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Best Short term and Weekly rentals in Longboat Key, FL
9.2 67 reviews
Longboat Key, FL
08/20 – 08/22
$378/nighttotal: $756 (2 )
Sun, Sand & Serenity Beach Castle #17
1 2
apartment , Longboat Key
Beach Castle Resort #17 By Rva is a waterfront condo located on Longboat Key, within a mile of Longboat Key Beaches and Cannons Marina, and 3.1 miles from Jewfish Key. The resort has received excellent user ratings, with a very good location rating and an OK cleanliness rating. This one-bedroom condo has one bathroom and can accommodate up to four guests. Amenities include a swimming pool, a jacuzzi, a terrace, a garden, a tennis court, and parking. You can also enjoy on-site laundry facilities, barbecue grills, and a fully equipped kitchen.
9.7 288 reviews
Longboat Key, FL
08/20 – 08/21
$464/nightfor 1 night
The Beach Condo #107 Beachfront Full View
1 2
apartment , Longboat Key
This beachfront condo is located just steps from Longboat Key Beaches and within a short drive of Lido Beach and St. Armands Circle, offering easy access to the area's best attractions. The property has received excellent ratings for its location, cleanliness, and overall experience. The 330 square foot apartment comfortably sleeps four guests and includes a fully equipped kitchen, a private bathroom, and a balcony. Amenities include a swimming pool, a hot tub, a barbecue area, and free WiFi in public areas.
Longboat Key, FL
11/01 – 04/01
$422/nighttotal: $63722 (151 )
Sutton Place #102a Condo By Rva
2 2
apartment , Longboat Key
This Longboat Key condo boasts a direct waterfront location, 0.7 miles from Longboat Key beaches and 2.7 miles from Cannons Marina, offering stunning views and easy access to area attractions. The two-bedroom, two-bathroom unit sleeps four, features a fully equipped kitchen, in-unit laundry, a private terrace, and access to a swimming pool, fitness center, tennis court, and a game room with barbecue grills.
This Longboat Key apartment is just a 15-minute walk from Cannons Marina and Longboat Key Beaches, with Jewfish Key and Coquina Beach also within a 3-mile radius. The property consistently receives excellent ratings for its location, cleanliness, and overall experience. This two-bedroom, two-bathroom condo has 1550 square feet of space and can comfortably accommodate up to four guests. Enjoy a relaxing stay with amenities like a swimming pool, jacuzzi, terrace, garden, and free WiFi, along with a fully equipped kitchen, and direct access to the waterfront.
9.5 22 reviews
Longboat Key, FL
07/01 – 07/08
$188/nighttotal: $1316 (7 )
Beautiful Home On Bay Drive
1 2
apartment , Bayshore Gardens
This 3-bedroom, 2-bathroom condo in Bayshore Gardens offers exceptional convenience, located just 3 minutes from IMG Academies and 5 minutes from Sarasota (SRQ) Airport, with stunning Gulf Coast beaches like Siesta Key and Lido Beach within a 20-minute drive. This well-appointed apartment accommodates up to 6 guests and features a swimming pool, fitness center, and parking, while hosts residing across the street ensure readily available assistance in a tranquil setting.
9.0 77 reviews
Longboat Key, FL
08/20 – 08/21
$525/nightfor 1 night
Gulf Views Silver Sands #250, Longboat Key By Rva
1 2
apartment , Longboat Key
Silver Sands #250 Resort By Rva is a beachfront condo building on Longboat Key, just a short walk from the beach and Cannons Marina, with Coquina Beach and Bradenton Beach within a 3-mile radius. The resort has received excellent ratings for location, cleanliness, and overall user experience. The condo features one bedroom, one bathroom, and can accommodate up to four guests. Enjoy amenities like a swimming pool, tennis court, barbecue grills, and free Wi-Fi in public areas, making it a great choice for families and couples looking for a relaxing vacation on Longboat Key.
9.9 68 reviews
Longboat Key, FL
07/01 – 07/08
$309/nighttotal: $2163 (7 )
Island Retreat By Seabreeze Vacation
1 2
apartment , Holmes Beach
This Holmes Beach vacation rental boasts a prime beachfront location, a 5-minute walk from West Coast Surf Shop and AMI Paddleboard Adventures, and a 10-minute drive from Manatee Public Beach and Bradenton Beach. This 680-square-foot house features one bedroom, one bathroom, a fully equipped kitchen, in-unit laundry, a balcony, and accommodates up to four guests comfortably with a sofa bed, plus amenities including a spa and fitness center.
9.6 9 reviews
Longboat Key, FL
06/27 – 07/04
$293/nighttotal: $2051 (7 )
Stunning Canal Condo - Walk To Beach - Sleeps 4
2 2
apartment , Longboat Key
This Longboat Key waterfront condo is less than a mile from Longboat Key Beaches and Cannons Marina, offering easy access to boating and water activities, with Jewfish Key approximately 2.9 miles away. The two-bedroom, one-bathroom unit sleeps four, features a fully equipped kitchen with a refrigerator, microwave, and dishwasher, a private balcony, free Wi-Fi, and access to a spa and parking.
9.8 56 reviews
Longboat Key, FL
07/11 – 07/17
$201/nighttotal: $1206 (6 )
Bk-near Beaches And Img, Pool, Tennis, Pickleball, Shorewalk Condo 2 Bedroom/2 Bath Lake View
2 3
apartment , Bradenton
This Bradenton apartment is conveniently located near both Arcadeland and IMG Academy, making it a great choice for families or sports enthusiasts. The apartment has earned excellent ratings for its location, cleanliness, and overall experience. The 1250-square-foot apartment has two bedrooms and two bathrooms, comfortably accommodating up to four guests. Enjoy the many amenities available, including a swimming pool, Jacuzzi, fitness center, tennis court, and a spacious garden, perfect for relaxing and enjoying the Florida sunshine.
9.2 95 reviews
Longboat Key, FL
08/20 – 08/21
$482/nightfor 1 night
1br Beach Getaway Silver Sands #254 By Rva
1 2
apartment , Longboat Key
Silver Sands #254 Resort By Rva is located on Longboat Key, within walking distance of the beach and Cannons Marina. The resort has excellent user, cleanliness, and location ratings. The resort offers a one-bedroom, one-bathroom condo with a fully equipped kitchen and a cozy living area with a sofa bed. The condo has a private balcony or patio, and guests have access to a spa tub, lush garden, barbecue grills, and tennis court. The resort is also smoke-free and has convenient in-unit laundry facilities.
10 1 review
Longboat Key, FL
11/01 – 04/01
$213/nighttotal: $32163 (151 )
2 Bedroom Longboat Key Beachside Paradise. Steps From The Beach!
2 2
apartment , Longboat Key
This 2-bedroom, 2-bathroom condo in Longboat Key offers direct beach access across the street, is a short walk to Publix, and a quick island shuttle ride to St. Armands Circle. This apartment features breathtaking Gulf and Bay views, a heated community pool, tennis/pickleball courts, a kayak launch, and fishing pier, accommodating up to 6 guests with air conditioning, internet, and a fully equipped kitchen.
9.0 6 reviews
Longboat Key, FL
07/01 – 07/05
$306/nighttotal: $1224 (4 )
Delightful 3-bedroom House In Bradenton With Wifi, Games, And More #2 Of 2
3 8
apartment , Bradenton
This Bradenton vacation home is conveniently located within two miles of LECOM Park, the Riverwalk, and The Bishop Museum of Science and Nature, offering easy access to Bradenton's attractions. This 1,310-square-foot house features three bedrooms, two bathrooms, and accommodates up to eight guests, boasting a fully equipped kitchen, in-house laundry, free Wi-Fi, and designated smoking areas.
Top-Rated Family Short-Term Rentals in Longboat Key, FL
Perfect for families, these short-term rentals in Longboat Key, FL offer nearby beaches and plenty of room for everyone to spread out.
9.9 19 reviews
Longboat Key, FL
10/10 – 10/17
$411/nighttotal: $2877 (7 )
The Beach Life!
1 4
apartment , Longboat Key
This newly remodeled Longboat Key house, a 150-yard stroll from a private beach access and within 200 yards of cafes, restaurants, and shops, offers a convenient location near local amenities. The 2,106-square-foot home features four bedrooms, three bathrooms, sleeps eight guests, includes a private club membership with tennis and pickleball access, and boasts an on-site pool table.
9.7 139 reviews
Longboat Key, FL
07/11 – 07/17
$570/nighttotal: $3420 (6 )
Summer House Longboat Key
1 3
apartment , Longboat Key
This luxurious 3-bedroom Longboat Key vacation rental is located in the Country Club Shore neighborhood, a 7-minute walk from a private beach and minutes from St. Armands Circle's shopping and dining. The 3-bathroom home offers direct canal access with a dock for boats up to 21 feet, a heated saltwater pool, outdoor patio with gas grill and fire pit, kayaks, bicycles, and proximity to various water activities including fishing, parasailing, and snorkeling.
8.4 9 reviews
Longboat Key, FL
11/01 – 04/01
$234/nighttotal: $35334 (151 )
2br - Near Beaches, Pools, Tennis, Golf, And Shopping, Perfect For Relaxing Getaway
2 2
apartment , Bradenton
This Bradenton condo is conveniently located within three miles of IMG Academy, Smugglers Cove Adventure Golf, and the State College of Florida. This 910-square-foot, two-bedroom, two-bathroom unit sleeps four and boasts a fully equipped kitchen, in-unit laundry, a private patio, and access to a swimming pool, jacuzzi, tennis court, and barbecue grills.
9.8 42 reviews
Longboat Key, FL
08/20 – 08/21
$585/nightfor 1 night
Beautiful Blue Beach House Kids & Pets Ok\njuly, Aug, Sept, Oct Discounts!
4 2
apartment , Cortez
This beachfront home is located in Bradenton, just steps away from the beach, bay, piers, park, shopping, and restaurants. It boasts excellent user ratings and is perfect for families and groups. This spacious 4-bedroom, 3-bathroom vacation rental can accommodate up to 12 guests. The home offers modern amenities, including a large kitchen, flat-screen TVs in every room, a screened-in Florida room with a BBQ grill, and a huge backyard for outdoor fun. Enjoy the Florida weather and explore the nearby attractions, including the Florida Maritime Museum at Cortez, The Bishop Museum of Science and Nature, and the largest pickleball facility in Florida at GT Bray Park.
Best Longboat Key, FL lodging with a balcony
9.6 12 reviews
Longboat Key, FL
07/15 – 07/24
$459/nighttotal: $4131 (9 )
Bradenton Beach Club 301: By Anna Maria Life
2 6
apartment , Bradenton Beach
Bradenton Beach Club 301, a vacation home near Anna Maria Sound and Bradenton Beach, offers convenient access to Coquina Beach and Bean Point Beach. This 1720-square-foot property boasts two bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, in-unit laundry, a balcony, and access to resort pools, a spa, and covered parking.
9.5 14 reviews
Longboat Key, FL
11/01 – 04/01
$420/nighttotal: $63420 (151 )
Pet-friendly Cedars East Unit 847 By Rva
2 2
apartment , Longboat Key
This Longboat Key vacation home is located just a mile from the beach, Cannons Marina, and a short drive from Jewfish Key, offering easy access to everything the area has to offer. This property has received excellent user ratings, making it a popular choice for travelers. The home features two bedrooms and a sofa bed, making it perfect for families or small groups. The house also has a fully equipped kitchen, a swimming pool, a garden, and a fitness center, ensuring you have everything you need for a comfortable and enjoyable stay.
9.6 13 reviews
Longboat Key, FL
07/01 – 07/05
$460/nighttotal: $1840 (4 )
Designer House Near Anna Maria Island-best Of Bradenton!!!
3 8
apartment , West Bradenton
This family-friendly vacation rental is located in West Bradenton, just 3 miles from De Soto National Memorial, Robinson Preserve, and Palma Sola Botanical Park. It has received excellent ratings from previous guests. This 3-bedroom, 2-bathroom house can comfortably accommodate up to 8 guests. Amenities include a fully equipped kitchen, a spa tub, a fireplace, a balcony, a garden, a tennis court, and a riverfront location.
9.5 22 reviews
Longboat Key, FL
07/01 – 07/08
$197/nighttotal: $1379 (7 )
Jd-near Beaches And Img, Pool, Tennis, Pickleball, Shorewalk Condo 2 Bedroom/2 Bath Lake View
2 2
apartment , Bradenton
This waterfront condo offers stunning views and is conveniently located near IMG Academy, Smugglers Cove Adventure Golf, and other popular destinations in Bradenton. The apartment has excellent user, location, and cleanliness ratings. The apartment has a floor area of 1250 square feet and can accommodate up to 4 guests. It has 2 bedrooms, 2 bathrooms, a fully equipped kitchen, and a private patio. The apartment also has access to an outdoor pool, spa tub, barbecue grills, and a tennis court.
Frequently Asked Questions about short term rentals in Longboat Key, FL
Which top landmarks you shouldn't miss in Longboat Key, FL?
Longboat Key is known for its beautiful beaches, so make sure to visit the Longboat Key Beach. You should also check out the St. Armands Circle, a vibrant shopping and dining district just a short drive away. And if you're looking for some history, the Longboat Key Historical Society Museum is a great place to learn about the island's past.
What are the best short term rentals in Longboat Key, FL?
What kind of weather can travelers expect in Longboat Key, FL?
Longboat Key has a subtropical climate with warm, humid summers and mild winters. Expect average highs in the 80s during the summer months, and lows in the 60s during the winter. You can expect sunshine most of the year, so be sure to pack your sunscreen.
What are the best short term rentals with a pool in Longboat Key, FL?
Are there any famous stadiums or sports arenas in Longboat Key, FL?
Longboat Key itself doesn't have any major stadiums or sports arenas. However, you can find several stadiums and arenas within a short drive in Sarasota, like the Ed Smith Stadium, which hosts spring training games for the Baltimore Orioles.
What are the best short term rentals with a jacuzzi in Longboat Key, FL?
What notable natural landmarks are near Longboat Key, FL?
Longboat Key is surrounded by beautiful natural landmarks. You can visit the nearby Myakka River State Park, a 58,000-acre park with hiking trails, boat tours, and abundant wildlife. The Lido Key Beach is also a great place to enjoy the sun and sand, just a short drive from Longboat Key.
What are the best short term rentals for families and kids in Longboat Key, FL?
What part of Longboat Key, FL is ideal for finding lodging?
The entire island is great for finding lodging, but if you're looking for a more lively atmosphere, you might prefer staying in the area around the Longboat Key Club. If you prefer a quieter setting, you can find plenty of beautiful vacation rentals or hotels near the Longboat Key Beach.
Destinations nearby
Best Longboat Key, FL lodging with a kitchen
9.4 52 reviews
Longboat Key, FL
07/11 – 07/17
$336/nighttotal: $2016 (6 )
Beautiful Canal Front Unit!see Manatees Playing From Your Living Room.cabana #12
1 3
apartment , Longboat Key
This Longboat Key apartment is located just a short walk from the Gulf of Mexico and a convenience store, with easy access to nearby restaurants and attractions. It's part of a small property with only 3 units, ensuring a quiet and relaxing atmosphere. This rental boasts excellent user ratings. The 670 square foot apartment has one bedroom with a king-size bed and a queen-size pull-out sofa in the living room, comfortably accommodating up to 4 guests. Amenities include a fully equipped kitchen, a private porch with water views, a heated pool, laundry facilities, and direct Gulf access.
9.2 80 reviews
Longboat Key, FL
11/01 – 04/01
$364/nighttotal: $54964 (151 )
Relax At Gulf Silver Sands Resort #232, Longboat
1 2
apartment , Longboat Key
Silver Sands #232 Resort By Rva is a beachfront condo located in Longboat Key, within a 10-minute walk of Longboat Key Beaches and Cannons Marina. This highly-rated resort offers a one-bedroom, one-bathroom layout with a sofa bed, accommodating up to four guests. The resort features a fully equipped kitchen, TV with DVD player, in-unit laundry facilities, and a garden with barbecue grills. Guests can enjoy amenities such as a swimming pool, tennis court, parking, and complimentary Wi-Fi.
10 12 reviews
Longboat Key, FL
07/01 – 07/05
$326/nighttotal: $1304 (4 )
Tropical Oasis Plus With Hot Tub+5mi To Beach, Near Img!
3 8
apartment , Bradenton
This Bradenton vacation rental, a three-bedroom house, is centrally located, offering easy access to Anna Maria Island beaches (15 minutes), Sarasota-Bradenton International Airport (15-20 minutes), University Town Center, and St. Armands Circle. The 1300-square-foot property sleeps eight guests and includes a fully equipped kitchen, Wi-Fi, a 70" smart TV, free parking, and a tranquil garden setting.
9.8 53 reviews
Longboat Key, FL
10/10 – 10/17
$286/nighttotal: $2002 (7 )
Beach Castle Resort, Pool, Private Beach And Bayfront
2 4
apartment , Longboat Key
Beach Castle Resort, a Longboat Key condo offering stunning waterfront views, is located less than a mile from Longboat Key beaches and Cannons Marina, with Jewfish Key a short 3.1-mile drive away. This 710-square-foot one-bedroom, one-bathroom unit sleeps four and boasts a fully equipped kitchen, Smart TV, in-unit laundry, and access to resort amenities including a pool, tennis court, spa, and concierge services.
Best Longboat Key, FL lodging with laundry available
9.8 19 reviews
Longboat Key, FL
07/01 – 07/05
$318/nighttotal: $1272 (4 )
Palm Tree Home - Private Pool Haven, Pet-friendly!
3 8
apartment , Bradenton
This Bradenton vacation home boasts a central location, less than a mile from Riverwalk, The Bishop Museum of Science and Nature, and the Manatee Performing Arts Center, and within two miles of LECOM Park and Manatee Memorial Hospital. This 1,510-square-foot house comfortably sleeps nine guests and features three bedrooms, two bathrooms, a private pool, a fully equipped kitchen, in-unit laundry, and an outdoor patio with barbecue grills.
9.2 57 reviews
Longboat Key, FL
07/01 – 07/08
$655/nighttotal: $4585 (7 )
Beachfront Haven Beach Castle #3 By Rva
2 2
apartment , Longboat Key
Beach Castle Resort #3 By Rva is located on Longboat Key, just a short walk from the beach and Cannons Marina, and three miles from Jewfish Key. The resort has received excellent ratings for its location and overall experience, and a good rating for cleanliness. This two-bedroom, two-bathroom condo can accommodate up to six guests. The resort offers a range of amenities, including a swimming pool, jacuzzi, tennis court, and barbecue grills, along with free Wi-Fi and a DVD player.
9.2 14 reviews
Longboat Key, FL
07/01 – 07/05
$525/nighttotal: $2100 (4 )
Coastal Home With Amazing Pool Just A Short Drive From Anna Maria Island
4 8
apartment , Bradenton
This Bradenton vacation rental is conveniently located just 20 minutes from Anna Maria Island, 8 minutes from downtown Bradenton, and under 20 minutes from the Sarasota/Bradenton airport. It has received excellent user ratings, making it a popular choice for travelers. The 2,050 square foot home comfortably accommodates up to 8 guests in its 4 bedrooms and 2 bathrooms. Enjoy a private pool, spa, and screened patio area with outdoor seating and a BBQ grill, all while taking advantage of the convenient full kitchen, high-speed Wi-Fi, and pet-friendly accommodations.
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.