This five-bedroom Bradenton holiday home, near Walmart and G.T. Bray Park, is conveniently located approximately 10-14 kilometres from Anna Maria Island's beaches. The 232-square-metre property boasts two bathrooms, sleeps twelve guests, and includes a fully fenced backyard with a fire pit, grills, beach gear, six smart TVs, and a bonus kitchenette in the studio suite.
9.9 99 reviews
Longboat Key, FL
26/12 – 31/12
SG$541/nighttotal: SG$2705 (5 )
Beautiful Beach House
1 2
apartment , Longboat Key
This Longboat Key beach house, near shops and tennis courts, offers private Gulf of Mexico beach access. The three-bedroom, two-bathroom property sleeps six, features a fully equipped kitchen with dishwasher, and boasts hardwood floors, front and back porches, and a gated area.
9.9 385 reviews
Longboat Key, FL
15/07 – 24/07
SG$371/nighttotal: SG$3339 (9 )
Casa Del Río! Beaches, Img, Boating & Riverwalk.
3 6
apartment , Bradenton
This Bradenton property is conveniently located in the River District, just a short walk from the Riverwalk, the Bishop Museum, and LECOM Park. The house has received excellent ratings for location, cleanliness, and overall user experience. The 126 square metre house can comfortably accommodate up to 7 guests in its three bedrooms and two bathrooms. The property offers a range of amenities, including a fully equipped kitchen, a garden, a patio with barbecue grills, and a spa, ensuring a relaxing and enjoyable stay.
8.8 12 reviews
Longboat Key, FL
01/07 – 04/07
SG$550/nighttotal: SG$1650 (3 )
Beachfront Studio – Cabana #5b By Rva
1 4
studio , Longboat Key
Cabana Beach Club #5B, a poolside apartment on Longboat Key near its northern end, offers direct Gulf of Mexico beach access. This recently remodelled, one-bedroom self-catering unit sleeps four, boasting a kitchenette with fridge, microwave, and dishwasher, plus resort amenities including a swimming pool, barbecue area, and laundry facilities.
9.6 58 reviews
Longboat Key, FL
15/07 – 24/07
SG$507/nighttotal: SG$4563 (9 )
The Palms #3 Beach, Pool & Trolley No Car Needed
2 6
apartment , Holmes Beach
This holiday home is located in Holmes Beach, just under a kilometre from Bradenton Beach, Anna Maria Sound, and AMI Paddleboard Adventures, offering easy access to the area's many attractions. The property has consistently received excellent user ratings for its location, cleanliness, and overall experience. The two-bedroom house spans 70 square metres and comfortably accommodates up to six guests. It features a fully equipped kitchen, a private swimming pool, a spa, a garden, and a terrace, providing everything you need for a relaxing and enjoyable stay.
8.8 238 reviews
Longboat Key, FL
09/10 – 16/10
SG$314/nighttotal: SG$2198 (7 )
Silver Sands #243a Resort By Rva
1 2
resort , Longboat Key
Silver Sands #243s Resort By Rva is located on Longboat Key, a short 10-minute walk from the beach and Cannons Marina, with Coquina Beach and Bradenton Beach within a 3-mile radius. The resort has received very good ratings for cleanliness and user experience and an excellent rating for its location. The smoke-free apartment building has two bedrooms and a sofa bed, suitable for a small family or group of friends. Guests can enjoy a peaceful garden setting, a swimming pool, tennis courts, barbeque facilities, free Wi-Fi and parking.
9.8 56 reviews
Longboat Key, FL
11/07 – 17/07
SG$259/nighttotal: SG$1554 (6 )
Bk-near Beaches And Img, Pool, Tennis, Pickleball, Shorewalk Condo 2 Bedroom/2 Bath Lake View
2 3
apartment , Bradenton
This two-bedroom apartment is located in Bradenton, just 1.4 kilometres from Arcadeland and 2.7 kilometres from IMG Academy, providing easy access to popular attractions. It has received excellent user, location and cleanliness ratings, making it a great choice for travellers. The 116 square metre apartment comfortably accommodates up to four guests. It offers a range of amenities including a swimming pool, jacuzzi, tennis court, fitness centre, and a terrace with a garden, ensuring a relaxing and enjoyable stay.
9.2 47 reviews
Longboat Key, FL
15/07 – 24/07
SG$717/nighttotal: SG$6453 (9 )
Unit #315 Sand Cay Beach Resort Gulf View
2 6
apartment , Longboat Key
This Longboat Key beachfront apartment, located 0.3km from Longboat Key Beaches and 3.2km from Cannons Marina, offers direct beach access and proximity to Coquina Beach and Bradenton Beach (within 9.6km). The two-bedroom, two-bathroom property sleeps six, features a private balcony, fully equipped kitchen including a dishwasher, and amenities such as a swimming pool, tennis court, and parking; housekeeping is available on request.
10 45 reviews
Longboat Key, FL
18/07 – 21/07
SG$803/nighttotal: SG$2409 (3 )
Family Fun 4bd Oasis, Htd Pool, Hot Tub, Minigolf
1 9
apartment , Bradenton
This Bradenton apartment, situated 8.8km from Bradenton Beach, offers easy access to local attractions. Sleeping up to 12 guests, this four-bedroom, two-bathroom property boasts a private heated pool and hot tub, extensive outdoor recreational facilities including mini-golf, and a fully equipped kitchen; plus beach gear and a universal EV charger are provided.
8.9 1670 reviews
Longboat Key, FL
19/06 – 26/06
SG$300/nighttotal: SG$2100 (7 )
4411 Shorewalk 15 Min To Beach And 5 Mins To Img
2 2
house , Bradenton
This two-bedroom house in Bradenton is ideally located just 15 minutes from the beach and 5 minutes from IMG Academy, making it perfect for families or groups looking for a relaxing and convenient stay. The house has consistently received excellent ratings for its location, cleanliness, and overall experience. The house is spacious and comfortable, providing a relaxing retreat after a day of exploring the area. Guests can enjoy a range of amenities, including a private pool, a hot tub, and a fully equipped kitchen.
Longboat Key, FL
18/07 – 21/07
SG$470/nighttotal: SG$1410 (3 )
Palm Tree Paradise
1 9
house , Bradenton
Palm Tree Paradise is located in Bradenton, a short drive from the Manatee County Golf Course (5.3 km) and approximately 43 km from both the Pier and the Salvador Dalí Museum. This one-bedroom house sleeps up to 17 guests and features a private pool, free parking, a fully equipped kitchen, free Wi-Fi, cable TV, a washing machine, and easy access to nearby cycling trails.
10 29 reviews
Longboat Key, FL
18/07 – 21/07
SG$913/nighttotal: SG$2739 (3 )
Pickleball • Heated Pool • Spa • Golf • Near Ami
1 9
apartment , Bradenton
Juniper Cove, a West Bradenton holiday home, is situated approximately 16km from Anna Maria Island beaches and IMG Academy. This newly renovated four-bedroom, three-bathroom property sleeps ten guests and boasts a private heated saltwater pool, spa, pickleball court, game room with pool table and arcade consoles, and extensive beach gear for trips to Anna Maria Island.
Best Longboat Key, FL lodgings with a pool
Among the 1718 accommodations in Longboat Key, FL, here are the 4 best ones with a pool
9.2 67 reviews
Longboat Key, FL
11/07 – 17/07
SG$517/nighttotal: SG$3102 (6 )
Sun, Sand & Serenity Beach Castle #17
1 3
apartment , Longboat Key
Beach Castle Resort #17 By Rva is a self-catering apartment located on Longboat Key, just 5km from Cannons Marina and 5km from Longboat Key Beaches. It has received excellent user ratings and is considered very good in terms of location, although the cleanliness rating is only OK. The apartment is suitable for up to 4 guests and includes a bedroom, a bathroom, a fully equipped kitchen, a terrace, a garden and access to a swimming pool, a jacuzzi and a tennis court. Guests can also enjoy on-site parking, laundry facilities, and a DVD player.
9.4 1490 reviews
Longboat Key, FL
11/07 – 17/07
SG$405/nighttotal: SG$2430 (6 )
Beach Club Ved Anna Maria # 4: 2 Br \/ 2 Ba Resort På Anna Maria Ved Rva, 6 Sovepladser
1 3
resort , Bradenton Beach
Beach Club At Anna Maria Island #12 Resort By Rva is located directly on Bradenton Beach, just a short walk from Anna Maria Sound and the Aluna Wellness Center & Spa. The resort has received excellent ratings for its location, cleanliness, and overall experience. The apartment building offers a comfortable and spacious layout, with a fully equipped kitchen and a spa tub for relaxation. Guests can enjoy amenities such as a swimming pool, jacuzzi, tennis court, and fitness centre, as well as access to the beach and garden.
9.8 66 reviews
Longboat Key, FL
18/07 – 21/07
SG$823/nighttotal: SG$2469 (3 )
Heated Saltwater Pool | 5br | Near Img + Ami
5 9
apartment , Bradenton
This 5-bedroom house is conveniently located in Bradenton, just 2.6 kilometres from De Soto National Memorial and 2.6 kilometres from Blake Medical Center. The property has received excellent ratings for cleanliness, location and overall experience. The property spans 187 square metres and offers a spacious layout for families or groups. Guests can enjoy a private pool, a garden, a terrace, a barbecue grill, and modern amenities such as free Wi-Fi, a fully equipped kitchen, and air conditioning.
9.3 4 reviews
Longboat Key, FL
11/07 – 17/07
SG$565/nighttotal: SG$3390 (6 )
Beach Castle Resort #17
1 3
house , Longboat Key
This Longboat Key holiday home is situated a 4-minute walk from the beach, 22.5 kilometres from the Ringling Museum of Art, and 25.7 kilometres from Sarasota Bradenton International Airport. This property offers 59 square metres of living space for up to 7 guests, featuring air conditioning, a fully equipped kitchen with a dishwasher, a private patio, and access to a communal swimming pool, hot tub, and fitness centre.
Best family friendly Longboat Key, FL lodging
Among the 1718 accommodations in Longboat Key, FL, here are the 4 best for families
8.6 9 reviews
Longboat Key, FL
19/06 – 26/06
SG$402/nighttotal: SG$2814 (7 )
Gulf Coast Getawaycedars East Tennis #509/rva
2 2
apartment , Longboat Key
This Longboat Key seaside property is situated near Longboat Key Beaches (a 2.4km walk) and Cannons Marina, with Jewfish Key a 4km drive away. This 134 square metre house offers two bedrooms sleeping six guests, boasting a swimming pool, tennis court, fitness centre, and a fully equipped kitchen including a fridge, microwave, and dishwasher.
9.3 197 reviews
Longboat Key, FL
22/08 – 05/09
SG$221/nighttotal: SG$3094 (14 )
Runaway Bay 185 - 1357300
2 3
apartment , Bradenton Beach
Runaway Bay 185 - 1357300 is located in Bradenton Beach, just a short walk from the main beach area and less than a mile from Cortez Beach. This property has received excellent ratings for location, cleanliness and overall user experience. The apartment has a floor area of 100 square metres and includes a well-equipped kitchen, a private patio, and access to a range of amenities, such as a swimming pool, tennis court, fitness centre, sauna, spa, and restaurant.
9.9 122 reviews
Longboat Key, FL
09/10 – 16/10
SG$194/nighttotal: SG$1358 (7 )
Shorewalk Palms Heaven 2br Villa 2 Pools & Heated Hot Tubs Near Img / Beaches
2 2
apartment , Bradenton
This waterfront apartment is conveniently located just 1.7 kilometres from the IMG Academy and a short drive from Arcadeland and Smugglers Cove Adventure Golf, offering easy access to local attractions. The apartment consistently receives excellent ratings for location, cleanliness and user experience. The 119 square metre apartment comfortably accommodates four guests in its two bedrooms and two bathrooms. The property offers a range of amenities, including a swimming pool, jacuzzi, tennis court, and a private balcony, as well as a fully equipped kitchen and free Wi-Fi.
9.8 187 reviews
Longboat Key, FL
09/10 – 16/10
SG$246/nighttotal: SG$1722 (7 )
Beautifully Furnished Condo
2 2
apartment , Bradenton
This waterfront apartment is located in Bradenton, just 3 kilometres from Arcadeland and IMG Academy, and 5 kilometres from Smugglers Cove Adventure Golf and IMG Soccer Academy. The property has consistently received excellent ratings for user experience, location, and cleanliness. This 2-bedroom, 2-bathroom apartment spans 116 square metres and comfortably accommodates up to 4 guests. The apartment offers a range of amenities, including a swimming pool, jacuzzi, terrace, garden, tennis court, and free parking.
Frequently asked questions about accommodations in Longboat Key, FL
What are the top attractions and must-see sites in Longboat Key, FL?
Longboat Key is known for its beautiful beaches, so you'll definitely want to spend some time on the sand at Longboat Key Beach. For a bit of history, visit the Longboat Key Historical Society Museum, and if you're a nature lover, the Longboat Key Nature Center is a must-see.
What are the best accommodations in Longboat Key, FL?
Which cultural festivals and seasonal events should visitors attend in Longboat Key, FL?
Longboat Key doesn't have a huge festival scene, but the Longboat Key Festival of the Arts is a popular annual event in March, and the Longboat Key Christmas Boat Parade is always a festive sight in December.
What are the best accommodations with a pool in Longboat Key, FL?
What are the most convenient modes of transportation within Longboat Key, FL?
Longboat Key is a relatively small island, and you can get around pretty easily by car or bicycle. There's also a public bus service, the Longboat Key Free Trolley, which runs along the main road and stops at many key locations.
What are the best accommodations with a jacuzzi in Longboat Key, FL?
What outdoor activities and adventures are popular in and around Longboat Key, FL?
Longboat Key is a paradise for outdoor enthusiasts. You can enjoy swimming, sunbathing, kayaking, paddleboarding, and fishing on the beaches. If you're feeling adventurous, you can try parasailing or jet skiing.
What are the best accommodations for families and kids in Longboat Key, FL?
The best time to visit Longboat Key is during the shoulder seasons, from March to May and September to November, when the weather is still pleasant but the crowds are smaller. You can also enjoy the sunshine and warm temperatures during the summer months, but it can get quite hot and humid.
What are the best pet friendly accommodations in Longboat Key, FL?
What local dishes and culinary experiences are a must-try in Longboat Key, FL?
Longboat Key is known for its fresh seafood, so you'll want to try some of the local catches like grouper, snapper, and mahi-mahi. There are also many great restaurants serving up delicious steaks, pasta, and other international cuisines.
What are the best accommodations with parking in Longboat Key, FL?
In which part of Longboat Key, FL should you consider renting accommodation?
The best place to stay really depends on your preferences. If you want to be close to the beach, the Gulf of Mexico Drive area is ideal. If you're looking for a more relaxed and secluded experience, the north end of the island might be a better choice.
Destinations nearby
Best Longboat Key, FL accommodations with a balcony
10 15 reviews
Longboat Key, FL
01/07 – 04/07
SG$357/nighttotal: SG$1071 (3 )
"The Salty Sugaree"-6 Miles To Beach, 1 Mile To Img, & Multiple Resort Pools!
2 4
apartment , Bradenton
"The Salty Sugaree" condo resort in Bradenton, Florida, is situated approximately 3.2km from IMG Academy and 3.2km from Smugglers Cove Adventure Golf. This two-bedroom, two-bathroom property sleeps six guests and boasts a balcony, fully equipped kitchen, swimming pool, hot tub, and tennis court, offering convenient self-catering and family-friendly amenities.
Longboat Key, FL
22/08 – 05/09
SG$314/nighttotal: SG$4396 (14 )
Silver Sands #232
1 3
house , Longboat Key
Silver Sands #232 is a beachfront property located in Longboat Key, offering direct access to the beach and situated 24 kilometres from the John and Mable Ringling Museum of Art. This holiday home accommodates up to seven guests and features a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a fitness centre, a tennis court, and free private parking with complimentary WiFi.
9.8 105 reviews
Longboat Key, FL
20/06 – 27/06
SG$531/nighttotal: SG$3717 (7 )
Client Texted View Crazy Last Minute Cancellation Apr 25 - May 16th On Sale
1 2
apartment , Longboat Key
This Longboat Key apartment is located just 0.5 km from the beach and 4.3 km from Cannons Marina, offering easy access to the island's attractions and beautiful coastline. The property has received excellent reviews from previous guests, highlighting its comfortable and convenient features. This one-bedroom apartment spans 74 square metres and comfortably accommodates up to six guests. Enjoy the use of a fully equipped kitchen, a private balcony, a swimming pool, and a garden, making it ideal for a relaxing and enjoyable stay.
9.8 20 reviews
Longboat Key, FL
26/12 – 31/12
SG$770/nighttotal: SG$3850 (5 )
Sunset And Beach View Unit 402
1 2
apartment , Longboat Key
This beachfront Longboat Key apartment is situated near St. Armands Circle and University Town Center Mall, offering easy access to upscale shopping and various attractions. The 65 square metre (700 square foot) one-bedroom, one-bathroom flat sleeps six guests and boasts a balcony with Gulf of Mexico views, a swimming pool, and direct beach access; nearby activities include Mote Marine Laboratory & Aquarium and AMI Paddleboard Adventures.
Best Longboat Key, FL accommodations with a kitchen
9.8 55 reviews
Longboat Key, FL
18/07 – 21/07
SG$665/nighttotal: SG$1995 (3 )
Luxury Villa Heated Pool, Putt-putt & Bocce
1 9
house , Bradenton
This Sunshine Coast Villa, near Bradenton, Florida, offers a luxurious four-bedroom, three-bathroom property a short drive (19-35 km) from Anna Maria Island's beaches and 8 km from Downtown Bradenton. The self-catering villa boasts a spacious open-plan living area, a dedicated games room with arcade games and a pinball machine, a private heated pool, and sleeps up to ten guests, with beach essentials and baby gear provided.
9.6 73 reviews
Longboat Key, FL
18/07 – 21/07
SG$810/nighttotal: SG$2430 (3 )
New Private 3 Bedroom Pool Home Sleeps 10 Short Drive To Local Beaches Home
3 9
house , Bradenton
This charming house is situated in Bradenton, just 2.7km from Palma Sola Causeway Park, 18km from the Ringling Museum of Art, and 48km from Tropicana Field. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience. The three-bedroom home spans 153 square metres and comfortably accommodates up to 10 guests. Enjoy a private pool, free parking, a fully equipped kitchen, air conditioning, and free Wi-Fi, making it the perfect base for exploring Bradenton and its surrounding attractions.
9.7 20 reviews
Longboat Key, FL
01/07 – 04/07
SG$356/nighttotal: SG$1068 (3 )
Luxury Bayview Retreat W/pool, Spa+ Hot Tub
1 4
apartment , Bayshore Gardens
This Bayshore Gardens apartment, near the bay and canal, offers breathtaking views and is conveniently located approximately 14-18 kilometres from local beaches. The two-bedroom, one-bathroom flat sleeps five guests and boasts a private hot tub, fully equipped kitchen, access to a saltwater spa, and a recreation room with a ping pong table.
10 3 reviews
Longboat Key, FL
15/07 – 24/07
SG$281/nighttotal: SG$2529 (9 )
Ami, 2 Heated Pools, Img, 2 Hot Tubs, Pickleball.
2 6
apartment , Bradenton
This 2nd-floor flat in Bradenton is conveniently located just 1.6 kilometres from IMG Academy and 13.4 kilometres from Anna Maria Island. This 109 square metre apartment offers accommodation for six guests with two bedrooms and two bathrooms, featuring a private balcony with pond views, a fully equipped kitchen, high-speed WiFi, and access to communal amenities including swimming pools and jacuzzis.