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Best Vacation rentals and Airbnb offers in Longboat Key, FL
Longboat Key, FL
08/20 – 08/22
$344/nighttotal: $688 (2 )
Silver Sands #233
1 2
house , Longboat Key
This beachfront condo in Longboat Key offers direct access to the beach and is located 15 miles from the John and Mable Ringling Museum of Art. This accommodation sleeps up to 7 guests and features a fully equipped kitchen with a dishwasher, a balcony, free private parking, complimentary WiFi, a swimming pool, a fitness center, a tennis court, and an on-site children's playground.
9.4 18 reviews
Longboat Key, FL
12/26 – 12/31
$258/nighttotal: $1290 (5 )
Charming Longboat Key Bungalow Minutes From Beaches, Restaurants, Parks
1 2
apartment , Longboat Key
This Longboat Key condo rental is less than a mile from Longboat Key's beaches and Cannons Marina, with Jewfish Key a short 2.7-mile drive away. This 520-square-foot apartment features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, in-unit laundry, a private patio, and a smart TV.
9.5 4 reviews
Longboat Key, FL
08/22 – 09/05
$213/nighttotal: $2982 (14 )
Cedars East Stunner, Beautiful Condo Near Beach
2 3
apartment , Longboat Key
This three-story townhome, part of the Cedars East Resort and Club on Longboat Key, Florida, is located one mile from the Gulf of Mexico beach. The 2-bedroom, 2.5-bathroom rental sleeps six guests and features a fully equipped kitchen, in-unit laundry, a ground-floor garage with beach gear and grill, and access to resort amenities including an Olympic-size pool and fitness center.
9.5 35 reviews
Longboat Key, FL
07/11 – 07/17
$201/nighttotal: $1206 (6 )
Fm-near Beaches And Img, Pool, Tennis, Pickleball, Shorewalk Condo 2 Bedroom/2 Bath Lake View
2 3
apartment , Bradenton
This Bradenton apartment is located just over a mile from Arcadeland and IMG Academy, offering easy access to entertainment and sports facilities. The apartment consistently receives excellent ratings for location, cleanliness, and overall user experience. The two-bedroom apartment spans 1250 square feet and comfortably accommodates up to four guests. It features a fully equipped kitchen, two bathrooms, a patio, a washing machine, a TV, table tennis, internet access, and parking.
Longboat Key, FL
07/18 – 07/21
$339/nighttotal: $1017 (3 )
Gulf Coast Getaway Pool Mini Putt Fenced Yard
1 9
house , Palmetto
This house is located in Palmetto, 11 miles from Sarasota International Convention Center and 12 miles from the John and Mable Ringling Museum of Art. This 1800 square feet accommodation features 3 bedrooms, 2 bathrooms, a private outdoor swimming pool and garden, a fully equipped kitchen, and on-site parking with free WiFi, accommodating up to 14 guests.
Longboat Key, FL
07/11 – 07/17
$385/nighttotal: $2310 (6 )
Silver Sands #236
1 3
house , Longboat Key
Silver Sands #236 is a beachfront villa in Longboat Key, offering direct access to Longboat Key Beach and situated 15 miles from the John and Mable Ringling Museum of Art. This accessible villa accommodates up to 7 guests with a private balcony, a fully equipped kitchen, complimentary WiFi, and on-site cycling activities.
10 27 reviews
Longboat Key, FL
12/26 – 12/31
$555/nighttotal: $2775 (5 )
Sunset And Beach View Unit 402
1 2
apartment , Longboat Key
This Longboat Key condo rental, located in a Gulf of Mexico-facing tower with direct beach access, offers stunning sunset views from a private balcony. The fourth-floor unit features one bedroom, one bathroom, sleeps six with two queen beds and a sleeper sofa, and includes a fully equipped kitchen, swimming pool access, and modern amenities like cable TV.
9.6 5 reviews
Longboat Key, FL
07/01 – 07/08
$351/nighttotal: $2457 (7 )
Waterfront, Spa/pool, Private Paradise On Lbk!
1 2
apartment , Longboat Key
This Longboat Key condo, near Sarasota Bay, offers direct bay views and is a 15-minute walk from a private beach, a short drive from Longboat Village, Harry's, and Joan M. Durante Community Park. This 1500-square-foot, two-bedroom, two-bathroom unit features an open-plan kitchen and den, accommodating four guests, and includes a fully equipped kitchen, in-unit washer/dryer, access to a heated pool, hot tub, and tennis court.
9.9 385 reviews
Longboat Key, FL
07/15 – 07/24
$288/nighttotal: $2592 (9 )
Casa Del Río! Beaches, Img, Boating & Riverwalk.
3 6
apartment , Bradenton
This Bradenton vacation home is located in the River District, just a short walk from the lively waterfront, restaurants, and shops. It's also within easy reach of the Bishop Museum of Science and Nature, LECOM Park, and the Manatee Memorial Hospital. Guests consistently rate the home excellent for location, cleanliness, and overall experience. The 3-bedroom, 2-bathroom home comfortably accommodates up to 7 guests and offers 1360 square feet of space. Enjoy the Florida sunshine in the garden, relax on the patio, or cook a meal in the fully equipped kitchen.
10 3 reviews
Longboat Key, FL
08/22 – 09/05
$268/nighttotal: $3752 (14 )
Townhome, Tennis Resort, Pool, Tiki Bar, Beach
1 3
house , Longboat Key
This fully furnished, three-level townhouse is located in the Cedars East Resort district of Longboat Key, a short walk from the beach. This turnkey property offers resort-style living with a heated junior Olympic pool, on-site restaurant, tiki bar, and direct fishing dock access, accommodating up to 5 guests with 2 bedrooms, 2 bathrooms, and a private garage.
10 78 reviews
Longboat Key, FL
07/15 – 07/24
$461/nighttotal: $4149 (9 )
Beach Getaway Pool, Spa, Mini Golf, Walk To Beach
1 6
apartment , Holmes Beach
This two-bedroom, two-bathroom Holmes Beach vacation rental is ideally located within a 10-minute walk of Bradenton Beach and Island Gallery West, and within 15 minutes of Manatee Public Beach. This family-friendly house features a private pool and spa, a garden, barbecue grills, and a fully equipped kitchen, making it perfect for a relaxing beach getaway.
9.6 42 reviews
Longboat Key, FL
08/20 – 08/22
$406/nighttotal: $812 (2 )
Gulf Getaway Beach Castle #12 By Rva
2 2
apartment , Longboat Key
Beach Castle Resort #12 By Rva is located on Longboat Key, just a mile from the beach and Cannons Marina, offering a peaceful escape near the water. The resort consistently receives excellent ratings for its location, cleanliness, and overall experience. This two-bedroom condo comfortably sleeps six guests and features a fully equipped kitchen, a sofa bed, and a terrace. Guests can enjoy amenities like a swimming pool, a jacuzzi, a tennis court, and free WiFi, making it a great choice for families or groups looking for a relaxing beach vacation.
Best Longboat Key, FL vacation rentals with a balcony
9.9 17 reviews
Longboat Key, FL
07/01 – 07/08
$382/nighttotal: $2674 (7 )
Beachcomber Unit 401
1 2
apartment , Longboat Key
This Longboat Key apartment is located just a short walk from the beach, offering easy access to the beautiful sands and turquoise waters of the Gulf of Mexico. The apartment has excellent ratings for location, cleanliness, and user experience. The comfortable unit features one bedroom and one bathroom, comfortably accommodating up to four guests. Amenities include a private pool, a fully equipped kitchen, a terrace, and free Wi-Fi, making it an ideal choice for a relaxing and enjoyable vacation.
9.4 3 reviews
Longboat Key, FL
12/26 – 12/31
$716/nighttotal: $3580 (5 )
Completely Renovated, Brand New Furnishings, Beach Castle 21
3 2
apartment , Longboat Key
This ground-floor condo at Beach Castle Resort on Longboat Key boasts private beach access, a short walk to Sarasota Bay and the Gulf of Mexico, and easy access to St. Armands Circle and Anna Maria Island. The 1,010-square-foot unit features two bedrooms, two bathrooms, sleeps eight guests, and includes a fully renovated kitchen, a terrace, access to resort amenities like a pool and spa, and beach essentials.
9.0 1 review
Longboat Key, FL
08/20 – 08/22
$415/nighttotal: $830 (2 )
The Beach On Longboat Key #227
1 2
house , Longboat Key
The Beach on Longboat Key #227 is located in Longboat Key, steps from the beach and 11 miles from the John and Mable Ringling Museum of Art. This rental offers direct beachfront access, a swimming pool, a fitness center, tennis courts, and parking, with a capacity for 11 guests.
9.2 23 reviews
Longboat Key, FL
08/20 – 08/21
$103/nightfor 1 night
Studio Yunet 1
1 2
studio , Bayshore Gardens
Studio Yunet 1 in Bradenton is located 2.5 miles from Sarasota Bradenton International Airport, 4.6 miles from the Sarasota International Convention Center, and 4.7 miles from the John and Mable Ringling Museum of Art. This 360-square-foot studio apartment accommodates two guests and features air conditioning, a private terrace, a kitchen with a microwave and fridge, and complimentary WiFi and parking.
Guest-Favorite Family Vacation Rentals in Longboat Key, FL
Find the perfect family vacation rental or Airbnb in Longboat Key, FL with plenty of room to spread out near local beaches.
9.2 41 reviews
Longboat Key, FL
08/20 – 08/22
$124/nighttotal: $248 (2 )
Near To The Beach, Utc Mall, Scf, Img, Airport, Ringling Museum And Much More
1 2
apartment , Bayshore Gardens
This one-bedroom apartment is located in Bayshore Gardens, just under a mile from State College of Florida and a little over a mile and a half from IMG Academy, making it a convenient choice for visitors to these institutions. The apartment has received excellent user ratings, indicating a high level of satisfaction among previous guests. The apartment comfortably accommodates two guests and features a kitchen with a refrigerator and microwave, a spa tub, and a terrace or balcony. Guests can enjoy free WiFi, a Smart TV, and other amenities that contribute to a pleasant and relaxing stay.
10 19 reviews
Longboat Key, FL
12/26 – 12/31
$480/nighttotal: $2400 (5 )
Dog Friendly And Perfect Lbk Location
3 2
apartment , Longboat Key
This Longboat Key vacation rental is ideally located across from Gulf of Mexico Drive, a six-to-seven-minute walk from the beach and under a mile from restaurants like Harry's, Euphemia Haye, and the Lazy Lobster. The 1600-square-foot, three-bedroom, two-bathroom home comfortably sleeps six guests and features a fully stocked kitchen, screened porch with grill and ping pong table, access to Cedar's Racquet Club amenities, and a fenced backyard.
This beachfront condo rental in Bradenton Beach offers stunning views and is a 5-minute walk from Bradenton Beach and Cortez Beach, near the Historic Bridge Street Pier and Bridge Street. This two-bedroom, four-bathroom unit sleeps eight guests and features a fully equipped kitchen, private balcony, free WiFi, and access to building amenities including a playground, sun loungers, and beach towels, plus on-site parking.
9.7 114 reviews
Longboat Key, FL
07/15 – 07/24
$399/nighttotal: $3591 (9 )
Runaway Bay 146 - Bay Views, Beach Access, Pool And Gym
2 6
apartment , Bradenton Beach
This pet-friendly apartment is located just steps from the beach in Bradenton Beach, Florida, and has excellent user ratings. The apartment features a fully equipped kitchen, a spacious living area with a queen-size sleeper sofa, and a private patio with a view of a tranquil pond and fountain. Guests have access to a heated pool, beach access, a tennis court, and a fitness center. The apartment is also located near major tourist destinations such as Busch Gardens, Disney World, Universal Studios, and Sea World.
Frequently Asked Questions about vacation rentals in Longboat Key, FL
What should a first-time visitor not miss in Longboat Key, FL?
For a first-timer, you've got to visit St. Armand's Circle. It's a charming area with upscale shops, restaurants, and the famous St. Armand's Circle Park with its iconic clock tower. And of course, don't miss the beautiful white sand beaches of Longboat Key.
What are the best Airbnb and vacation rentals in Longboat Key, FL?
Which neighborhood in Longboat Key, FL should you consider for a vacation rental?
The north end of Longboat Key is a great option for vacation rentals. You'll find a mix of luxury condos and private homes, and it's close to the beach and some great restaurants.
What are the most popular Airbnbs in Longboat Key, FL?
What are the top family-friendly attractions in Longboat Key, FL?
The Mote Marine Laboratory & Aquarium is a must-see for families. It's a great place to learn about marine life and see some amazing creatures up close. The Longboat Key Club & Resort also has a great kids' club, and the beach is always a hit with families.
What are the best vacation rentals with a pool in Longboat Key, FL?
When is the best time to book a vacation rental in Longboat Key, FL?
The best time to book a vacation rental in Longboat Key is during the shoulder seasons, from April to May or September to October. You'll find better deals and fewer crowds during these months.
What are the best rentals for families and kids in Longboat Key, FL?
What are the best budget-friendly activities in Longboat Key, FL?
You can't beat a day at the beach in Longboat Key. It's free, and there are plenty of public access points. Take a stroll along the Gulf of Mexico, or pack a picnic and enjoy the beautiful views.
What are the best rentals or Airbnbs with a jacuzzi in Longboat Key, FL?
What are the best restaurants with local dishes in Longboat Key, FL?
For local seafood, try The Lazy Lobster. They have a great atmosphere and fresh seafood, and they're known for their delicious lobster rolls. The Euphemia Haye is another favorite, with a classic menu and a focus on fresh, local ingredients.
What are the best walking or cycling routes in Longboat Key, FL?
The Longboat Key bike path is a great way to explore the island. It runs along the Gulf of Mexico and offers stunning views of the water. You can also take a walk or bike ride on the Longboat Key Nature Trail, which winds through a mangrove forest.
Are there pet-friendly attractions in Longboat Key, FL?
Many of the beaches in Longboat Key are dog-friendly, especially during the off-season. Check with the individual beach before you go. You'll also find pet-friendly restaurants and shops around town.
What are the benefits of choosing a vacation rental in Longboat Key, FL?
Vacation rentals offer more space and privacy than hotels, and they often come with amenities like a kitchen and laundry facilities. You can also find rentals in different locations, from beachfront properties to more secluded spots.
What are the top sports attractions and facilities in Longboat Key, FL?
The Longboat Key Club & Resort has a great golf course, tennis courts, and a fitness center. There are also several public tennis courts and pickleball courts in the area.
Destinations nearby
Best Longboat Key, FL vacation rentals with parking
10 61 reviews
Longboat Key, FL
08/22 – 09/05
$294/nighttotal: $4116 (14 )
Coastal Comfort - Beach Castle #23 By Rva
1 3
apartment , Longboat Key
This waterfront condo building is ideally situated within 1 mile of Longboat Key Beaches and Cannons Marina, and 3 miles from Jewfish Key. The resort has excellent ratings for its location, cleanliness, and user experience. The "Walk To Beach/bay, 1st Floor, Beach Castle #23" offer is a 1-bedroom, 1-bathroom condo that can accommodate up to 4 guests. The condo features a fully equipped kitchen, comfortable living area, laundry facilities, and barbecue grills. Guests also have access to a swimming pool, jacuzzi, tennis court, and parking.
9.8 133 reviews
Longboat Key, FL
07/11 – 07/17
$475/nighttotal: $2850 (6 )
Longboat Key Beach House
3 3
apartment , Longboat Key
This Longboat Key beach house is located on a quiet street just a short walk from the beach, restaurants, and shops, offering a peaceful retreat with easy access to everything. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This 3-bedroom, 2-bathroom vacation rental comfortably accommodates up to 9 guests. Enjoy amenities like a private backyard with outdoor seating, a gas grill, and an outdoor shower, plus access to a nearby tennis club with courts, a pool, and a gym.
Longboat Key, FL
12/26 – 12/31
$406/nighttotal: $2030 (5 )
56 M² Apartment ∙ 1 Bedroom ∙ 4 Guests
1 2
apartment , Longboat Key
This bayside condo on Longboat Key is situated between Sarasota Bay and the Gulf of Mexico, offering exclusive tropical garden views and private beach access with complimentary chairs and umbrellas. This updated 1-bedroom, 1-bathroom unit accommodates up to 4 guests and features a private lanai, Smart TVs, high-speed Wi-Fi, keyless entry, reserved parking for 2 cars, and access to resort amenities including a heated pool, hot tub, shared boat docks, and grills.
9.9 122 reviews
Longboat Key, FL
07/11 – 07/17
$151/nighttotal: $906 (6 )
Shorewalk Palms Heaven 2br Villa 2 Pools & Heated Hot Tubs Near Img / Beaches
2 3
apartment , Bradenton
This waterfront apartment is located near Bradenton, just a short distance from Arcadeland and IMG Academy. The apartment has received excellent ratings for its cleanliness, location, and overall experience. This 2-bedroom, 2-bathroom apartment has 1280 square feet of space and can accommodate up to 4 guests. The apartment offers a range of amenities, including a swimming pool, jacuzzi, tennis court, and a balcony with stunning views of the water.
Check Out Vacation Rentals with a Pool in Longboat Key, FL
A vacation rental with a pool in Longboat Key, FL is the perfect amenity to complement your time spent by the water.
9.9 26 reviews
Longboat Key, FL
08/22 – 09/05
$237/nighttotal: $3318 (14 )
The Tree House By The Beach
2 3
apartment , Longboat Key
This Cedars East Resort townhouse on Longboat Key offers easy beach access via nearby paths, providing a prime location on a quiet cul-de-sac. The two-bedroom, two-bathroom condo sleeps six, boasting a fully stocked kitchen, sunroom, and access to resort amenities including a pool, tennis court, fitness center, and free bike rentals.
9.5 41 reviews
Longboat Key, FL
07/11 – 07/17
$209/nighttotal: $1254 (6 )
Comfy Florida Condo Near Beach In Bradenton Florida
2 3
apartment , South Bradenton
This 2-bedroom, 2-bathroom apartment is located in the heart of South Bradenton, within walking distance of IMG Academy and Smugglers Cove Adventure Golf. The apartment is rated "excellent" for its location, cleanliness, and user ratings. It can accommodate up to 4 guests and features a fully equipped kitchen, a private balcony, and access to a fitness center and a spa tub. Enjoy relaxing in the garden, swimming in the pool, grilling in the barbecue area, or simply enjoying the views from your private balcony. The apartment is also pet-friendly and offers parking, making it the perfect home away from home for your vacation in South Bradenton.
8.6 125 reviews
Longboat Key, FL
08/20 – 08/22
$282/nighttotal: $564 (2 )
Cozy Beach Studio Silver Sands #251a By Rva
1 2
studio , Longboat Key
Silver Sands #251 Resort By Rva is located on Longboat Key, just a short walk from Longboat Key Beaches and Cannons Marina, and within a 3-mile radius of Coquina Beach and Bradenton Beach. Guests consistently rate the accommodation very good for its location, cleanliness, and overall experience. This smoke-free condo features a fully equipped kitchen, a TV with a DVD player, a washing machine, and a sofa bed for additional sleeping arrangements. Amenities include a garden, barbecue grills, a swimming pool, a tennis court, and a terrace or balcony for outdoor relaxation and dining.
9.0 1 review
Longboat Key, FL
08/20 – 08/21
$515/nightfor 1 night
Silver Sands #254
1 2
house , Longboat Key
Silver Sands #254 is a beachfront condo in Longboat Key, offering direct access to Longboat Key Beach and located 15 miles from Sarasota International Airport and the John and Mable Ringling Museum of Art. This accommodation features a private balcony, a fully equipped kitchen with a dishwasher and oven, complimentary WiFi, and parking, with facilities accessible for disabled guests and proximity to cycling activities.
Find the Best Seaside Vacation Rentals in Longboat Key, FL
Discover beautiful beach towns with these seaside vacation rentals in Longboat Key, FL, perfect for relaxing near the coast and exploring the shore.
9.5 14 reviews
Longboat Key, FL
08/22 – 09/05
$306/nighttotal: $4284 (14 )
Pet-friendly Cedars East Unit 847 By Rva
2 3
apartment , Longboat Key
10 1 review
Longboat Key, FL
07/18 – 07/21
$711/nighttotal: $2133 (3 )
210 M² House ∙ 4 Bedrooms ∙ 12 Guests
4 9
house , Bradenton
8.8 238 reviews
Longboat Key, FL
08/20 – 08/21
$459/nightfor 1 night
Silver Sands #243a Resort By Rva
1 2
resort , Longboat Key
9.7 147 reviews
Longboat Key, FL
07/01 – 07/05
$2071/nighttotal: $8284 (4 )
Luxury Beach Retreat: Rooftop Views, Pool And Spa
7 8
apartment , Bradenton Beach
Discover 5-Star Vacation Rentals in Longboat Key, FL
Experience 5-star comfort in a luxury Longboat Key, FL vacation rental designed with premium amenities throughout.
9.2 80 reviews
Longboat Key, FL
08/22 – 09/05
$262/nighttotal: $3668 (14 )
Relax At Gulf Silver Sands Resort #232, Longboat
1 3
apartment , Longboat Key
Best Vacation Rentals with a Steam Room in Longboat Key, FL
Relax with an on-site sauna at these vacation rentals in Longboat Key, FL, perfect for a steam session after a day by the water.
Longboat Key, FL
12/26 – 12/31
$1140/nighttotal: $5700 (5 )
Heated Indoor Pool | Sauna | Bbq | Game Room
1 2
house , Bradenton
9.2 17 reviews
Longboat Key, FL
08/22 – 09/05
$230/nighttotal: $3220 (14 )
Runaway Bay 264 - Beach, Bay, Pool And Gym
1 3
apartment , Bradenton Beach
Longboat Key, FL
07/15 – 07/24
$4215/nighttotal: $37935 (9 )
The St. Regis Longboat Key Resort
3 6
resort , Longboat Key
10 1 review
Longboat Key, FL
07/11 – 07/17
$1554/nighttotal: $9324 (6 )
Exclusive 5-level Waterfront Solstice House On Sarasota Bay
