement chandelier. Each room is outfitted with thoughtful design details, TVs, and ceiling fans for comfort and entertainment. Outside, your private screened-in pool awaits—surrounded by lush tropical landscaping for the ultimate in privacy and serenity. Lounge poolside, dine al fresco under the stars at the outdoor dining table for six, enjoy the outdoor TV, and fire up the propane grill for family barbecues. Neighborhood & Location: Located in the historic Indian Beach Sapphire Shores district—home to stately banyan trees, charming architecture, and a laid-back coastal vibe—this home places you in the heart of Sarasota’s arts and cultural corridor. Just blocks from: 1 block to Sarasota Bay for morning walks and sunset views A short stroll to the Ringling Museum of Art & Ringling College of Art + Design Close to New College of Florida and FSU Sarasota-Manatee Only 2 miles to Downtown Sarasota, known for its lively arts scene, gourmet restaurants, live music, weekend markets, and stylish bars 3.5 miles to Lido Key Beach & St. Armands Circle — perfect for boutique shopping and beachfront dining 10 miles to world-famous Siesta Key Beach, consistently ranked among the top beaches in the U.S. Whether you’re here for the beach, arts, or a quiet work-from-paradise getaway, this thoughtfully equipped home provides the perfect base for your Sarasota escape. Amenities Fast Wi-Fi Smart TVs in every room Washer/dryer in unit Central A/C Beach Chairs, Cooler, Umbrella provided Beach towels Parking in driveway Perfect For: Families Couples’ getaways Remote workers Ringling College visitors Snowbirds Why You’ll Love It Here: This peaceful getaway combines resort-style outdoor living with the comfort of a thoughtfully curated interior. Whether you’re enjoying a dip in the pool, grilling under the palms, or heading out for a day at the beach, you’ll have everything you need to relax, recharge, and explore Sarasota’s vibrant lifestyle. Pet Policy The Patterson is Dog-Friendly for 1 Dog of 50lbs or fewer . An additional $35/night/dog pet fee will be applied for guests with pets. Guests with Pets must sign the Pet Waiver. Property Notes **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 surveillance on the exterior of the property. This property is located in a quiet residential neighborhood. Parties will not be tolerated. 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. Standard Occupancy for this property is 4 guests. Each guest above 4 will be charged an additional $50/night.

🌴 Ventana Rosa | Heated Pool + Lush Tropical Outdoor Living 💖 Why You’ll Love This Home Wrapped in tropical foliage and designer touches, Ventana Rosa is a beautifully renovated Sarasota retreat with a private heated pool, lush outdoor space, and thoughtfully styled interiors. Just minutes from Siesta Key Beach, it offers a seamless indoor-outdoor flow for families or groups to reconnect and unwind in comfort. 👨‍👩‍👧 Perfect For Ideal for families, friend groups, and remote work escapes looking for a serene, upscale home base with easy access to Siesta Key and downtown Sarasota. 🎞️ Imagine This Start your morning on the shaded poolside terrace, sunlight flickering through palm fronds. The kids splash in the heated pool while you prepare brunch in the gourmet kitchen stocked with modern appliances and bright quartz counters. After a beach day just minutes away, rinse off in the outdoor shower, fire up the gas grill for dinner, and share stories beneath string lights in your private tropical hideaway. End the evening curled up on the sofa, planning tomorrow’s adventures on Florida’s Gulf Coast. 🛌 Where You’ll Sleep • Bedroom 1: King Bed, En-Suite Bath with Walk-In Shower, TV • Bedroom 2: King Bed, Shared Bath, TV • Bedroom 3: Queen Bed + 2 Twin Beds, Shared Bath, TV • Living Room: Sleeper Sofa (Queen), Ground Floor 📍 Explore the Area • 1.7 miles to Siesta Key Beach – world-famous quartz sand and turquoise water • 1.5 miles to Siesta Key Village – boutiques, dining, nightlife • 4.8 miles to Downtown Sarasota – arts, shopping, and cultural attractions • Surrounded by walkable neighborhoods, local parks, and island energy ⌛ Don’t Wait—This Home Books Fast Your stay includes peace of mind with our CottageClean™ program, featuring a 6-hour deep clean and 35-point inspection before your arrival. Starter packs of kitchen and toiletry essentials are included for a seamless first few nights. Free High-Speed WiFi is provided throughout the home. 📝 Need to Know: This is a single level home. The pool is heated from November 15th to April 15th. While the heater works to maintain comfortable temperatures, performance can vary during colder weather. This property is registered as a vacation rental with the City of Sarasota with Registration Number VR25-00069.

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

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.

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/ Google 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 -- Evolve 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

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 -- Evolve 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

🌴 Brisas Del Mar | Private Pool with Spa, Guest House, Near Siesta Key Beach 💖 Why You’ll Love This Home Brisas Del Mar offers a well-designed Siesta Key stay with a main house and private guest house, creating a flexible layout for groups who want shared spaces along with added privacy. Located just 2 miles from Siesta Key Beach, this home combines indoor comfort with a fully equipped outdoor setup. The backyard centers around a private pool with a waterfall feature and in-ground spa, surrounded by lounge seating and a covered patio with an outdoor TV. A full outdoor kitchen and dining area make it easy to gather for meals, while the guest house provides a separate retreat for part of your group. Additional features like a pool table and bicycles add variety to your time at home. 👨‍👩‍👧 Perfect For Families, multi-generational groups, or friends traveling together who want a mix of shared living space and private accommodations. 🎞️ Imagine This Head out for a beach day at Siesta Key Beach, then return home to spend the afternoon around the pool. Move between the shaded patio and lounge seating while others gather at the outdoor kitchen to prepare a casual meal. Inside, the layout offers multiple places to spread out, whether it’s a game of pool, a movie night in the main living area, or downtime in the additional den. The separate guest house allows part of the group to have their own space while still staying connected. As the day winds down, gather for dinner indoors or outside before settling in for the evening. 🛌 Where You’ll Sleep Main House • Bedroom 1: King Bed, Ensuite Bathroom with Double Vanity and Walk-In Shower • Bedroom 2: King Bed • Bedroom 3: Queen Bed • Hall Bathroom: Full Bath with Pool Access Guest House • Bedroom 4: Two Queen Beds, Ensuite Bathroom with Walk-In Shower Additional Sleeping • Sleeper Sofa in Secondary Living Area Accommodates up to 10 guests 📍 Explore the Area • 2.0 Miles to Siesta Key Beach – Access to Sand and Gulf Waters • 2.0 Miles to Siesta Key Village – Dining, Shopping, and Entertainment • 3.8 Miles to Crescent Beach – Shelling, Snorkeling, Sunbathing • 4.0 Miles to Downtown Sarasota – Bayfront Parks, Arts, and Restaurants • Free Island Trolley – Easy Transportation Around Siesta Key ⌛ Book Today A favorite for groups seeking both shared spaces and private accommodations, Brisas Del Mar offers a flexible layout in a convenient Siesta Key location. Your reservation includes enhanced cleaning protocols and a 35-point post-clean inspection for peace of mind throughout your stay. 🔎 Need to Know Per City of Sarasota regulations, this property requires a minimum rental period of 7 nights. The maximum occupancy is 10 per the City’s occupancy limit. This home includes a private guest house accessible from the pool area, offering a separate living space for added privacy. This property has an active Ring doorbell and additional video surveillance on pool equipment only. Starter packs of kitchen and toiletry essentials are provided for your first couple of nights. Free high-speed WiFi is included. Exterior security cameras are installed at the front door for security purposes only. No cameras are located inside the home or in private guest areas.

Blue Palm by Lido Key Vacations Minimum stay duration of 7 days/nights #VR22-00132 Blue Palm by Lido Key Vacations is a stylish, single-level coastal retreat offering the perfect blend of walkable convenience and private relaxation. Ideally located just two blocks from Lido Beach and steps from the boutiques, restaurants, and nightlife of St. Armands Circle, this four bedroom, three bath home is designed for effortless Lido Key living. With a private heated pool, screened lanai, and inviting indoor spaces, Blue Palm is an ideal choice for families, couples, or friends seeking a boutique Sarasota beach escape. Highlights • 8-minute walk to Lido Beach • 4 bedrooms / 3 bathrooms • 3 king beds, 2 twin beds • Private heated pool • Screened lanai with seating • Outdoor dining area with BBQ grill • Beach chairs, beach wagon, and cooler provided • 4 bicycles for guest use • Dog friendly with approval and additional fee • Washer and dryer • 4 Parking spaces • 6-minute walk to St. Armands Circle • 18-minute walk to Ted Sperling Park The private backyard at Blue Palm is a tropical retreat designed for relaxation. Cool off in the sparkling heated pool, unwind on poolside loungers, or enjoy meals prepared on the BBQ grill in the outdoor dining area. The screened lanai offers a shaded escape for morning coffee or evening refreshments, creating a peaceful setting to enjoy the island breeze throughout your stay. Step inside to a bright, open concept layout filled with natural light and views of the backyard. The fully equipped kitchen features a farmhouse sink and generous counter seating, making it ideal for casual breakfasts or evening gatherings. The living and dining areas provide comfortable seating for movie nights, shared meals, and quality time together after a day at the beach. The primary bedroom is a serene retreat with a king bed and an ensuite bathroom featuring a walk-in shower. The laundry room is conveniently accessed through the primary ensuite. The second bedroom also offers a king bed and a private ensuite bathroom with a walk-in shower. The third bedroom features a king bed and access to a hallway bathroom with a shower and tub combination, while the fourth bedroom includes two twin beds and shares the same hallway bathroom. Each space is thoughtfully designed to ensure restful nights and relaxed mornings. Room Details • Primary Bedroom: King bed, ensuite bathroom with walk-in shower, washer and dryer access • Second Bedroom: King bed, ensuite bathroom with walk-in shower • Third Bedroom: King bed, hallway bathroom with shower and tub combination • Fourth Bedroom: Two twin beds, hallway bathroom with shower and tub combination Guests have access to four bicycles, a beach cart, beach chairs, and a cooler, making trips to the beach simple. Spend your days exploring St. Armands Circle, home to upscale boutiques, cafes, dessert shops, and fine dining, or venture to nearby attractions such as Mote Marine Aquarium, Sarasota Bayfront, fishing charters, and sunset cruises. Parking is available for up to four vehicles. Experience relaxed coastal elegance at Blue Palm by Lido Key Vacations, where a prime walkable location, private heated pool, and thoughtfully designed living spaces create the perfect Sarasota getaway. Book your week today and discover boutique beach living on Lido Key! LOVE This Home? Take a look at these other Lido Key properties in this Owner’s Portfolio! • Reel Me In • Vitamin Sea • All Decked Out

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.

Whether you're looking to spend time by the pool or at the beach, 'Siesta Jewel’ is perfect for travelers on a memorable Floridian adventure and snowbirds seeking to escape the winter! Lounge in the home’s pleasant lanai or prepare a delicious meal on the patio’s gas grill. This 2-bedroom, 2-bathroom Sarasota vacation rental is also located in a quiet neighborhood just minutes away from golf courses, Marie Selby Botanical Gardens, Bayfront Park, and some of America's most beautiful beaches! -- THE PROPERTY -- Lanai | Gas Grill | Quiet Neighborhood | 4 Mi to Marie Selby Botanical Gardens | Near Golf Bedroom 1: King Bed | Bedroom 2: King Bed OUTDOOR LIVING: Private outdoor pool, pool toys, lounge seating, patio, beach chairs/umbrellas, boogie boards INDOOR LIVING: Flat-screen TV w/ cable, leather sofa, ceiling fans, en-suite bathroom KITCHEN: Stove/oven, refrigerator, microwave, dishwasher, dishware/flatware, cooking basics, coffee maker, Crockpot, toaster, blender, expansive counters, breakfast bar GENERAL: Free WiFi, central air conditioning, towels/linens, washer/dryer, laundry detergent, hair dryer, trash bags/paper towels, keyless entry ACCESSIBILITY: Single-story home, 1 step to enter FAQ: Quiet hours starting at 9:00 PM, 2 exterior security cameras (facing out), optional nightly pool heat fee (paid pre-trip, applied to entire stay) PARKING: Garage (2 vehicles), driveway (2 vehicles), street parking (first-come, first-served) -- THE LOCATION -- SAND & SUN: Public Beach Access (4 miles), Crescent Beach (5 miles), Sarasota Beach (6 miles), Siesta Beach (6 miles), Indian Beach Park (7 miles), Lido Key Beach (8 miles) ATTRACTIONS: Marie Selby Botanical Gardens Downtown Sarasota (4 miles), Bayfront Park (4 miles), Mote Marine Laboratory & Aquarium (8 miles) GOLF: Village Green Golf Club (1 mile), The Palms Golf Club at Forest Lakes (2 miles), Bobby Jones Golf Club (5 miles), The Highlands Golf Course (7 miles), The Groves Golf Course (7 miles) DAY TRIPS: Walt Disney World Resort (119 miles), Universal Studios Florida (126 miles) AIRPORT: Sarasota Bradenton International Airport (8 miles) -- REST EASY WITH US -- Evolve 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 -- - No smoking - No pets allowed - 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: This single-story home requires 1 step to enter - NOTE: Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the street, and a Ring spotlight exterior security camera located on the garage facing the street. The cameras do not look into any interior spaces. The doorbell camera records video and sound for 30 seconds when motion is detected by the device. The spotlight camera will turn on the spotlights and walkway lights for 3 minutes when activated by motion; it will also record video and sound for 60 seconds - NOTE: Please observe quiet hours after 9:00 PM - NOTE: There is an optional pool heat fee of $35/night (+ fees & taxes, paid pre-trip, applied to entire stay)

On Lido Key in Sarasota, this sunny beachside condo awaits. Boasting beautiful views of the ocean and a fully equipped kitchen, this 2-bedroom, 2-bathroom vacation rental is an ideal retreat. Bring the kids with you and explore the Mote Marine Laboratory & Aquarium. Grab some drinks and get some shopping done at St. Armands Circle Shops or stroll across the white sands of Lido Key Beach. Take time for some well-earned rest and relaxation and let your cares drift away at this cozy vacation home! -- THE PROPERTY -- Sarasota Rental Registration Certificate: VR22"00091 | 1,100 Sq Ft | Ocean Views | Easy Access to Shopping, Dining & Beaches Ideally crafted for small families seeking a beach vacation, this condo is a great central hub for all of your oceanside adventures! Bedroom 1: King Bed | Bedroom 2: 2 Twin Beds | Additional Sleeping: Pack 'n Play OUTDOOR LIVING: Balcony, outdoor dining, beach towels INDOOR LIVING: Flat-screen TV, hightop table, ceiling fans, walk-in closet KITCHEN: Fully equipped, microwave, blender, toaster, drip coffee maker, cooking basics, dishware/flatware, spices, breakfast bar (2 stools) GENERAL: Free WiFi (1200 Mbps), shared washer & dryer, linens/towels, central heating & air conditioning, complimentary toiletries, iron/board, cleaning essentials FAQ: External security devices ACCESSIBILITY: Single-story unit, located on 2nd floor, exterior flight of stairs required to enter PARKING: Driveway (1 vehicle) -- THE LOCATION -- HIT THE BEACH: Public Beach Access (walking distance), Lido Key Beach (0.3 miles), South Lido County Park (1.0 mile), South Lido Key Beach Park on the Gulf (1.3 miles), Siesta Key Beach (10.0 miles), Crescent Beach (10.6 miles), Beer Can Island (12.0 miles), Coquina Beach (12.4 miles) SHOPPING + DINING: St. Armands Circle Shops (0.4 miles), Daiquiri Deck St. Armands Circle (0.5 miles), Rico's Pizzeria (0.5 miles), Columbia (0.7 miles), Dry Dock Waterfront Grill (2.5 miles), Westfield Mall Siesta Key (6.1 miles) SARASOTA MUST-SEES: Mote Marine Laboratory & Aquarium (2.0 miles), Marie Selby Botanical Gardens (3.6 miles), The John and Mable Ringling Museum of Art (6.3 miles), Anna Maria Island (16.8 miles) AIRPORT: Sarasota Bradenton International Airport (8.7 miles) -- REST EASY WITH US -- Evolve 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 -- - No smoking - No pets allowed - No events, parties, or large gatherings - Must be at least 26 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This single-story unit is located on the 2nd floor and requires an exterior staircase to enter - NOTE: Your safety matters. This property features an exterior security camera facing the staircase. The camera does not look into any interior spaces

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.