Best Holiday rentals and Airbnb offers in Longboat Key, FL
10 48 reviews
Longboat Key, FL
15/07 – 24/07
£330/nighttotal: £2970 (9 )
Updated Townhome, Secluded Beach + Pool
3 6
apartment , Longboat Key
This Cedars East townhome on Longboat Key is situated just 91 metres from the beach and near a community park. The 134-square-metre, two-bedroom, two-and-a-half-bathroom property offers a renovated kitchen, swimming pool access, a fitness centre (fee applies), and a screened lanai; beach essentials are provided in the garage.
9.5 62 reviews
Longboat Key, FL
27/06 – 04/07
£178/nighttotal: £1246 (7 )
Resort Style Condo By The Beach With Heated Pool At Runaway Bay
1 2
apartment , Bradenton Beach
This smoke-free apartment is located in Bradenton Beach, just a short walk from Anna Maria Sound, Aluna Wellness Center & Spa, and the beach itself. It has received excellent ratings for location, cleanliness, and overall experience. The apartment has one bedroom and one bathroom, providing space for up to four guests. It comes equipped with a kitchen, laundry facilities, free Wi-Fi, a TV, a comfortable sofa bed, and access to a heated swimming pool, tennis courts, and a music library.
9.6 70 reviews
Longboat Key, FL
15/07 – 24/07
£154/nighttotal: £1386 (9 )
Tranquil Luxury Condo Near Anna Maria Island Beach, 2 Heated Pools, Hot Tubs,img
2 6
apartment , Bradenton
This Bradenton apartment is conveniently located within 5 kilometres of IMG Academy, Smugglers Cove Adventure Golf, and the IMG Bollettieri Tennis Academy. The two-bedroom, two-bathroom property sleeps six guests and boasts a fully equipped kitchen, free Wi-Fi, a swimming pool, hot tub, tennis court, and barbecue grills; housekeeping is available on request.
10 4 reviews
Longboat Key, FL
01/07 – 05/07
£283/nighttotal: £1132 (4 )
Sleeps 8 - Pool W/ Slide - Games - 6 Min To Img
2 8
apartment , South Bradenton
This 2-bedroom flat in Cedar Run Resort, South Bradenton, offers convenient access, being a 10-15 minute drive from Downtown Bradenton, Anna Maria Island, and Sarasota, and just a 6-minute drive to IMG Academy. This family and dog-friendly condo accommodates up to 8 guests and features a chef's kitchen with high-end appliances, a private screened porch, and access to resort amenities including a heated swimming pool with a waterslide, putting green, and cornhole, along with provided beach essentials.
9.8 13 reviews
Longboat Key, FL
15/07 – 24/07
£186/nighttotal: £1674 (9 )
Florida Retreat Heated Pool
3 6
apartment , Bayshore Gardens
This three-bedroom, two-bathroom flat in Bayshore Gardens is centrally located in a quiet neighbourhood, offering convenient access to IMG Academy and a selection of popular beaches such as Bradenton, Anna Maria Island, Longboat Key, Siesta Key, and St. Armand's Circle, all within an 8 to 24 kilometre drive. This stylishly remodelled apartment accommodates up to six guests and features a fully stocked kitchen, on-site laundry facilities, fast Wi-Fi, a Smart TV, air conditioning, and driveway parking, with a garden also available for use.
8.9 1671 reviews
Longboat Key, FL
01/07 – 08/07
£173/nighttotal: £1211 (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.
10 2 reviews
Longboat Key, FL
01/07 – 05/07
£373/nighttotal: £1492 (4 )
Heated Pool & Slide - Sleeps 10 - 6 Min To Img
3 8
apartment , South Bradenton
This three-bedroom flat in Cedar Run Resort is situated in South Bradenton, offering easy access to Downtown Bradenton and Anna Maria Island within 10 to 15 minutes, and is a mere 6-minute drive from IMG Academy. This 120-square-metre condo accommodates up to 10 guests and features a well-equipped kitchen, air conditioning, a communal heated swimming pool with a waterslide, and is dog-friendly for one dog under 11.5 kg, providing beach essentials for a comfortable stay.
Longboat Key, FL
20/08 – 21/08
£202/nightfor 1 night
Zota Beach Resort
1 2
resort , Longboat Key
Zota Beach Resort is situated in Longboat Key, offering convenient access to the town centre within walking distance. This pet-friendly hotel boasts multiple pools, a fitness centre, business facilities, and on-site dining including a bar and restaurant, alongside amenities such as laundry and a car rental service.
9.9 19 reviews
Longboat Key, FL
20/07 – 22/07
£240/nighttotal: £480 (2 )
Longboat Key Bungalow
1 1
apartment , Longboat Key
This ground-floor Longboat Key apartment, a short 0.6-1km stroll from a private beach access and Joan M. Durante Park, offers a tranquil escape in a small, eight-unit complex. The one-bedroom, one-bathroom flat sleeps two, boasting a private patio with outdoor shower, plus access to on-site parking and Wi-Fi; nearby restaurants offer diverse cuisines.
Longboat Key, FL
01/11 – 01/04
£287/nighttotal: £43337 (151 )
Longboat Key Beach Family Condo
1 2
apartment , Longboat Key
This 3-bedroom, 2-bathroom condominium on Longboat Key offers direct beach access, situated approximately 90 steps from the shore and within easy reach of local shops and restaurants. Designed for family relaxation, this ground-floor apartment accommodates up to six guests and provides essential amenities including air conditioning, kitchen facilities, internet, swimming pool access, and parking.
9.9 17 reviews
Longboat Key, FL
27/06 – 04/07
£251/nighttotal: £1757 (7 )
Beachcomber Unit 401
1 2
apartment , Longboat Key
This apartment is situated just 0.3 kilometres from the beach on Longboat Key, within 10 kilometres of Lido Beach, St. Armands Circle, Quick Point Nature Reserve, and Harborside Golf Course. The property has received excellent ratings for location, cleanliness, and overall user experience. The apartment has one bedroom and one bathroom, accommodating up to four guests. Guests can enjoy a range of amenities including a private pool, a fully equipped kitchen, a terrace, a garden, and free Wi-Fi.
Longboat Key, FL
01/11 – 01/04
£210/nighttotal: £31710 (151 )
Cozy 1-bedroom Townhome In Charming Longboat Key With Ac, Wifi
1 2
apartment , Longboat Key
This one-bedroom Longboat Key townhome is conveniently located near St. Armands Circle and the beaches of Coquina and Lido Key, offering easy access to local attractions such as the Florida Maritime Museum at Cortez. The property sleeps four guests comfortably, featuring two sofa beds, a washing machine, WiFi, and air conditioning, and is close to AMI Paddleboard Adventures.
Best family friendly Longboat Key, FL holiday rentals
Among the 1669 accommodations in Longboat Key, FL, here are the 4 best family friendly rentals
9.3 34 reviews
Longboat Key, FL
11/07 – 17/07
£236/nighttotal: £1416 (6 )
Jerry's Gem home
3 3
house , West Bradenton
Jerry's Gem is located in Bradenton, just 13.7 kilometres from the Greens of Manatee Golf Club and 22.5 kilometres from the John and Mable Ringling Museum of Art. The property has received excellent ratings for user experience, location, and cleanliness. This three-bedroom holiday home spans 167 square metres. It boasts a private pool, air conditioning, a fully equipped kitchen, free private parking, an outdoor patio, and is close to cycling routes.
9.8 22 reviews
Longboat Key, FL
10/10 – 17/10
£267/nighttotal: £1869 (7 )
Island Property On Longboat Key By The Beach! 3 Minute Walk To The Beach!
3 4
apartment , Longboat Key
This Longboat Key holiday home is conveniently located a short walk (1.6km) from Longboat Key's beaches and Cannons Marina, and 4.2km from Jewfish Key. The 134 square metre property sleeps five guests in two bedrooms and a sofa bed, boasting a private pool, tennis court, and fully equipped kitchen including a dishwasher; free Wi-Fi and parking are also provided.
9.6 11 reviews
Longboat Key, FL
01/07 – 08/07
£233/nighttotal: £1631 (7 )
Sea La Vie: 2bed Gulf-adjacent Condo - By Skyrun Anna Maria
2 2
apartment , Bradenton Beach
This Runaway Bay condo in Bradenton Beach, Florida, is a short walk from Bradenton's pristine beaches and close to attractions such as Coquina Beach and Fort De Soto Park. The 100 square metre (approximately 1076 square feet) two-bedroom, two-bathroom apartment sleeps four guests and boasts a fully equipped kitchen, private balcony, access to a heated pool, and is within easy reach of Fish Hole Adventure Golf and H2O Watersportz.
Longboat Key, FL
01/11 – 01/04
£308/nighttotal: £46508 (151 )
Courtside Getaway Cedars East #653 By Rva
2 2
apartment , Longboat Key
This two-bedroom, two-bathroom holiday flat in Longboat Key is located a 9-minute walk from Longboat Key Beaches and a 5-minute drive from Jewfish Key, offering convenient access to local attractions. Guests can enjoy complimentary Wi-Fi, air conditioning, a fully equipped kitchen, and on-site activities such as cycling and swimming in the communal pool, with a private terrace and parking also provided for up to four people.
Top Holiday Rentals with a Pool in Longboat Key, FL
Our holiday rentals near the water in Longboat Key, FL include a pool, so a relaxing swim is always on the cards.
9.6 28 reviews
Longboat Key, FL
15/07 – 24/07
£368/nighttotal: £3312 (9 )
Unit #312 Sand Cay Beach Resort Pool View
2 6
apartment , Longboat Key
This two-bedroom apartment is situated on Longboat Key, just 0.3 kilometres from the beach and 3.2 kilometres from Cannons Marina. The apartment boasts a fully equipped kitchen, a private balcony, and access to a swimming pool, tennis court, and garden, making it ideal for families or groups of up to six guests.
Longboat Key, FL
01/11 – 01/04
£184/nighttotal: £27784 (151 )
Longboat Key Beach Retreat
1 2
apartment , Longboat Key
This Longboat Key beachfront apartment offers direct beach access and is conveniently located near Sarasota's attractions. The four-bedroom, two-bathroom property sleeps six, boasts a swimming pool, parking, and includes a 15% early bird discount for bookings made over three months in advance.
Longboat Key, FL
01/11 – 01/04
£330/nighttotal: £49830 (151 )
Gorgeous 3-bedroom Beachfront Unit At Club Longboat!
3 2
apartment , Longboat Key
This three-bedroom flat at Iconic Club Longboat Beach and Tennis offers direct beach access and is situated a short distance from St. Armand's Circle, renowned for its upscale shopping and dining, and within easy reach of Sarasota's arts and culture scene, including the Asolo Theater and Van Wezel Performing Arts Centre. This remodelled developer's unit accommodates seven guests, featuring a balcony with gulf front views, updated furnishings, and access to on-site amenities such as eight Har-Tru tennis courts, two heated swimming pools, and a clubhouse, with a minimum 30-day stay ideal for extended getaways.
9.1 41 reviews
Longboat Key, FL
01/07 – 08/07
£150/nighttotal: £1050 (7 )
West Bradenton Retreat - Community Pools, Close To Beaches, Golf!
2 2
apartment , Bradenton
This two-bedroom apartment is situated in the Shorewalk Vacation Villas in West Bradenton, just 10 km from the white sand beaches of Anna Maria Island and 11 km from Bradenton Beach. The apartment consistently receives excellent ratings for its location, cleanliness, and user experience. The 109 square metre apartment comfortably accommodates up to four guests. Residents have access to a range of amenities, including two heated swimming pools, a spa, tennis courts, a basketball court, BBQ grills, a playground, a clubhouse with billiards and a computer station, and a fully equipped kitchen with a washer and dryer.
Frequently asked questions about holiday rentals in Longboat Key, FL
What should a first-time visitor not miss in Longboat Key, FL?
For a first-time visit, you should definitely check out St. Armands Circle. It's a charming shopping and dining district with a beautiful view of the bay. You can also take a stroll along the Longboat Key Beach, which is known for its white sand and clear waters.
What are the best Airbnb and holiday rentals in Longboat Key, FL?
Which neighborhood in Longboat Key, FL should you consider for a vacation rental?
For a vacation rental, you might want to consider the south end of Longboat Key. It's quieter than the north end and has some lovely beaches. Many rentals have great views of the Gulf of Mexico.
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 great place to visit with kids. They have interactive exhibits about marine life and even a touch tank. The Longboat Key Club is also a good option, with its golf course and swimming pool.
What are the best holiday 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 is during the shoulder seasons, from April to May and September to October. You'll get better rates and fewer crowds compared to the peak season.
What are the best rentals for families and kids in Longboat Key, FL?
What are the best budget-friendly activities in Longboat Key, FL?
A nice way to spend a day is by taking a walk or bike ride along the Longboat Key Beach. You can also explore the many parks and nature trails in the area, like the Bayfront Park or the Longboat Key Nature Center.
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 dishes, try Harry's Continental Kitchens or The Chart Room. These restaurants offer classic Florida cuisine with fresh seafood and local ingredients.
What are the best walking or cycling routes in Longboat Key, FL?
The Longboat Key Bike Trail is a popular route for cyclists, stretching along the coast. For walkers, the Gulf of Mexico Drive offers beautiful views of the beach and the Gulf.
Are there pet-friendly attractions in Longboat Key, FL?
Yes, there are several pet-friendly beaches in Longboat Key, such as the Longboat Key Beach. You can also find dog-friendly restaurants and shops in the area.
What are the benefits of choosing a vacation rental in Longboat Key, FL?
Vacation rentals offer more space and privacy compared to hotels. They're also a great option for families or groups of friends travelling together.
What are the top sports attractions and facilities in Longboat Key, FL?
Longboat Key is known for its golf courses, with the Longboat Key Club being a popular option. There are also public tennis courts available for use.
Destinations nearby
Best Longboat Key, FL holiday rentals with a balcony
10 2 reviews
Longboat Key, FL
01/11 – 01/04
£152/nighttotal: £22952 (151 )
Lakeview Bradenton Rental Near Beaches & Img
2 2
apartment , South Bradenton
This South Bradenton flat provides peaceful lake views from an enclosed lanai and is situated 8 kilometres from Gulf Coast beaches, 4 kilometres from IMG Academy, and 48 kilometres from Sarasota. This 93 square metre residence offers two bedrooms and two bathrooms for up to five guests, featuring a fully equipped kitchen, air conditioning, WiFi, smart TVs, and is pet-friendly for up to two well-trained animals, with extended stay options available.
Longboat Key, FL
10/10 – 17/10
£189/nighttotal: £1323 (7 )
Silver Sands #232
1 4
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.
This waterfront flat is located just 4.8 kilometres from Cannons Marina and Longboat Key Beaches, with Jewfish Key and Coquina Beach within a 4.8 kilometre radius. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This spacious two-bedroom, two-bathroom flat offers 144 square metres of living space and comfortably accommodates four guests. The apartment features a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, parking, and free Wi-Fi, making it ideal for families or groups seeking a relaxing and enjoyable holiday.
9.5 41 reviews
Longboat Key, FL
20/07 – 22/07
£208/nighttotal: £416 (2 )
Comfy Florida Condo Near Beach In Bradenton Florida
2 1
apartment , South Bradenton
This two-bedroom apartment is located just 0.9 kilometres from Arcadeland and 1.6 kilometres from IMG Academy, making it ideal for families and groups visiting South Bradenton. The property has received excellent ratings for its cleanliness, location and overall user experience. The apartment is suitable for up to four guests and offers a comfortable layout with two bathrooms. Enjoy access to a range of amenities including a swimming pool, a fitness centre, a jacuzzi, and a garden, perfect for a relaxing and enjoyable stay.
Choose the Right Self-Catering Rentals with Parking in Longboat Key, FL
Free on-site parking comes with these holiday rentals near the water in Longboat Key, FL, letting you focus on the coast and local beaches.
Longboat Key, FL
01/11 – 01/04
£315/nighttotal: £47565 (151 )
Sutton Place #102a Condo By Rva
2 2
apartment , Longboat Key
This Longboat Key beachfront apartment, situated 1.1 km from Longboat Key Beaches and 4.3 km from Cannons Marina, offers stunning waterfront views and easy beach access. The two-bedroom, two-bathroom property sleeps four guests and boasts a fully equipped kitchen, swimming pool, fitness centre, tennis court, and on-site parking, plus a games room and barbecue facilities.
Longboat Key, FL
01/07 – 05/07
£330/nighttotal: £1320 (4 )
Sleeps 8 - Pool W Slide - Games - 6 Min To Img
2 8
house , South Bradenton
This holiday let is situated in South Bradenton, just 6 minutes by car from the International Marine Academy (IMA). This 116 square meter villa offers 2 bedrooms and 2 bathrooms, accommodating up to 8 guests with a private pool featuring a slide, an on-site casino, complimentary WiFi, and a fully equipped kitchen.
9.5 309 reviews
Longboat Key, FL
11/07 – 17/07
£203/nighttotal: £1218 (6 )
Beach Front One Bedroom Condo Paradise. Ground Floor.
1 3
apartment , Longboat Key
This studio apartment is located on Longboat Key, just a 2-minute walk from the beach and 19 kilometres from the John and Mable Ringling Museum of Art. It has received excellent ratings for its location, cleanliness and overall experience. The apartment is on the ground floor, offering easy access and a private balcony. Guests have access to a range of amenities including a well-equipped kitchen, a swimming pool, a jacuzzi, a tennis court and free parking.
9.8 63 reviews
Longboat Key, FL
15/07 – 24/07
£210/nighttotal: £1890 (9 )
Foxtail Palms Retreat, A Happy Bradenton Vacation Home Rental
3 6
apartment , Bradenton
This holiday home is located in Bradenton, within a 5km radius of Blake Medical Center, Riverwalk, LECOM Park, the Bishop Museum of Science and Nature, and arcadeland. The property has received excellent ratings for user experience, location, and cleanliness. The home offers 3 bedrooms and 2 bathrooms across 164 square metres, comfortably accommodating up to 6 guests. Amenities include a private pool, a bar/lounge, a spacious garden, a fully equipped kitchen, and access to a water park, providing everything you need for a relaxing and enjoyable stay.
