Vacation rentals in Longboat Key, FL with free parking

Explore 96 vacation rentals, homes, and villas with free parking in Longboat Key, FL for your next getaway or business trip. With on-site parking included in your stay, enjoy the comfort and privacy of a home filled with premium amenities such as Air Condition Homes, Homes with Pools and Best Affordable Homes. Throughout your stay, come and go with ease, knowing parking is always convenient and close at hand. With options starting as low as $89 per night and homes offering up to 8 bedrooms and 8 bathrooms, it's easy to book a personalized stay designed for your comfort. With 24/7 local support and high-speed Wi-Fi, you can also stay connected and protected throughout your trip. Plus, Marriott Bonvoy members earn points on every stay, making each trip more rewarding than the last. Book your next stay with ease and enjoy the convenience of free parking.

96 Homes with Free Parking in Longboat Key

7th Heaven

Longboat Key, FL, US
1 Bedrooms 4 Guests
Sep 8 - 11
$358 night

Welcome to 7th Heaven in the Sea Club III complex on beautiful Longboat Key! A beachfront escape directly on the Gulf of Mexico with views of turquoise waters from your living room! The entire complex has undergone a complete exterior renovation and offers resort style vacationing in this quiet beach front location with only 8 units. 7th Heaven is the top floor condo #7 with direct beach walk out from your front porch area. The neighboring unit is allowed to cross to use the stairs leading down to the beach. This comfortable getaway features a full kitchen, bedroom with a king- size bed, newly renovated bathroom and living room with a sleeper sofa. Shared Laundry is available. Relax on the beach with resort provided sun loungers or hop in the pool! It is heated to a very comfortable 86 F during October-April. Then enjoy a spectacular sunset and have a quiet dinner at the condo or eat out at one of the many Long Boat restaurants like Harry’s Continental Kitchen just across the street or the eateries in the LBK Center Shops. Explore nearby John Durante Park with shaded mangrove boardwalks along Sarasota Bay or head over to St. Armand’s Circle for a shopping spree. The upscale ambience of Longboat Key and this truly unique beach front getaway will make for a memorable, romantic vacation that you won’t forget! If you have a larger party, consider renting the condos 2 Salty (sleeping 4) or Gr8 Vibes (sleeping 6) in the same complex! HIGHLIGHTS • Private beach access • Heated Community Pool (28’x16’, 86 F/winter months) • 748 sq ft • Fully equipped kitchen • Covered Beachfront Porch Area • Gulf of Mexico Views BEDROOMS • Sleeps 4 • Primary Bedroom: King • Living Room: Queen Sleeper Sofa BATHROOM • Primary Bathroom: Walk-in Shower EXTERIOR Enjoy breathtaking scenery with the white sandy beaches and waves breaking against the shore below. Take a dip in the Gulf of Mexico or swim a lap in the 28’x16’ pool. This property comes with one unassigned parking space. The Condo Association does not permit motorcycles, trailers, large trucks, or RV parking.

2 Salty 1 Bedroom Home

Longboat Key, FL, US
1 Bedrooms 4 Guests
Aug 24 - 27
$358 night

Welcome to 2 Salty at the Sea Club III complex on beautiful Longboat Key! A beachfront escape directly on the Gulf of Mexico with views of turquoise waters from your living room! The entire complex has undergone a complete exterior renovation and offers resort style vacationing in this quiet beach front location with only 8 units. 2 Salty is the ground floor condo #2 with direct beach walk out from your front patio area. This newly renovated getaway features a full kitchen, bedroom with a king-size bed, bathroom and living room with a sleeper sofa. Shared Laundry is available. Relax on the beach with resort provided sun loungers or hop in the pool! It is heated to a very comfortable 86 F during October-April. Then enjoy a spectacular sunset and have a quiet dinner at the condo or eat out at one of the many Long Boat restaurants like Harry’s Continental Kitchen just across the street or the eateries in the LBK Center Shops. Explore nearby John Durante Park with shaded mangrove boardwalks along Sarasota Bay or head over to St. Armand’s Circle for a shopping spree. The upscale ambience of Longboat Key and this truly unique beach front getaway will make for a memorable, romantic vacation that you won’t forget! If you have a larger party, consider renting also the condos 7th Heaven (sleeping 4) or Gr8 Vibes (sleeping 6) in the same complex! HIGHLIGHTS • Private beach access • Heated Community Pool (28’x16’, 86 F/winter months) • 748 sq ft • Fully equipped kitchen • Covered Beachfront Porch Area • Gulf of Mexico Views BEDROOMS • Sleeps 4 • Primary Bedroom: King • Living Room: Queen Sleeper Sofa BATHROOM • Primary Bathroom: Walk-in Shower EXTERIOR Enjoy breathtaking scenery with the white sandy beaches and waves breaking against the shore below. Take a dip in the Gulf of Mexico or swim a lap in the 28’x16’ pool. This property comes with one unassigned parking space. The Condo Association does not permit motorcycles, trailers, large trucks, or RV parking.

Cozy Coastal Retreat on Longboat Key, Private Beach Access, Bayfront, Heated Pool, Hot Tub

Longboat Key, FL, US
2 Bedrooms 6 Guests
Aug 24 - 27
$330 night

Welcome to your ideal getaway at Beach Castle Resort, Unit 16 on Longboat Key! This charming second-floor condo offers a cozy coastal vibe that will instantly put you in vacation mode. This two-bedroom, two-bathroom retreat is perfect for families or friends looking to unwind in a serene, beachside setting and just a 2-minute walk to the private beach where beach chairs and umbrellas are provided for your stay. - Just a short walk to Longboat Key Beach! - Gorgeous bay views - Heated Pool and Hot Tub - Beach Loungers and Umbrellas - Private Screened-in Patio - Smart TVs for streaming - Keurig and Drip Coffee - Soft Turkish Beach Towels - Hotel-Style Linens - Plush Bath Towels - Perfect for family and friends alike! - Free Onsite Parking for One Vehicle** As you step inside, you’ll be greeted by an open living area designed for relaxation and comfort. The living room features a comfy queen pullout sofa and a huge SMART TV, making it the perfect spot for movie nights or catching up on your favorite shows. The wooden dining table, accompanied by four stylish wicker chairs, provides a great space for meals or board games. The kitchen is a chef’s dream, boasting granite countertops, white cabinetry, and stainless-steel appliances. It’s fully stocked with all the essentials you’ll need to whip up delicious meals, whether you’re preparing a quick breakfast before heading to the beach or a gourmet dinner to enjoy on the lanai. Speaking of the lanai, the sliding glass doors open to a screened-in outdoor space that truly feels like an extension of the living area. Here, you’ll find a glass dining table for four, perfect for al fresco dining, and a cozy outdoor couch where you can sip your morning coffee or evening cocktail while taking in the lush landscaping. Surrounded by mangos and palm trees, the lanai offers a peaceful and private retreat. The primary bedroom is a sanctuary of comfort with a king-sized bed, soft linens, and a large dresser for all your belongings. The SMART TV ensures you can unwind with your favorite shows before drifting off to sleep. The primary bathroom features a large walk-in shower with stunning tile accents in hues of blue and copper, a vanity, and elegant copper hardware, creating a spa-like atmosphere. The guest bedroom is equally inviting, with two queen beds adorned with fun beachy bedspreads and vibrant art. This room has its own ensuite bathroom, which includes a tub and shower with the same beautiful tile accents behind the vanity and in the shower, ensuring a cohesive and stylish look throughout the condo. Beach Castle Resort offers a range of amenities to enhance your stay, including a heated pool, hot tub, and private beach access. Whether you’re lounging by the pool, taking a leisurely stroll along the pristine beach, or exploring the local shops and restaurants, you’ll find plenty of ways to enjoy your time on Longboat Key. This updated condo at Beach Castle Resort combines the best of coastal living with modern comforts, making it the perfect choice for your next vacation. Book your stay today and experience the tranquil beauty and relaxed atmosphere of Longboat Key! **IMPORTANT PARKING INFORMATION: Due to limited parking availability at Beach Castle Resort, we highly recommend bringing only ONE vehicle. Beach Castle Resort provides only ONE free on-site designated parking space per reservation. Your parking pass will be located inside the condo and must be clearly displayed on your dashboard at all times while parked on the property. Additional parking is very limited and is not guaranteed. If available, one extra vehicle parking spot is $25 per night and must be approved by the Property Manager prior to making your reservation, and must be paid in full 24 hours prior to check-in to receive an additional parking pass. Due to space limitations, there is no visitor parking available onsite. In the event no extra parking is available Guests and/or visitors are responsible for arranging and paying for any off-site parking. We kindly ask that you do not park at the resort before your check-in time. Boats and trailers are not permitted and unauthorized vehicles may be towed at the Guest’s expense. Thank you for your cooperation and understanding! About Beach Castle Resort Escape to the timeless allure of Beach Castle Resort, a family-friendly community nestled on picturesque Longboat Key, offering an enchanting blend of Old Florida charm and modern comfort. The resort boasts a range of accommodation options, including 1 and 2 bedroom condos, each meticulously designed to provide a cozy and inviting atmosphere for your stay. Immerse yourself in the essence of relaxation at our community heated pool and hot tub, surrounded by comfortable chairs, umbrellas, and tables, perfect for unwinding under the warm Florida sun. If you’re a fishing enthusiast, our private boat dock with a convenient fishing table awaits your catch of the day. Savor the outdoors with a bayside gas grill, ideal for cookouts, and enjoy your meals at the adjacent table and chairs. Exploration is at your doorstep, with a leisurely stroll to nearby restaurants and shops. And when you’re ready for some beachfront bliss, our private beach access welcomes you with sun loungers, umbrellas, and a beachside patio featuring a table, chairs, and a gas grill for seaside picnics. Rinse off the salt and sand in our outdoor shower after a day in the waves. At Beach Castle Resort, you have the flexibility to enjoy a short getaway or an extended stay, making it one of the rare resorts that cater to your vacation preferences. Discover a tranquil haven where memories are made and cherished amidst the beauty of Longboat Key’s coastline. Longboat Key Life Longboat Key is a quieter gulf-side retreat located between Lido Key and Anna Maria Island along Florida’s southwest coast. The barrier island is surrounded by the beautiful Gulf of Mexico and Sarasota Bay. The island’s eastern shoreline is covered in mangroves with hidden canals and marinas. On the western shoreline, you can walk for miles on the white sandy beaches and swim in the gentle gulf. Imagine spending your days beachcombing, snorkeling, kayaking, paddle boarding, fishing, sailing, golfing, or cycling along the island’s winding bike path. Longboat Key is known for its abundance of dining options. With the Gulf and Sarasota Bay in its backyard, many restaurants focus on serving local, fresh seafood while visitors enjoy amazing waterfront views. Just south and across the bridge is bustling St. Armand’s Circle, a popular destination filled with boutiques, cafes, restaurants and tropical landscaped courtyards. Head north on Longboat Key, cross the Longboat Pass bridge, and find yourself on Bradenton Beach, Anna Maria Island and Holmes Beach. This area offers gorgeous, white sandy beaches, crystal clear water, fun waterfront bars, restaurants and a variety of shops. Nearby Attractions • Joan M Durante Park • Bayfront Recreation Center Tennis, Pickleball & Kayaking • Bridge Street Shopping & Dining Restaurants • Shore Longboat Key – Upscale waterside dining with gorgeous views of the bay • Hugo II – A top-rated must-try hidden gem on Longboat Key! • Dry Dock Waterfront Grill – Great for the whole family with gorgeous bay-front views • Maison Blanche – Top-rated modern French cuisine in the heart of Longboat Nearby Beaches • Longboat Key Beach 600 ft • Beer Can Island Beach 2.9 mi • Coquina Beach 3.9 mi • Cortez Beach 4.3 mi • Bradenton Beach 5 mi • Anna Maria Island Beach 7 mi Closest Airports • Sarasota Bradenton International Airport 15 mi • St. Pete-Clearwater International Airport 48 mi • Tampa International Airport 57 mi Town of Longboat Key: RRR-00266.2025

Updated, Beautifully Furnished, Ground Floor Condo in the Popular Beach Castle Resort on Longboat Key. Close to the Beach and Bay

Longboat Key, FL, US
2 Bedrooms 6 Guests
Aug 24 - 26
$386 night

Escape to this tranquil resort on Longboat Key with heated pool, fully stocked kitchen and great local restaurants, parks, and amenities! A gorgeous 2-bedroom, 2-bath ground floor condo located within the Beach Castle Resort in Unit 15. With its beautifully updated interior boasting a cool and clean coastal chic aesthetic, this vacation rental promises a relaxing resort retreat like no other. - Just a short walk to Longboat Key Beach! - Gorgeous Bay Views - Heated Pool and Hot Tub - Beach Loungers and Umbrellas - Private Screened-in Patio - Smart TVs for streaming - Keurig and Drip Coffee - Soft Turkish Beach Towels - Hotel-Style Linens - Plush Bath Towels - Perfect for family and friends alike! - Free Onsite Parking for One Vehicle** The primary suite is a haven of comfort and style, featuring a spacious bathroom with a walk-in shower, a single sink vanity, and all the amenities you need. Sink into the plush platform king bed with solid wood nightstands and a generous dresser while enjoying your favorite shows on the flat-screen TV. In the guest bedroom, you’ll find two inviting queen beds, adorned with crisp white bedding, and a charming, distressed-washed dresser. A flat-screen TV is also at your disposal for entertainment. Rest and rejuvenate in this peaceful space. The open living and dining area is designed for relaxation and socializing. Unwind on the comfortable cream colored sofa or ultra-suede swivel chairs while watching movies on the large flat-screen TV. Gather around the modern dining table for four, where you can enjoy meals and create lasting memories. The well-appointed kitchen is equipped with modern stainless-steel appliances, a granite countertop, and an abundance of glasses, cookware, and utensils. Whether you’re a culinary enthusiast or just need to prepare a quick snack, you’ll find everything you need here. The guest bathroom is equally impressive, featuring a granite vanity, sink, and a spacious walk-in shower. Convenience and elegance seamlessly combine in this space. Step outside from the living room onto the screened-in lanai, where you can savor your morning coffee or dine al fresco at the outdoor table and chairs. Surrounded by tropical landscaping adorned with mature mango trees and swaying palms, this private retreat offers a serene space to unwind and soak up the natural beauty. For those seeking aquatic adventures, the condo is just a few steps away from the heated community pool and hot tub. Sun loungers, umbrellas, tables, and chairs are at your disposal, ensuring you can bask in the Florida sun in style and comfort. Beach lovers will be delighted to know that the resort provides private access to the pristine Gulf of Mexico beaches, offering endless opportunities for sunbathing, swimming, and beach combing. Additionally, water enthusiasts can take advantage of the private boat dock on the bay, perfect for fishing, kayaking, or boating. Whether you’re seeking relaxation, outdoor adventures, or a peaceful getaway, Pura Vida at Beach Castle Resort on Longboat Key offers it all. Book your vacation rental today and experience the beauty and serenity of this secluded paradise. Your perfect vacation awaits! ** IMPORTANT PARKING INFORMATION: Due to limited parking availability at Beach Castle Resort, we highly recommend bringing only ONE vehicle. Beach Castle Resort provides only ONE free on-site designated parking space per reservation. Your parking pass will be located inside the condo and must be clearly displayed on your dashboard at all times while parked on the property. Additional parking is very limited and is not guaranteed. If available, one extra vehicle parking spot is $25 per night and must be approved by the Property Manager prior to making your reservation, and must be paid in full 24 hours prior to check-in to receive an additional parking pass. Due to space limitations, there is no visitor parking available onsite. In the event no extra parking is available Guests and/or visitors are responsible for arranging and paying for any off-site parking. We kindly ask that you do not park at the resort before your check-in time. Boats and trailers are not permitted and unauthorized vehicles may be towed at the Guest’s expense. Thank you for your cooperation and understanding! About Beach Castle Resort Escape to the timeless allure of Beach Castle Resort, a family-friendly community nestled on picturesque Longboat Key, offering an enchanting blend of Old Florida charm and modern comfort. The resort boasts a range of accommodation options, including 1 and 2 bedroom condos, each meticulously designed to provide a cozy and inviting atmosphere for your stay. Immerse yourself in the essence of relaxation at our community heated pool and hot tub, surrounded by comfortable chairs, umbrellas, and tables, perfect for unwinding under the warm Florida sun. If you’re a fishing enthusiast, our private boat dock with a convenient fishing table awaits your catch of the day. Savor the outdoors with a bayside gas grill, ideal for cookouts, and enjoy your meals at the adjacent table and chairs. Exploration is at your doorstep, with a leisurely stroll to nearby restaurants and shops. And when you’re ready for some beachfront bliss, our private beach access welcomes you with sun loungers, umbrellas, and a beachside patio featuring a table, chairs, and a gas grill for seaside picnics. Rinse off the salt and sand in our outdoor shower after a day in the waves. At Beach Castle Resort, you have the flexibility to enjoy a short getaway or an extended stay, making it one of the rare resorts that cater to your vacation preferences. Discover a tranquil haven where memories are made and cherished amidst the beauty of Longboat Key’s coastline. Longboat Key Life Longboat Key is a quieter gulf-side retreat located between Lido Key and Anna Maria Island along Florida’s southwest coast. The barrier island is surrounded by the beautiful Gulf of Mexico and Sarasota Bay. The island’s eastern shoreline is covered in mangroves with hidden canals and marinas. On the western shoreline, you can walk for miles on the white sandy beaches and swim in the gentle gulf. Imagine spending your days beachcombing, snorkeling, kayaking, paddle boarding, fishing, sailing, golfing, or cycling along the island’s winding bike path. Longboat Key is known for its abundance of dining options. With the Gulf and Sarasota Bay in its backyard, many restaurants focus on serving local, fresh seafood while visitors enjoy amazing waterfront views. Just south and across the bridge is bustling St. Armand’s Circle, a popular destination filled with boutiques, cafes, restaurants and tropical landscaped courtyards. Head north on Longboat Key, cross the Longboat Pass bridge, and find yourself on Bradenton Beach, Anna Maria Island and Holmes Beach. This area offers gorgeous, white sandy beaches, crystal clear water, fun waterfront bars, restaurants and a variety of shops. Nearby Attractions • Joan M Durante Park • Bayfront Recreation Center Tennis, Pickleball & Kayaking • Bridge Street Shopping & Dining Restaurants • Shore Longboat Key – Upscale waterside dining with gorgeous views of the bay • Hugo II – A top-rated must-try hidden gem on Longboat Key! • Dry Dock Waterfront Grill – Great for the whole family with gorgeous bay-front views • Maison Blanche – Top-rated modern French cuisine in the heart of Longboat Nearby Beaches • Longboat Key Beach 600 ft • Beer Can Island Beach 2.9 mi • Coquina Beach 3.9 mi • Cortez Beach 4.3 mi • Bradenton Beach 5 mi • Anna Maria Island Beach 7 mi Closest Airports • Sarasota Bradenton International Airport 15 mi • St. Pete-Clearwater International Airport 48 mi • Tampa International Airport 57 mi Town of Longboat Key: RRR-00690.2025

Cedars East #507

Longboat Key, FL, US
2 Bedrooms 4 Guests
Aug 24 - 29
$317 night

Recently Renovated Luxury Condo at Cedars East – Prime Longboat Key Location Welcome to Cedars 507, a beautifully newly renovated Longboat Key vacation rental that has been completely updated from top to bottom by its new owners. This exceptional condo features an open, airy floor plan, soaring ceilings, abundant natural light, and stylish coastal furnishings throughout. The modern kitchen boasts stainless steel appliances, quartz countertops, and is fully equipped for both short-term and extended stays. Unbeatable Mid-Island Location: Perfectly situated in the heart of Longboat Key, Cedars 507 offers easy access to the best of the area. You’re just minutes from the boutiques and dining of St. Armands Circle and Anna Maria Island’s Bridge Street, with several excellent restaurants within walking and biking distance—including Hugo’s, conveniently located onsite. The condo is: • A 5-minute walk to Sarasota Bay, featuring a fishing pier and a peaceful secondary bay beach (accessible during low tide) • Steps from the island-wide walking and biking trail, offering scenic access from end to end of Longboat Key Resort-Style Amenities at The Cedars Club: Guests enjoy full access to The Cedars Club, one of the premier private clubs on Longboat Key, located just a 2-minute walk from the unit. Amenities include: • A junior Olympic-size swimming pool with ample loungers and umbrellas • A 24-hour state-of-the-art fitness center • Nine Har-Tru tennis courts and three Har-Tru pickleball courts (easier on the joints than hard courts) • Onsite tennis pro available for lessons • Complimentary bicycles for guest use Easy Access to Pristine Longboat Key Beach: Cedars 507 is located directly across the street from beautiful Longboat Key Beach. The owners provide everything you need for a perfect beach day, including: • Tommy Bahama beach chairs (replaced annually) • Beach umbrellas with sand anchors • A convenient beach wagon Professionally Managed with 24-Hour Support: This property is professionally managed by RVA Resort Vacations, the premier onsite management company on Longboat Key. Guests enjoy 24-hour support and maintenance, ensuring peace of mind throughout your stay—no need to track down an owner if anything arises. Private Views and Relaxing Outdoor Space: The rear of the condo overlooks a lush mangrove preserve, offering exceptional privacy from the master bedroom and the spacious screened-in lanai. The kitchen and second bedroom feature a partial ocean glimpse, adding to the coastal ambiance. Comfortably Appointed for Short or Long Stays: Cedars 507 is thoughtfully furnished and fully equipped, featuring: • King bed in the primary suite • Queen bed in the guest bedroom • Two and a half updated, modern bathrooms • Full-size washer and dryer • Three flat-screen TVs with cable, DVD player, and Hulu • High-speed wireless internet Why Guests Love Cedars 507: The owners of Cedars 507 were longtime renters on Longboat Key and thoughtfully designed this home to include everything they valued most in a vacation rental. The result is a standout condo offering comfort, location, amenities, and style—ideal for a truly memorable Longboat Key beach vacation. Unit Amenities • 1-Car Garage • Full-Size Kitchen • Wireless Internet • Private Screened Lanai • Fitness Facility • Community Pool • Public Beach Access (Short Distance Away) Location: 507 Forest Way (Garden View) Bedding: 1 King | 1 Queen Minimum Night Requirements Apply No Pets Allowed

Popular Beach Castle Resort on Longboat Key. Beautifully Landscaped Hidden Gem. Walk to Beach and Bay, Heated Pool, Private Boat Dock, Beach Chairs and Umbrellas

Longboat Key, FL, US
1 Bedrooms 4 Guests
Aug 24 - 26
$299 night

Welcome to It’s A Shore Thing at the Beach Castle Resort, Unit 14! A tranquil oasis where the vibrant beachy theme and cheerful ambiance permeate every corner of this cozy retreat. Nestled within the enchanting enclave near the pristine shores of Longboat Key, this fully updated 1 bedroom, 1 bathroom 2nd-floor condo is a true hidden gem that epitomizes Florida coastal charm. - Just a short walk to Longboat Key Beach! - Gorgeous bay views - Heated Pool and Hot Tub - Beach Loungers and Umbrellas - Private Screened-in Patio - Smart TVs for streaming - Keurig and Drip Coffee - Soft Turkish Beach Towels - Hotel-Style Linens - Plush Bath Towels - Books and Games for Relaxation or Family Fun - Perfect for family and friends alike! - Free Onsite Parking for One Vehicle** As you step into this coastal haven, you’ll be instantly captivated by the bright and airy atmosphere. The condo’s interior has been thoughtfully curated to showcase the beachy vibe, setting the stage for an unforgettable stay. The heart of this charming condo is the open floor plan, seamlessly connecting the living room, dining area, and kitchen. The design is both inviting and functional, offering a perfect space to relax, dine, and entertain. The primary bedroom is a tranquil space, featuring a plush king-sized bed adorned with high-end linens. A spacious dresser offers ample storage, and a Smart TV with streaming services provides entertainment or a cozy movie night after a day at the beach. The ensuite bathroom boasts a tub-shower combo, plush bath towels, and separate area with the sink and vanity and ample storage. Step out onto the private screened-in lanai patio, perfect for a morning coffee or evening cocktail. This private oasis is the ideal spot to soak up the tropical setting, surrounded by mature mango trees and swaying palms. The kitchen is fully equipped with all the essentials, making meal preparation a breeze. Whether you’re whipping up a quick snack or preparing a gourmet feast, you’ll find everything you need. The condo’s living room also features a queen sleeper sofa, a large Smart TV with streaming services, and a selection of books and games for your entertainment and relaxation. Just steps away from your door, you’ll find the pristine heated pool and inviting hot tub. Ample sun loungers, umbrellas, and tables invite you to unwind and bask in the warm Florida sun. If you’re an angler or simply enjoy the serene beauty of the bay, a large private boat dock awaits, complete with a fishing table, chairs, and a shared gas grill. It’s the perfect spot to savor the bay’s tranquility or cook up your daily catch. For those seeking the sun and sand, private beach access is conveniently located directly across the street. Here, you’ll find beach chairs, umbrellas, and a patio area with a table, chairs and shared gas grill. An outdoor shower offers a refreshing rinse after a day in the Gulf’s crystal-clear waters. Beyond the resort’s amenities, you’ll discover that the Beach Castle Resort boasts a prime location. You’re within walking distance to an array of great restaurants and shops, making it easy to explore and immerse yourself in the local culture. In summary, this fully updated 1 bedroom, 1 bath 2nd-floor condo at the Beach Castle Resort on Longboat Key is the epitome of coastal charm. With its bright and airy decor, thoughtful furnishings, and a prime location just steps from both Sarasota Bay and the Gulf Shores, it offers a cozy and cheerful retreat for your Florida getaway. Whether you’re seeking relaxation or adventure, this hidden gem is sure to exceed your expectations. **IMPORTANT PARKING INFORMATION: Due to limited parking availability at Beach Castle Resort, we highly recommend bringing only ONE vehicle. Beach Castle Resort provides only ONE free on-site designated parking space per reservation. Your parking pass will be located inside the condo and must be clearly displayed on your dashboard at all times while parked on the property. Additional parking is very limited and is not guaranteed. If available, one extra vehicle parking spot is $25 per night and must be approved by the Property Manager prior to making your reservation, and must be paid in full 24 hours prior to check-in to receive an additional parking pass. Due to space limitations, there is no visitor parking available onsite. In the event no extra parking is available Guests and/or visitors are responsible for arranging and paying for any off-site parking. We kindly ask that you do not park at the resort before your check-in time. Boats and trailers are not permitted and unauthorized vehicles may be towed at the Guest’s expense. Thank you for your cooperation and understanding! About Beach Castle Resort Escape to the timeless allure of Beach Castle Resort, a family-friendly community nestled on picturesque Longboat Key, offering an enchanting blend of Old Florida charm and modern comfort. The resort boasts a range of accommodation options, including 1 and 2 bedroom condos, each meticulously designed to provide a cozy and inviting atmosphere for your stay. Immerse yourself in the essence of relaxation at our community heated pool and hot tub, surrounded by comfortable chairs, umbrellas, and tables, perfect for unwinding under the warm Florida sun. If you’re a fishing enthusiast, our private boat dock with a convenient fishing table awaits your catch of the day. Savor the outdoors with a bayside gas grill, ideal for cookouts, and enjoy your meals at the adjacent table and chairs. Exploration is at your doorstep, with a leisurely stroll to nearby restaurants and shops. And when you’re ready for some beachfront bliss, our private beach access welcomes you with sun loungers, umbrellas, and a beachside patio featuring a table, chairs, and a gas grill for seaside picnics. Rinse off the salt and sand in our outdoor shower after a day in the waves. At Beach Castle Resort, you have the flexibility to enjoy a short getaway or an extended stay, making it one of the rare resorts that cater to your vacation preferences. Discover a tranquil haven where memories are made and cherished amidst the beauty of Longboat Key’s coastline. Longboat Key Life Longboat Key is a quieter gulf-side retreat located between Lido Key and Anna Maria Island along Florida’s southwest coast. The barrier island is surrounded by the beautiful Gulf of Mexico and Sarasota Bay. The island’s eastern shoreline is covered in mangroves with hidden canals and marinas. On the western shoreline, you can walk for miles on the white sandy beaches and swim in the gentle gulf. Imagine spending your days beachcombing, snorkeling, kayaking, paddle boarding, fishing, sailing, golfing, or cycling along the island’s winding bike path. Longboat Key is known for its abundance of dining options. With the Gulf and Sarasota Bay in its backyard, many restaurants focus on serving local, fresh seafood while visitors enjoy amazing waterfront views. Just south and across the bridge is bustling St. Armand’s Circle, a popular destination filled with boutiques, cafes, restaurants and tropical landscaped courtyards. Head north on Longboat Key, cross the Longboat Pass bridge, and find yourself on Bradenton Beach, Anna Maria Island and Holmes Beach. This area offers gorgeous, white sandy beaches, crystal clear water, fun waterfront bars, restaurants and a variety of shops. Nearby Attractions • Joan M Durante Park • Bayfront Recreation Center Tennis, Pickleball & Kayaking • Bridge Street Shopping & Dining Restaurants • Shore Longboat Key – Upscale waterside dining with gorgeous views of the bay • Hugo II – A top-rated must-try hidden gem on Longboat Key! • Dry Dock Waterfront Grill – Great for the whole family with gorgeous bay-front views • Maison Blanche – Top-rated modern French cuisine in the heart of Longboat Nearby Beaches • Longboat Key Beach 600 ft • Beer Can Island Beach 2.9 mi • Coquina Beach 3.9 mi • Cortez Beach 4.3 mi • Bradenton Beach 5 mi • Anna Maria Island Beach 7 mi Closest Airports • Sarasota Bradenton International Airport 15 mi • St. Pete-Clearwater International Airport 48 mi • Tampa International Airport 57 mi Town of Longboat Key: RRR-00265.2025

Cedars East #613

Longboat Key, FL, US
2 Bedrooms 4 Guests
Aug 24 - 29
$322 night

Cedars East Tennis Resort – Unit #613 Longboat Key, Florida | 2 Bedrooms | 2.5 Bathrooms | Sleeps 4–6 | Preserve View Lanai Overview: Welcome to Cedars East Unit #613, a brand-new, fully renovated townhome located in the heart of Longboat Key’s premier tennis and beach resort community. Blending coastal elegance with modern comfort, this two-story getaway offers a serene preserve view from your private screened lanai and access to world-class amenities just minutes from the Gulf of Mexico. Accommodations: Step inside this spacious 2-bedroom, 2.5-bathroom townhome featuring a bright open floor plan, all-new furnishings, and contemporary finishes. The modern kitchen is equipped with quartz countertops, stainless-steel appliances, and everything you need for a relaxing stay. Upstairs, you’ll find two private en-suite bedrooms with plush bedding and spa-inspired bathrooms — ideal for couples or families seeking comfort and privacy. Features and Highlights: • Private screened lanai with tranquil preserve views • Minutes from Longboat Key’s beautiful beach and Gulf waters • Access to Cedars Tennis Club — 10 Har-Tru courts, fitness center, and pro shop • Covered parking and in-unit laundry • Complimentary high-speed Wi-Fi and smart TVs Prime Location: Nestled on Longboat Key’s bay side, Cedars East is a tennis and beach lover’s paradise, offering the perfect mix of recreation and relaxation. Enjoy morning walks along the nearby beaches, explore St. Armands Circle’s boutique shops and restaurants, or take a short drive to Anna Maria Island and downtown Sarasota. Discover the ultimate Longboat Key getaway at Cedars Tennis Resort, where luxury living meets the beauty of Florida’s Gulf Coast. Imagine waking up in a spacious, beautifully appointed townhome—perfect for families seeking fun-filled adventures or couples looking for a romantic retreat. Perfect for tennis players, beachgoers, couples, families, and snowbirds looking for a luxury coastal escape with resort amenities and the comfort of home. Club and Recreation Facilities: • Tennis and Pickleball Courts – 10 Har-Tru (soft-clay) tennis courts offering professional instruction (daily clinics, round robins, and seasonal tournaments. Newly designed pickleball courts for added fun) • Pro Shop – On-site shop featuring premium equipment, apparel, and assistance with court reservations • Swimming Pool with Tiki Bar – Relax at the heated Junior Olympic-sized pool with complimentary chaise lounges • Fitness Center – Modern, fully equipped gym with 24/7 secure access, perfect for maintaining your routine while on vacation • Bicycles for Guests – Adult-sized bikes available daily, ideal for exploring Gulf of Mexico Drive and the island’s scenic beauty • Dining – Hugo II Restaurant offers a European Fusion dining experience featuring German, Czech, and Italian specialties • Clubhouse and Social Areas – Welcoming clubroom, bar, and recreational spaces designed for relaxing and mingling • Fishing Pier – Cast a line at our peaceful fishing pier—perfect for picnics, birdwatching, or enjoying coastal sunsets Beach Access Information - The beautiful Gulf of Mexico shoreline stretches north and south along Longboat Key, and guests are welcome to enjoy it by using any designated Public Beach Access point. These access points are clearly marked with signs indicating Public use. Please note: Private beach access points along Gulf of Mexico Drive are reserved for property owners and their guests. Unless an access point is clearly labeled as Public, it is not available for use. We encourage you to explore and enjoy the public areas of the beach and thank you for respecting local property boundaries. Unit Amenities: Wireless Internet, Full-size Kitchen, Washer/Dryer in Unit, Private Lanai, Fitness Facility, Community Pool, Pets Considered, Beach Access (A Short Distance Away) Location: 613 Cedars Court View: Preserve View Bedding: 1 King, 1 Double, 1 Twin, Minimum Night Requirements: Minimum Stays Apply Pet Policy: Pets Considered

Casa Poinsetta

Longboat Key, FL, US
2 Bedrooms 5 Guests
Aug 24 - Sep 23
$251 night

Welcome to your island getaway at 6960 Poinsettia Avenue, a bright and breezy 2-bedroom, 2-bath home just a short stroll from the beautiful beaches of Longboat Key. This laid-back coastal retreat is all about comfort, sunshine, and easy island living. Inside, you’ll find an open, airy floor plan with plenty of natural light and a relaxed beach-house vibe. The kitchen is fully equipped for casual meals at home, and the cozy living area is perfect for lounging after a day on the sand. Step outside to your private patio surrounded by tropical greenery — the perfect spot for morning coffee, or unwinding under the stars. You’ll love how close you are to everything — the beach, local restaurants, island shops, and even nearby St. Armands Circle are just minutes away. Whether you’re here to soak up the sun, paddle through the bay, or simply slow down and enjoy the island pace, this charming home makes the perfect Longboat Key escape. Highlights: 2 bedrooms / 2 bathrooms Short walk to the Gulf beaches Private patio with tropical landscaping Bright, open living spaces Close to restaurants, shops, and island attractions Pets Allowed Accommodations: 2- Bedroom, 2- Bathroom Location: 6960 Poinsettia Ave. Longboat Key, FL 34228 Bedding: Queen in primary, Queen in guest, Queen sleep sofa in living room View: Garden Minimum Night Requirements: 30 day minimum Pet Policy: An additional pet fee will be added to applicable bookings. To reserve a pet-friendly booking contact our local team or select the additional pet fee at checkout. Pets not given prior approval will not be accepted.

Pool Access! Luxe Condo 7 Mi to Coquina Beach

Longboat Key, FL, US
2 Bedrooms 6 Guests
Aug 24 - 26
$259 night

Family Friendly | Cirrus at Aqua | 3 Mi to IMG Academy Dreaming of sun, sand, and serenity? This Bradenton vacation rental delivers with 2 bedrooms, 2 bathrooms, and access to community amenities like an outdoor pool, fitness center, and fire pit! Located within easy reach of sports facilities, beaches, and Gulf Coast gems, this condo is the ideal spot for families and small groups. Relax and live like a local at this central home base. Your Florida getaway starts here! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Additional Sleeping: 2 twin rollaway beds CIRRUS AT AQUA AMENITIES - Resort-style outdoor pool (not heated) - Fire pit, poolside cabana - Fitness center - Grilling area, dining table - Lake, park - Lawn w/ cornhole - Common area w/ kitchen & coffee bar KITCHEN - Stove/oven, refrigerator, microwave, dishwasher - Keurig coffee maker (starter coffee provided) - Cooking basics, dishware & flatware - Trash bags/paper towels MAIN FEATURES - Smart TV, board games - Desk, dining table GENERAL - Central heating & A/C, ceiling fans - Washer/dryer, laundry detergent - Linens/towels, iron/board - Complimentary toiletries, hair dryer - Free WiFi - Keyless entry FAQ - Perfect for traveling medical professionals. Located within driving distance to major hospitals and medical centers in the Bradenton/Sarasota area. Quiet, clean, and designed for rest between shifts - Quiet hours (10:00 PM-7:00 AM) - Noise monitor ACCESSIBILITY - Single-story condo, step-free access w/ elevator PARKING - Community lot (1 vehicle) - Additional visitor parking ADDT’L ACCOMMODATIONS - An additional property 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 -- - Close to golf courses, restaurants & shopping - 3 miles to IMG Academy - 6 miles to Anna Maria Island: Bradenton Beach, Manatee Public Beach, Cortez Beach, Coquina Beach - 7 miles to LECOM Park & 8 miles to Riverwalk - 12 miles to Sarasota - 7 miles to Sarasota Bradenton Int'l Airport -- 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 of any kind inside the home or on the balcony. Smoking is only permitted outdoors in designated smoking areas - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - Please observe quiet hours from 10:00 PM to 7:00 AM ADDITIONAL INFORMATION - This single-story condo offers step-free access with the use of an elevator - This property sleeps 4 guests in 2 beds, with room for 6 total by using the 2 twin rollaway beds - This property features a noise monitor inside the home. This device does not record sound (or video); it only measures noise levels, especially during quiet hours - Perfect for traveling medical professionals. Located within driving distance to major hospitals and medical centers in the Bradenton/Sarasota area. Quiet, clean, and designed for rest between shifts.

Pet-Friendly Bradenton Home 1.5 Mi to Cortez Beach

Cortez, FL, US
2 Bedrooms 4 Guests
Aug 31 - Sep 2
$175 night

Escape to Florida’s Gulf Coast for a relaxing getaway at ‘Lighthouse Cottage’ — a 2-bedroom, 2-bathroom vacation rental in Bradenton. The home is perfect for couples or small families looking for a beachy vacation — the beautiful white-sand beaches are just minutes away! Plus, you’ll have all the essentials for a laid-back stay, including a furnished lanai, shaded patio, and sand pit. In the evening, fire up the grill for a backyard BBQ and soak up the last bit of Florida sunshine. -- THE PROPERTY -- Recently Remodeled | Pet Friendly w/ Fee | Lanai | Beach Chairs & Towels | Gas Grill Bedroom 1: Queen Bed | Bedroom 2: King Bed | Living Room: Futon INDOOR LIVING: Flat-screen TVs, DVD player, dining table, TV(s), pack 'n play OUTDOOR LIVING: Patio w/ lounge seating, beach coolers, sand pit, spacious yard KITCHEN: Stove/oven, refrigerator, microwave, cooking basics, dishware & flatware, coffee maker, toaster, can opener, trash bags, paper towels & crock pot GENERAL: Free WiFi, central A/C & heating, in-home laundry, linens & towels, hair dryer, iron & board, updated paint/furnishings/decor, complimentary toiletries FAQ: 1 step for access, homeowner on-site (adjacent property) PARKING: Carport (2 vehicles), boat/trailer parking allowed (yard) -- THE LOCATION -- SUN + SAND: Cortez Beach (1.5 miles), Coquina Beach (4 miles), Manatee Public Beach (5 miles), Bean Point Beach (9 miles) HIT THE LINKS: Pinebrook Ironwood Golf Course (4 miles), Manatee County Golf Course (4 miles), River Run Golf Links (10 miles) LOCAL ATTRACTIONS: De Soto National Memorial (6 miles), Robinson Preserve (7 miles), LECOM Park (7 miles), Red Barn Flea Market (8 miles), Bradenton Area Convention Center (10 miles) AIRPORTS: Sarasota Bradenton International Airport (11 miles), St. Pete–Clearwater International Airport (44 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 - Pet friendly w/ $75 fee (+ fees & taxes, 2 pets max) - 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 homeowner lives next door in a completely separate home, and they will be available for any questions or concerns you may have during your stay - NOTE: This property requires 1 step for access Licence number: DWE5105424;DWE5105424;DWE5105424

Furnished Sunroom w/ TV! Canal-Front Bradenton Gem

Cortez, FL, US
3 Bedrooms 10 Guests
Aug 24 - 26
$273 night

Pets Welcome w/ Fee | Outdoor Dining | 3 Mi to Beach Breezy beach days, fun-filled fishing charters, and poolside relaxation — experience it all from this 3-bed, 3-bath vacation rental! The sleek home has 2 living areas, a fully stocked kitchen, and a private outdoor space. Spend time cruising around Palma Sola Bay or catching rays at Anna Maria Beach! Whether you’re seeking an adventurous Bradenton getaway or a tranquil family retreat, this property makes the perfect base. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 2 queen beds - Bedroom 2: 1 queen bed, 1 twin bunk bed - Bedroom 3: 1 queen bed - Living Room: 1 queen sleeper sofa INDOOR LIVING - TV, gas fireplace - Furnished sunroom - Foosball table - Wet bar w/ wine cooler - Dining table, breakfast bar OUTDOOR LIVING - 2 covered dining areas - Private pool (heated w/ fee) - Private dock - Canal views & access KITCHEN - Refrigerator, stove/oven, dishwasher - Dishware/flatware, cooking basics - Keurig coffee maker, ice maker - Microwave, toaster GENERAL - Free WiFi - Keyless entry - Central A/C & heating, ceiling fans - Linens/towels, iron/board, washer/dryer - Trash bags, paper towels - Hair dryer, complimentary toiletries FAQ - Pet fee (paid pre-trip) - Quiet hours (10:00 PM-7:00 AM) - Optional nightly pool heat fee (paid pre-trip, applied to entire stay) - 2 exterior security cameras (facing out) - Boat lift unavailable ACCESSIBILITY - Single-story home, 1 small step to enter PARKING - Driveway (2 vehicles) - Street parking prohibited -- THE LOCATION -- - On-site canal access leading to Palma Sola Bay, Tampa Bay & Gulf - Near restaurants & shopping centers - Proximity to boat rentals & fishing charters - 3 miles to Anna Maria Beach & Cortez Beach, 4 miles to Coquina Beach - 11 miles to The John and Mable Ringling Museum of Art, 12 miles to Sarasota Jungle Gardens - 11 miles to Sarasota Bradenton International Airport -- 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 - Pet friendly w/ $100 fee (+ fees & taxes) - No events, parties, or large gatherings - Must be at least 18 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - Please observe quiet hours from 10:00 PM to 7:00 AM ADDITIONAL INFORMATION - There is an optional pool heat fee of $25/night (+ fees & taxes, paid pre-trip, applied to entire stay) - Your safety matters. This property features 2 exterior security cameras: 1 camera is on the roof facing the street, and 1 camera is on the gate facing the street. These cameras are outward facing and do not look into any interior spaces. They record sound and video when activated by motion - The boat lift is not available for guest use - This single-story home requires 1 small step to enter

Resort Perks! Family Condo 3 Mi to IMG Academy

Longboat Key, FL, US
2 Bedrooms 6 Guests
Jan 15 - 19
$319 night

Cirrus at Aqua | Pool & Lake Access | 6 Mi to Gulf Savor the best of Bradenton living at this vacation rental in a peaceful gated community. This 2-bedroom, 2-bath condo offers a private balcony for sipping morning coffee, a full kitchen, and access to resort-style amenities! Whether you crave a day at the beach, perusing local shops, or relaxing by the community pool with friends, this condo gives you the space to unwind and the setting to explore Florida’s unforgettable Gulf Coast. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Additional Sleeping: 2 twin rollaway beds CIRRUS AT AQUA AMENITIES - Resort-style outdoor pool (not heated) - Fire pit, poolside cabana - Fitness center - Grilling area, dining table - Lake, park - Lawn w/ cornhole - Common area w/ kitchen & coffee bar KITCHEN - Stove/oven, refrigerator, microwave, dishwasher - Keurig coffee maker (starter coffee provided) - Cooking basics, dishware & flatware - Trash bags/paper towels MAIN FEATURES - Smart TV, board games - Desk, dining table - Screened-in balcony GENERAL - Central heating & A/C, ceiling fans - Washer/dryer, laundry detergent - Linens/towels, iron/board - Complimentary toiletries, hair dryer - Free WiFi - Keyless entry FAQ - Quiet hours (10:00 PM-7:00 AM) - Noise monitor ACCESSIBILITY - Single-story condo, 2nd-floor unit - Step-free access w/ elevator PARKING - Community lot (1 vehicle) - Additional visitor parking ADDT’L ACCOMMODATIONS - An additional property 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 -- - Close to golf courses, restaurants & shopping - 3 miles to IMG Academy - 6 miles to Anna Maria Island: Bradenton Beach, Manatee Public Beach, Cortez Beach, Coquina Beach - 7 miles to LECOM Park & 8 miles to Riverwalk - 12 miles to Sarasota - 7 miles to Sarasota Bradenton Int'l Airport -- 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 of any kind inside the home or on the balcony. Smoking is only permitted outdoors in designated smoking areas - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Per Florida guidelines, guests must be at least 21 years old to book - Photo ID may be required upon check-in - Please observe quiet hours from 10:00 PM to 7:00 AM ADDITIONAL INFORMATION - This single-story condo is located on the 2nd floor and offers step-free access with the use of an elevator - This property sleeps 4 guests in 2 beds, with room for 6 total by using the 2 twin rollaway beds - This property features a noise monitor inside the home. This device does not record sound (or video); it only measures noise levels, especially during quiet hours

2 Mi to Bradenton Beach: Water-View Home w/ BBQ

Cortez, FL, US
3 Bedrooms 8 Guests
Aug 26 - 28
$138 night

Escape to paradise when you book a stay at this stunning 3-bedroom, 2-bathroom home in Bradenton! Perfectly situated near top-rated attractions, beautiful beaches, and cultural exhibits, this vacation rental offers an ideal home base for your next Florida getaway. Soak up the sun at Anna Maria Island, catch a baseball game at LECOM Park, or visit the Mote Marine Laboratory & Aquarium. After the day’s adventures, fire up the gas grill and enjoy al fresco dining on the covered patio. -- THE PROPERTY -- Quiet & Friendly Community | Netflix Connection | Covered Patio Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds | Living Room: Queen Sleeper Sofa | Additional Sleeping: Pack ‘n Play OUTDOOR LIVING: Private patio, dining area, gas grill, cornhole, golf cart (waiver may be required) INDOOR LIVING: 4 Smart TVs w/ Roku, Netflix connection, board games, books, dining table, ceiling fans KITCHEN: Cooking basics, refrigerator, microwave, stove/oven, dishwasher, dishware & flatware, blender, coffee maker, toaster, spices GENERAL: Free WiFi, linens/towels, central A/C & heating, in-unit washer/dryer, hair dryers, hangers, iron/board, trash bags/paper towels, complimentary toiletries FAQ: Quiet hours (10:00 PM-7:00 AM), small step required for entry (single-story home), 3 exterior security cameras (facing out) PARKING: Driveway (2 vehicles), free street parking (first-come, first-served) -- THE LOCATION -- OCEAN BREEZE: Bradenton Beach (2 miles), Cortez Beach (3 miles), Coquina Beach (4 miles), Beer Can Island (5 miles), Anna Maria Island (5 miles), Bean Point Beach (8 miles), Riverwalk (9 miles), Lido Key Beach (16 miles) LOCAL WILDLIFE: Robinson Preserve (7 miles), Jiggs Landing (14 miles), Emerson Point Preserve (14 miles), Terra Ceia Aquatic Preserve (15 miles) SEE & DO: De Soto National Memorial (6 miles), LECOM Park (8 miles), The John and Mable Ringling Museum of Art (11 miles), Sarasota Jungle Gardens (12 miles), Mote Marine Laboratory & Aquarium (15 miles), Marie Selby Botanical Gardens Downtown (15 miles) AIRPORTS: Sarasota Bradenton International Airport (12 miles), Tampa International Airport (53 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: Please observe quiet hours from 10:00 PM to 7:00 AM - NOTE: The property requires a small step for entry - NOTE: A waiver may be required prior to using the golf cart. If you wish to use the golf cart, please reach out to the Guest Contact prior to your arrival - NOTE: Your safety matters. This property features 3 exterior security cameras: camera 1 is located at the front door facing the front entrance, camera 2 is at the back porch facing the backyard area, and camera 3 is on the exterior corner of the house facing the front yard. The cameras do not look into interior spaces. The cameras record video and sound when activated by motion. They will record when they first sense motion and 30 seconds after the last motion is detected

Casa Palmera - Hosted By SkyRun Anna Maria

Bradenton, FL, US
3 Bedrooms 8 Guests
Aug 24 - 26
$292 night

Top Reasons to Book: - Waterfront Canal Home Near Cortez Bridge - Private Pool/Spa (Additional Fee Applies) - Minutes to Anna Maria Island Beaches - Paddle boards Available for Guest Use - Boat Dock Access (Lift Not for Guest Use) - Pet Friendly (Additional Fee Applies) - Professionally Managed Welcome to Casa Palmera, a 3-bedroom, 2-bath waterfront home located in the Bradenton/Cortez area just next to the Cortez Bridge, offering quick access to Anna Maria Island. Enjoy a quiet residential setting with canal views, a private pool, and plenty of outdoor space for relaxing and unwinding. The home features an open floor plan with comfortable living spaces, Smart TVs in every room, and beautiful backyard pool and water views. The fully stocked kitchen has everything needed for home-cooked meals, and a washer and dryer are available in the garage for guest convenience. Outdoor amenities include a private pool/hot tub, beach chairs, umbrella, cooler, beach toys, paddle boards for guest use, and access to the boat dock (boat lift not available). Sleeping Arrangements & Baths: 3 Bedrooms / 2 Bathrooms - Primary Bedroom: King Bed + Ensuite Bath - Bedroom 2: King Bed - Bedroom 3: Queen Bed Located minutes from Anna Maria Island beaches, local restaurants, marinas, and shopping, Casa Palmera offers a relaxing waterfront escape close to everything the Gulf Coast has to offer. Important Notes: - Max 2 pets. $125 per pet. Request via guest portal after booking. - Pool/spa heat available Sept–April. $34/day. Request via guest portal after booking.

Coral Shores

Bradenton, FL, US
3 Bedrooms 8 Guests
Aug 24 - 26
$250 night

Coral Shores by AMI Locals Welcome to Coral Shores! This beautifully updated three bedroom, two and a half bath canal-front home in Bradenton combines modern luxury with coastal charm. With a large private pool, hot tub, a putting green, and private dock, this vacation rental is perfect for families and friends seeking a Florida Gulf Coast getaway just minutes from Anna Maria Island’s white sandy beaches! Highlights -Canal front with private dock -4 miles to Anna Maria Island beaches -3 Bedrooms / 2.5 Bathrooms -2 King beds, Bunk with 2 Twins over 1 Full -Private pool with spa and sun shelf -Putting green -Multiple living areas and TVs -Near Ungarelli Preserve, Palma Sola Park, and shops -4 Parking Spaces Enjoy your own private oasis with a sparkling pool and spa, sun loungers, and a covered patio complete with dining table, TV, and plenty of seating. Test your short game on the putting green or relax on Adirondack chairs along the dock while casting a fishing line or watching boats cruise the canal. You’ll have easy access to Sarasota Bay for kayaking, paddleboarding, and water adventures. Inside, the open concept design is perfect for entertainment. The contemporary kitchen boasts stainless steel appliances, an expansive island with bar seating, and all the cookware you’ll need for home dining. The dining room table seats six, while the living room features a plush sectional and TV. Additional seating areas, including a bonus den with stunning canal views, ensure everyone has space to spread out and relax. The primary suite is a stylish retreat with a King bed, ensuite bathroom, double vanity, walk-in shower, and direct access to the backyard patio. A second King bedroom, including a TV, provides comfort for couples, while the third bedroom is kid-friendly with a unique bunk bed, built-in desk, and playful seating area. A shared hallway bathroom with double vanity and walk-in shower serves the guest rooms, and a half bath conveniently opens to the pool patio. Room Details -Primary Bedroom: King bed, patio access, ensuite bathroom with walk-in shower -Second Bedroom: King bed -Third Bedroom: 2 Twins over Full bunk beds -Bonus: Half bathroom with pool access Located in a quiet Bradenton neighborhood just minutes from Anna Maria Island. Explore Ungarelli Preserve or Palma Sola Park, enjoy dining at local waterfront restaurants, or spend your days fishing or lounging poolside. Book your stay at Coral Shores today with AMI Locals and create unforgettable Gulf Coast memories! - *Please note: The boat lift is for owner use only* 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by AMI Locals, an Anna Maria Island property management company. This property does not allows pets. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Beach Front Hidden Gem on Longboat Key, Steps to the Clear Gulf Waters, Close to Restaurants, Shops

Longboat Key, FL, US
1 Bedrooms 4 Guests
Aug 24 - 26
$408 night

Welcome to Las Hermanas #2, your direct beachfront 1-bedroom, 1-bath getaway nestled on the picturesque shores of Longboat Key. This charming vacation rental is part of the hidden gem that was once the renowned Starfish Motel, now transformed into a coastal haven that promises a rejuvenating escape. - Private Beach - Gulf and Sunset Views - Beach Loungers - Beach Chairs, Umbrella - 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! As you step into Las Hermanas #2, you’ll be greeted by light hues of coastal blue that permeate the entire space, creating an atmosphere of tranquility and relaxation. The beachy furnishings, adorned with wicker, stripes, and crisp white accents, evoke the essence of seaside living, setting the perfect tone for your beach retreat. The living area is a cozy haven with a flat-screen TV, inviting you to unwind after a day of sun-soaked adventures. A pullout queen sleeper sofa provides additional sleeping space, making this vacation rental ideal for couples or small families. Direct access from the living area leads to the sunroom, where expansive views of the beach unfold, inviting the soothing sounds of the ocean breeze. The open kitchen is a culinary delight, boasting granite countertops, white cabinetry, and modern appliances. Fully stocked with cooking essentials, it invites you to whip up delicious meals during your stay. Two bar stools at the counter offer a casual dining spot, perfect for quick breakfasts or leisurely conversations while enjoying the coastal ambiance. The sunroom, bathed in natural light, features a dining table where you can savor your meals with a backdrop of panoramic views. Ceiling-to-floor sliding glass doors seamlessly connect the interior to the outside paved patio, creating a seamless transition between indoor and outdoor living. The patio, surrounded by local landscaping, showcases beautiful stone mosaic tables and benches, providing an inviting space for al fresco dining or simply basking in the coastal atmosphere. Grills are available for those who wish to indulge in a beachfront barbecue experience. The highlight of Las Hermanas #2 is undoubtedly the private beach access. A paved path leads from the patio to the sandy shores, where sun loungers await, inviting you to soak up the Florida sun. Experience breathtaking sunsets over the Gulf of Mexico, creating a spectacular backdrop for memorable evenings. The bedroom is a serene retreat with a plush king-sized bed, ensuring a restful night’s sleep. Ample storage is provided by a large dresser, and the strategically placed windows offer captivating views of the beach, allowing you to wake up to the sight and sound of the Gulf. The bathroom features a bathtub and shower combination, a granite vanity, and soft towels that add a touch of luxury to your daily routine. Las Hermanas #2 is not just a vacation rental; it’s a sanctuary where coastal charm meets modern comfort. Whether you’re seeking a romantic getaway or a family beach vacation, this hidden gem on Longboat Key promises an unforgettable experience with its inviting interiors, private beach access, and mesmerizing views of the Gulf. Las Hermanas Oasis Situated on the pristine shores of Longboat Key beach, Las Hermanas stands as a timeless retreat, embodying the essence of Old Florida coastal charm. Once known as the Starfish Motel over 30 years ago, this idyllic haven was aptly renamed "The Sisters" in homage to the owner’s four daughters, who frolicked on these sands as little girls and continue to create cherished memories with their extended families today. This beachfront oasis comprises four individual and fully equipped accommodations, including two cozy studios and two spacious one-bedroom retreats. The allure of Las Hermanas lies not only in its familial history but in its direct connection to the Gulf of Mexico, offering guests a front-row seat to the breathtaking beauty of the Gulf. A large paved patio beckons guests to unwind and revel in the coastal splendor, with private beach access, sun loungers, grills, and outdoor dining furniture creating an inviting atmosphere for relaxation and camaraderie. Conveniently located close to shops, restaurants, and a grocery store, Las Hermanas invites visitors to immerse themselves in the perfect blend of tranquility and accessibility, ensuring an unforgettable retreat on the sun-kissed shores of Longboat Key. Nearby Attractions • Joan M Durante Park • Bayfront Recreation Center Tennis, Pickleball & Kayaking • Bridge Street Shopping & Dining Restaurants • Shore Longboat Key – Upscale waterside dining with gorgeous views of the bay • Hugo II – A top-rated must-try hidden gem on Longboat Key! • Dry Dock Waterfront Grill – Great for the whole family with gorgeous bay-front views • Maison Blanche – Top-rated modern French cuisine in the heart of Longboat Nearby Beaches • Longboat Key Beach 600 ft • Beer Can Island Beach 2.9 mi • Coquina Beach 3.9 mi • Cortez Beach 4.3 mi • Bradenton Beach 5 mi • Anna Maria Island Beach 7 mi Closest Airports • Sarasota Bradenton International Airport 15 mi • St. Pete-Clearwater International Airport 48 mi • Tampa International Airport 57 mi Longboat Key Life Longboat Key is a quieter gulf-side retreat located between Lido Key and Anna Maria Island along Florida’s southwest coast. The barrier island is surrounded by the beautiful Gulf of Mexico and Sarasota Bay. The island’s eastern shoreline is covered in mangroves with hidden canals and marinas. On the western shoreline, you can walk for miles on the white sandy beaches and swim in the gentle gulf. Imagine spending your days beachcombing, snorkeling, kayaking, paddle boarding, fishing, sailing, golfing, or cycling along the island’s winding bike path. Longboat Key is known for its abundance of dining options. With the Gulf and Sarasota Bay in its backyard, many restaurants focus on serving local, fresh seafood while visitors enjoy amazing waterfront views. Just south and across the bridge is bustling St. Armand’s Circle, a popular destination filled with boutiques, cafes, restaurants and tropical landscaped courtyards. Head north on Longboat Key, cross the Longboat Pass bridge, and find yourself on Bradenton Beach, Anna Maria Island and Holmes Beach. This area offers gorgeous, white sandy beaches, crystal clear water, fun waterfront bars, restaurants and a variety of shops. Town of Longboat Key: RRR-01192.2024

Lobster Key

Cortez, FL, US
3 Bedrooms 7 Guests
Aug 31 - Sep 2
$150 night

Lobster Key by Anna Maria Vacations Home in Cortez, Florida Experience the charm of Cortez Village at Lobster Key, an elevated home just minutes from Anna Maria Island’s beautiful beaches! This three-bedroom, two-bath retreat features a private pool, in-ground spa, and a spacious backyard with outdoor living areas, a pool table, and corn hole, all perfect for relaxing, entertaining, and enjoying island life. Located near local restaurants, boat ramp access, and just a short drive to the Gulf beaches, Lobster Key is your ideal destination for a memorable vacation filled with water adventures and coastal tranquility! Highlights • 1 mile to the beach in Bradenton Beach • 3 Bedroom / 2 Bath • 2 King beds, 1 twin-over-queen bunk • Private pool and in-ground spa • Pool table and corn hole • Tiki Bar and Outdoor Lounge • Close to Cortez’s local attractions and waterfront restaurants • 1.5 miles to Anna Maria Island beaches and water activities • 3 Parking Spaces Relax outdoors in your lush backyard, featuring a private pool, hot tub, and a covered patio with outdoor seating and an outdoor bar, perfect for outdoor drinks and meals. Challenge friends to pool or corn hole or simply unwind in the pool and hot tub while enjoying the island’s peaceful water views. Inside, the spacious living area features a large leather sectional that comfortably seats everyone for movie nights or relaxing with friends. The kitchen is equipped with stainless steel appliances, essential cookware, and utensils for preparing group favorites. Dine indoors or enjoy the breathtaking view from the outdoor dining table with an umbrella beneath the covered patio, perfect for island-inspired meals or sunset cocktails. Retreat to the primary bedroom with a king bed, vibrant beach-themed decor, a TV, and an ensuite bathroom with a walk-in shower for premium relaxation. The second bedroom also has a king bed, while the third bedroom offers a twin-over-queen bunk, ideal for kids or additional guests. These rooms share the hall bathroom with a shower and tub. A washer and dryer upstairs add convenience for longer stays. Room Details • Primary Bedroom: King bed, ensuite with walk-in shower • Second Bedroom: King bed • Third Bedroom: Twin-over-queen bunk Parking for boats and RVs is available, and the boat ramp is just a couple of houses away, making water adventures effortless. Book Lobster Key today and enjoy a waterfront paradise with everything you need for an unforgettable vacation. Dive into water play, explore local shops and restaurants, or relax by the pool and hot tub. Reserve your stay now and experience all that the historic Cortez Village and Anna Maria Island have to offer in style! - This property does not allow pets. 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by Anna Maria Vacations, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Vacations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Mermaid’s Landing

Holmes Beach, FL, US
6 Bedrooms 12 Guests
Aug 31 - Sep 3
$1,289 night

110 11th Street South - Bradenton Beach - FL 34217 Relax and unwind in this b custom built and professionally decorated 6 bedroom 4 bath home located just steps from both the Gulf of Mexico and the bay. This coastal style property boast luxurious views from each room and features smart tvs in all the bedrooms as well as the living room and the outdoor pool area. With a bunk-room for the kids and king beds in the other 5 bedrooms there is lots of room for you and your family to spread out and enjoy your island vacation. The custom gourmet kitchen is large enough to cook for the whole family and the outdoor pool area features a grill and outdoor seating. The kitchen is stocked with pots, utensils, coffee pot, blender and service for 12. With amenities like bikes, beach chairs and umbrella, pool tools and a wagon to put it all in all you need to bring is your suitcase and groceries. Take the free trolley to Bean Point, or down to historic Bridge Street. Eat at restaurants like Beach Bistro, Chateau Anna Maria, grab burger’s at Skinny’s, or watch the sunset at the Sandbar. Go parasailing, take a sunset cruise or paddleboard on the crystal clear blue waters in the Gulf of Mexico. ​​​​​​​We might be only 7 miles long but Anna Maria has everything you could possibly need for your perfect beach vacation. Traveling with a little one? All our homes come with pack & plays and highchairs. Need more? There are several great rental places that have everything from baby gates to golfcarts, and they will drop them right off at your vacation property for you. No need to pack beach towels we provide those for you. Remember we are laid back and on Island time - Flip-flops and shorts are ok for breakfast, lunch and dinner no need to overpack you will most likely be in your cutest bathing suit or bikini anyways. No need to pay the crazy high fees to check all those bags! With Publix, CVS, and Walgreens right on the island you can grab any sunscreen, hair product anything needed, why haul it all with you? ​​​​​​​You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property" Guests are allowed up to 2 dogs provided they are housebroken and must be friendly with other dogs and people. Pet must be disclosed up front at the time of inquiring/booking. A one-time non-refundable fee of $150 (per pet) will be due at the time of booking to accommodate for extra cleaning/pet sanitation. Should we receive complaints from neighbors of barking/disruption we reserve the right to ask you to remove the pet immediately. In addition, a refundable damage deposit of $250 will be collected at the time of booking. If pet odors/waste or any other remediation occur as a result of their stay, we will withhold all or a portion of the damage deposit. Undeclared pets will be charged $500 and you will be required to vacate the property. By booking this property you are agreeing to the terms and fees associated with bringing an approved pet. We closely monitor all properties.

Golden Glow

Bradenton Beach, FL, US
5 Bedrooms 10 Guests
Aug 24 - 26
$645 night

Golden Glow by AMI Locals TPL26-000025, DWE5105519 Golden Glow is a brand new luxury five-bedroom, five-bath waterfront retreat located in the heart of Bradenton Beach on Anna Maria Island. Designed for elevated coastal living, this stunning new construction home offers breathtaking bay views, a private dock, and a rooftop deck built for unforgettable sunsets. Just steps from the Gulf beaches and minutes from Bridge Street dining and shopping, Golden Glow delivers the perfect blend of location, luxury, and laid back island living. Highlights • New construction luxury home • Bayfront property with private dock • Rooftop deck with water views • 5 Bedrooms | 5 Bathrooms • 5 King beds • Steps to Bradenton Beach and Gulf access • Private dock with approximately 4 feet of water at low tide • Ping pong table and outdoor games • Beach chairs and beach cart • Pets allowed with host approval • 5 Parking spots • Washer and dryer Golden Glow was designed to impress from the ground up. The private dock offers direct bay access and can accommodate boats up to approximately 35 feet, making it ideal for guests looking to explore the surrounding waters. Outdoor living spaces invite you to relax and unwind, from the spacious rooftop deck with panoramic views to the ground level recreation area featuring ping pong and yard games. Whether you are starting your morning with coffee overlooking the bay or ending the day watching the sunset from above, every space enhances the island experience. Inside, Golden Glow features a bright and modern coastal design with clean lines, natural light, and upscale finishes throughout. The open concept living area offers comfortable seating and large windows that frame the water views, creating a welcoming space for gathering after a day at the beach. The chef inspired kitchen is beautifully appointed with high end appliances, generous counter space, and a large island perfect for casual meals or entertaining. Adjacent dining areas provide ample seating for group dinners and celebrations. Each bedroom at Golden Glow is designed as a private retreat, featuring a king-sized bed, ample closet space, and a dedicated ensuite bathroom. The primary suite stands out with serene water views and a spa like bathroom complete with a standalone soaking tub and a walk-in shower. The remaining guest bedrooms each include ensuite bathrooms with walk-in showers, ensuring comfort and privacy for every guest. Room Details • Primary Bedroom: King bed, ensuite bathroom with walk-in shower and standalone soaking tub • Bedroom 2: King bed, ensuite bathroom with walk-in shower • Bedroom 3: King bed, ensuite bathroom with walk-in shower • Bedroom 4: King bed, ensuite bathroom with walk-in shower • Bedroom 5: King bed, ensuite bathroom with walk-in shower Golden Glow includes a washer and dryer, beach chairs, and a beach cart for easy trips to the shore. Located on 11th Street South in Bradenton Beach, the home is just a short walk to the Gulf beaches and minutes from Bridge Street, where guests can enjoy local restaurants, shopping, and island entertainment. This prime location makes it easy to explore Anna Maria Island while still enjoying a peaceful waterfront setting. Golden Glow by AMI Locals is a rare opportunity to experience brand new luxury on the water in Bradenton Beach. With its private dock, rooftop views, spacious ensuite bedrooms, and unbeatable location near the beach and Bridge Street, this home is designed for unforgettable coastal getaways. Secure your dates today and start counting down to your Anna Maria Island escape. - This home is managed by AMI Locals, an Anna Maria Island property management company. With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. 5 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Beach House w/ Pool: 3 Mi to Anna Maria Island!

Cortez, FL, US
3 Bedrooms 6 Guests
Aug 31 - Sep 3
$419 night

Enjoy an island escape right here in the States at ‘Caribbean Retreat,’ a breezy Bradenton vacation rental on Palma Sola Bay. For some peace among the palms, look no further than the canalfront backyard boasting a brand new, color-lit pool and furnished deck. Experience coastal living from the comfort of home or venture 3 miles out to Bradenton Beach for a change of shoreline. Also minutes from this 3-bedroom, 2-bath abode is Anna Maria Island, home to beautiful beaches and unique boutiques! -- THE PROPERTY -- Newly Remodeled | Outdoor Oasis | Family Friendly | 3 Mi to Bradenton Beach With a full kitchen and spacious living area, along with a private pool deck to soak up some sun and a screened porch for when you’re needing some shade, this professionally designed 1,900-square-foot home is the perfect host for your family's next beach getaway! Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: 2 Twin XL Beds (or Queen Bed - connector provided) POOL DECK: Newly-built swimming pool (heated for an additional nightly fee and two days advance notice because it takes two days to heat up, max heat 85 degrees) with light effects (colors change at night), lounge chairs, patio furniture, gas grill, screened lanai, beach chairs, beach towels, sun umbrella INDOOR LIVING: Brand new furnishings, appliances and bathrooms; flat-screen Smart TVs with cable, kitchen table, dining table KITCHEN: Fully equipped, brand new stainless steel appliances, oversized granite peninsula, 6-person breakfast bar, drip coffee maker, toaster, double-door refrigerator w/ icemaker, spices GENERAL: Free WiFi, linens/towels, washer/dryer, hairdryer, starter toiletries PARKING: Garage (2 vehicles), driveway (2 vehicles) -- THE LOCATION -- LOCAL HOTSPOTS: Cortez Clam Factory (0.2 miles), Fire & Stone Pizza (0.6 miles), Cortez Kitchen (1.6 miles), Swordfish Grill (1.6 miles), Tide Tables Restaurant and Marina (2.0 miles), Beach House Restaurant (2.7 miles), Anna Maria Oyster Bar on the Pier (2.9 miles), Shore Longboat Key (5.4 miles) BEACHES: Bradenton Beach (3.0 miles), Cortez Beach (3.0 miles), Coquina Beach (4.1 miles), Anna Maria Public Beach (4.9 miles), Manatee Public Beach (4.9 miles), Beer Can Island (5.1 miles), Longboat Key Beach (7.3 miles), Bean Point Beach (8.6 miles) GOLF COURSES: Timber Creek Golf Course (3.0 miles), Manatee County Golf Course (4.2 miles), Pinebrook Ironwood Golf Course (4.4 miles), IMG Academy Golf Club (5.6 miles), Sara Bay Country Club (8.6 miles), River Run Golf Links (10.1 miles), Longboat Key Golf Club (14.6 miles) ATTRACTIONS: Florida Maritime Museum (1.5 miles), IMG Academy (5.2 miles), DeSoto National Memorial Park (6.4 miles), Escape Bradenton (6.7 miles), The Bishop Museum of Science and Nature (8.4 miles), Riverwalk (8.7 miles), Manatee Village Historical Park (9.8 miles), The John and Mable Ringling Museum of Art (10.6 miles), Sarasota Jungle Gardens (11.9 miles), Mote Marine Laboratory & Aquarium (15.2 miles) HIKING AREAS: Leffis Key (3.9 miles), Neal Preserve (7.3 miles), Robinson Preserve (7.0 miles) AIRPORTS: Sarasota-Bradenton International Airport (11.8 miles), Tampa International Airport (52.0 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 property has a strict max occupancy of 6 guests. Groups that exceed 6 will be fined - IMPORTANT: There is an optional pool heat fee of $25/night (+ fees & taxes, paid pre-trip, applied to entire stay). Please contact the Guest Contact two days prior to arrival if you wish to utilize the pool - NOTE: Your safety matters. There is a Ring doorbell security camera, located next to the front door facing out. It does not look into any interior spaces - NOTE: Absolutely NO events, parties or large gatherings. Guests that violate this rule will be subject to a post-stay fine Licence number: 51-8018032330-2

Marmalade Mermaid

Bradenton Beach, FL, US
3 Bedrooms 8 Guests
Aug 31 - Sep 3
$452 night

For true Southern Living and if only the best will do, this beautiful Island vacation home is for you! Being only one house from the lovely beaches of Anna Maria Island and three houses to Tampa Bay you can enjoy all the waterways the Island has to offer! This is a historical cottage that has been totally remodeled for your enjoyment. Marmalade Mermaid is not even 100 steps to the beach access and the crystal blue waters of the Gulf of Mexico, fringed with seven miles of white sand beach which stretches out in a gentle curve in both directions. Marmalade Mermaid is only three houses from Tampa Bay where you can put in your paddleboards or kayaks easily. This home is near Leffis Key so you can paddle many mangrove lines and see loads of wildlife. Since this home is a historical cottage, the windows do not open throughout the home. HIGHLIGHTS • 140 feet from the beach • 1456 sq. ft. • 128 sq. ft. of deck space • Centrally located near Bridge Street • Small dog friendly • Heated swim spa (14x8 ft, 4 ft depth) BEDROOMS • Sleeps 8 • Primary Bedroom: Ensuite King and Two Twins • Second Bedroom: Ensuite King • Third Bedroom: Full BATHROOMS • Primary Ensuite: Walk-in Shower • Second Ensuite: Walk-in Shower • Third Bathroom: Shower/Tub Combo EXTERIOR Step outside and take in a tropical backyard with a heated swim spa for shared guest use. The swim spa is 14 ft. x 8 ft. and the temperature is set at 86 F. Water temperatures may be lower during the winter months. Please note if cold days occur, water temperatures will drop and may stay cooler longer. Pool and Spa heaters might not operate and will automatically shut down if outside temperatures get too cold. While we take every precaution to ensure that pool or spa is heated as specified, weather conditions may affect the temperature of the pool. Nothing can be done about this issue. If the pool or spa equipment malfunction during your stay, Property Manager will expedite repairs as quickly as possible. It may be necessary to close pool for maintenance purposes. No refund or rent adjustment will be made for circumstances beyond our control, malfunctions, or loss of use of equipment or amenities. There are enough parking spaces for at least three cars at this property. Small dogs under 25 lbs. are welcome for a non-refundable pet fee of $150 per pet per stay. The pet fee does not cover any damage caused by the pet. Please keep in mind that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Hosted by RedAwning Vacation Rentals, over 1,000,000 Guests Served Welcome to RedAwning, a whole new way to travel. We make staying in a unique home or apartment easier than staying at a hotel. By partnering with local hosts throughout North America, we provide you with the broadest collection of homes in the most destinations. Every stay includes our experienced 24/7 customer assistance, our free mobile app, and accidental damage protection for your trip with no security deposits. Wherever you want to go, RedAwning is here to make your journey easier! Want your own property to be included here and in the RedAwning Collection? Join Us and we will instantly promote your property everywhere guests shop for travel.

Seaside Manor

Bradenton Beach, FL, US
3 Bedrooms 7 Guests
Aug 27 - 29
$249 night

Seaside Manor by Anna Maria Island Accommodations TPL21-000096, DWE5105083 Welcome to Seaside Manor, a beautifully updated 3-bedroom, 2-bathroom vacation home just a two-minute walk from the sugar-white sands of Bradenton Beach. With a private pool and spa, multiple living spaces, and a location steps from the free island trolley, this home is the perfect spot for families and friends looking for a relaxed Anna Maria Island escape. Highlights -2-minute walk to Bradenton Beach -3 Bedrooms / 2 Bathrooms -2 Kings, 1 Twin with Trundle, 1 Twin Daybed -Private pool with spa -Outdoor shower -Poolside dining area -Two living rooms with plenty of seating -Walk to shared dock Washer and dryer -2 parking spaces The backyard is your private paradise, swim in the sparkling pool, lounge on the sun shelf, or soak your worries away in the spa. The covered patio offers conversation seating, Adirondack chairs, and a dining table, perfect for poolside meals. Rinse off in the outdoor shower after the beach, then stroll to the nearby shared dock for peaceful sunrise views or head to the Gulf shore for breathtaking sunsets. Inside, you’ll find two spacious living rooms designed for relaxation. Both feature cozy seating, TVs, and plenty of room to gather for games or movie nights. The updated kitchen is equipped with stainless steel appliances, granite countertops, and a cooktop island with counter seating, while the dining room is ideal for enjoying meals together. An additional table in the living area provides extra space for board games or casual snacks. Each bedroom is thoughtfully designed with crisp linens and TVs for evening entertainment. The primary suite includes a king bed, TV, and ensuite bathroom with a walk-in shower. The second bedroom also features a king bed and TV, while the third bedroom has a twin bed with trundle. A twin daybed in the living area provides additional accommodations. Room Details -Primary Bedroom: King bed, TV, ensuite bathroom with walk-in shower -Second Bedroom: King bed and TV -Third Bedroom: Twin with trundle and TV -Living Area: Twin daybed Seaside Manor is located just three houses from a trolley stop, making it easy to explore the island without driving. Guests can quickly reach boutique shops on Pine Avenue, dine at waterfront restaurants, or join a dolphin and manatee tour. A washer and dryer are included for your convenience during extended stays. With its unbeatable location, private pool and spa, and spacious design for family and group getaways, Seaside Manor is your ideal Bradenton Beach retreat. Book your stay today and make lasting memories on beautiful Anna Maria Island! - There are no pets allowed in this home. *Please note: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by AMI Accommodations, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bay Dreaming

Bradenton Beach, FL, US
6 Bedrooms 12 Guests
Aug 30 - Sep 1
$625 night

Bay Dreaming DWE5105519 Welcome to Bay Dreaming, a brand new six-bedroom, six and a half bath luxury vacation rental in Bradenton Beach, just steps from the sugar white sands of Anna Maria Island. Completed in October 2025, this coastal boho retreat is thoughtfully designed for large families and group getaways, offering an unbeatable island location near Bridge Street, the beach, and the free Anna Maria Island trolley. With multiple private balconies, a rooftop deck, and a heated saltwater pool with an infinity edge spa, Bay Dreaming delivers a true resort style experience in the heart of Bradenton Beach. Highlights • Short walk to the beach • 6 Bedrooms / 6.5 Bathrooms • 5 King beds, 1 Twin over Twin bunk bed • Heated saltwater pool with infinity edge spa • Rooftop deck with seating and views • Outdoor TV and propane grill • Beach chairs and beach cart included • Washer and dryer • Pet friendly with host approval • Parking for up to 4 vehicles Step into your private backyard oasis featuring a heated saltwater pool with an infinity edge spa, surrounded by lounge chairs and lush tropical landscaping. An outdoor dining area for six, a propane grill, and a large outdoor TV make this space perfect for cookouts, game days, and evening swims after the beach. The rooftop deck offers elevated island views and plenty of seating, ideal for sunset cocktails or morning coffee. Multiple balconies throughout the home provide peaceful outdoor escapes on every level. The open concept main living level is bright, spacious, and thoughtfully designed for gathering. The living room features plush seating and a large TV, creating a comfortable space to relax together. The fully equipped kitchen boasts a large center island with seating for five, modern appliances, and ample counter space for group meals. Adjacent is a dining table that comfortably seats eight, making it easy to enjoy shared meals after a day on the island. The primary suite is a private retreat with a king bed, balcony access, and a spa inspired ensuite bathroom featuring a standalone soaking tub, walk-in shower, and dual vanities. Five additional bedrooms are designed for comfort and privacy. Four king bedrooms each include ensuite bathrooms with walk-in showers. The bunk room features a twin over twin bunk bed and an ensuite bathroom with a shower and tub combination, making it ideal for kids or younger guests. A convenient half bathroom is also located on the main living level. Room Details • Primary Bedroom: King bed, ensuite bathroom with soaking tub and walk-in shower • Bedroom 2: King bed, ensuite bathroom with walk-in shower • Bedroom 3: King bed, ensuite bathroom with walk-in shower • Bedroom 4: King bed, ensuite bathroom with walk-in shower • Bedroom 5: King bed, ensuite bathroom with walk-in shower • Bedroom 6: Twin over Twin bunk bed, ensuite bathroom with shower and tub combo • Half Bathroom: Main living level Additional amenities at Bay Dreaming include a wet bar with a sink and mini fridge, a full size washer and dryer for added convenience during longer stays and thoughtfully placed indoor and outdoor seating areas that allow guests to relax and spread out comfortably throughout the home. Bay Dreaming is perfectly positioned in Bradenton Beach, just a short walk to the Gulf and Bridge Street, where you will find island dining, and shopping. Hop on the free Anna Maria Island trolley or bike along the coast to explore Holmes Beach and Anna Maria City. From its brand new coastal design and private pool to its walkable beach location and spacious layout, Bay Dreaming by AMI Locals is the perfect setting for unforgettable Anna Maria Island memories. Secure your dates today and start counting down to your dream beach getaway. - This home is managed by AMI Locals, an Anna Maria Island property management company. With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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Vacation Rentals Near Longboat Key

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