Best Holiday rentals and Airbnb offers in Longboat Key, FL
9.4 53 reviews
Longboat Key, FL
14/07 – 16/07
£351/nighttotal: £702 (2 )
Beautiful Canal Front Unit!see Manatees Playing From Your Living Room.cabana #12
1 4
apartment , Longboat Key
This Longboat Key apartment is situated just a short walk from a convenience store and a selection of restaurants, directly across the street from a heated pool and laundry facilities. It boasts an excellent user rating, indicating a high level of satisfaction from previous guests. The apartment is a comfortable one-bedroom property with a floor area of 62 square metres and a capacity of up to four guests. It offers a well-equipped kitchen, a private porch overlooking the bay, and easy access to the beach, local attractions, and water activities.
Longboat Key, FL
01/11 – 01/04
£299/nighttotal: £45149 (151 )
Luxury Coastal Escape In Longboat Key, Florida-beachfront Condo For Rent!
2 2
apartment , Longboat Key
This sixth-floor condominium in Longboat Key provides direct ocean and bay vistas, located a mere few kilometres from the shops and restaurants of St. Armands Circle. This 147 square metre apartment accommodates up to four guests, featuring two bedrooms and two bathrooms, with resort-style amenities including a heated swimming pool, spa, and direct access to 400 feet of private coastline.
10 10 reviews
Longboat Key, FL
27/06 – 04/07
£288/nighttotal: £2016 (7 )
Beachcomber Unit 305
1 2
apartment , Longboat Key
This beachfront Longboat Key apartment, located 0.32km from Longboat Key Beaches and 9.7km from Lido Beach and St. Armands Circle, offers direct beach access. The two-bedroom, one-bathroom flat sleeps four, includes a fully equipped kitchen, in-unit laundry, a terrace, swimming pool, tennis court, and barbecue facilities, perfect for a relaxing Longboat Key holiday.
8.6 125 reviews
Longboat Key, FL
10/10 – 17/10
£214/nighttotal: £1498 (7 )
Cozy Beach Studio Silver Sands #251a By Rva
2 4
studio , Longboat Key
Silver Sands #251 Resort By Rva is situated on Longboat Key, just a short walk from the beach and Cannons Marina and within a 5km drive of Coquina Beach and Bradenton Beach. The resort has received very good user ratings, with excellent marks for location and cleanliness. The apartment has a fully equipped kitchen, a comfortable living area with a TV and DVD player, and a washing machine. Guests can enjoy the garden, barbecue grills, and swimming pool, as well as a tennis court.
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.
9.6 8 reviews
Longboat Key, FL
01/07 – 08/07
£285/nighttotal: £1995 (7 )
Beachcomber Unit 203
1 2
apartment , Longboat Key
This beachfront Longboat Key apartment is situated near Publix and CVS, offering easy access to Sarasota Bay. The two-bedroom, one-bathroom condo sleeps four, features a fully equipped kitchen, two smart TVs, a terrace, and access to a heated swimming pool; king-size bed and full-size sleeper sofa are provided.
9.5 35 reviews
Longboat Key, FL
27/06 – 04/07
£147/nighttotal: £1029 (7 )
Fm Shorewalk -Pool, Tennis, Pickle Ball, Near Beaches Anna Maria Island And Img
2 2
apartment , Bradenton
This two-bedroom apartment is located in Bradenton, just over 1.5 kilometres from both Arcadeland and IMG Academy, making it ideal for families and sports enthusiasts. The property has received excellent ratings for location, cleanliness, and overall user experience. The apartment is 116 square metres in size and can comfortably accommodate up to four guests. It features a fully equipped kitchen, two bathrooms, a washing machine, a patio, a TV, parking, internet access, and table tennis, ensuring a comfortable and enjoyable stay.
9.5 2 reviews
Longboat Key, FL
16/09 – 19/09
£247/nighttotal: £741 (3 )
Silver Sands #244
1 2
house , Longboat Key
Silver Sands #244 is a beachfront villa in Longboat Key, offering direct access to the sandy shores and situated 24 kilometres from the John and Mable Ringling Museum of Art. This villa accommodates up to seven guests with a well-equipped kitchen, a balcony boasting sea views, and amenities including a swimming pool, fitness centre, and tennis court, with complimentary private parking and WiFi provided.
10 356 reviews
Longboat Key, FL
16/07 – 21/07
£314/nighttotal: £1570 (5 )
Are You Ready For A Luxury 5-floor Penthouse 60 Ft From Water, 207 Reviews
1 2
apartment , Longboat Key
This Longboat Key apartment is located just 0.5km from the beach and 4.3km from Cannons Marina, with Coquina Beach and Bradenton Beach also within a 10km radius. The apartment has excellent user, location, and cleanliness ratings, making it a highly recommended choice for travellers. The apartment has one bedroom and one bathroom, with a floor area of 74 square metres and a capacity of six guests. It offers a range of amenities, including a swimming pool, jacuzzi, terrace, garden, and parking, as well as a well-equipped kitchen and comfortable living spaces.
9.5 312 reviews
Longboat Key, FL
20/07 – 22/07
£227/nighttotal: £454 (2 )
Beach Front One Bedroom Condo Paradise. Ground Floor.
1 1
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.
10 3 reviews
Longboat Key, FL
14/07 – 16/07
£366/nighttotal: £732 (2 )
Beach View Unit 302
1 4
apartment , Longboat Key
This one-bedroom flat offers prime beachfront accommodation on the third floor of a resort complex, providing direct Gulf of Mexico views and immediate access to the expansive beaches of Longboat Key. This apartment comfortably accommodates up to six guests, featuring a private balcony for enjoying ocean vistas, air conditioning, internet, parking, and access to a heated community pool and furnished beach lounges.
9.9 17 reviews
Longboat Key, FL
01/07 – 08/07
£218/nighttotal: £1526 (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.
Best family friendly Longboat Key, FL holiday rentals
Among the 1669 accommodations in Longboat Key, FL, here are the 4 best family friendly rentals
10 18 reviews
Longboat Key, FL
01/07 – 05/07
£370/nighttotal: £1480 (4 )
172 M² House ∙ 3 Bedrooms ∙ 8 Guests
3 8
house , Bradenton
This three-bedroom house is located in Northwest Bradenton, just a short drive (around 10km) from the beaches of Anna Maria Island, Bradenton Beach, and Holmes Beach. The property has received excellent user ratings and is perfect for families or groups of up to 8 people. The house spans 171 square metres and offers a private saltwater pool with a screened-in area and a covered deck. Guests can enjoy a fully equipped kitchen, a spacious backyard with a bathroom, and a modern coastal design.
9.9 459 reviews
Longboat Key, FL
16/09 – 19/09
£217/nighttotal: £651 (3 )
Paradise Retreat With Heated Pool-- Need We Say More
3 2
apartment , South Bradenton
This family-friendly property is located in South Bradenton, just a short distance from Arcadeland, Smugglers Cove Adventure Golf, and IMG Academy. It has consistently received excellent ratings for its location, cleanliness, and overall experience. The three-bedroom house spans 102 square metres and comfortably accommodates up to six guests. It offers a range of amenities including a private pool, a fitness centre, a spa, a terrace, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
9.9 82 reviews
Longboat Key, FL
01/07 – 08/07
£106/nighttotal: £742 (7 )
Red Sunset
1 Mile From Img
1 2
apartment , South Bradenton
This South Bradenton holiday home, sleeps four guests in two bedrooms and one bathroom, and boasts a fully equipped kitchen including a fridge, freezer, microwave, and dishwasher. The property includes air conditioning, Wi-Fi, garden, and parking; further details regarding its precise location within South Bradenton, proximity to beaches and local amenities, and specific interior features are needed for a complete description.
10 3 reviews
Longboat Key, FL
16/07 – 21/07
£208/nighttotal: £1040 (5 )
Ami, 2 Heated Pools, Img, 2 Hot Tubs, Pickleball.
2 2
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.
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.
9.2 67 reviews
Longboat Key, FL
20/07 – 22/07
£331/nighttotal: £662 (2 )
Sun, Sand & Serenity Beach Castle #17
1 1
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.
8.8 23 reviews
Longboat Key, FL
20/07 – 22/07
£279/nighttotal: £558 (2 )
Charming 1-bedroom, Beachfront Condo In Fabulous Longboat Key Steps To The Beach
1 1
apartment , Longboat Key
This beachfront Longboat Key apartment, situated within the Beach on Longboat Key complex, offers direct Gulf access and is conveniently located a short drive from St. Armands Circle and the University Town Center Mall. The one-bedroom, one-bathroom flat sleeps two guests and features a fully equipped kitchen, private patio with Gulf views, and access to a community pool; in-unit amenities include Wi-Fi, air conditioning, and laundry facilities.
9.0 13 reviews
Longboat Key, FL
01/11 – 01/04
£273/nighttotal: £41223 (151 )
On The Beach, 2nd Floor, Elevator, Heated Swimming Pool And Spa, Freshly Painted
1 2
apartment , Longboat Key
This Longboat Key apartment is situated just 1.6 kilometres from Longboat Key Beaches and Cannons Marina, offering easy access to the area's attractions. It has received excellent reviews from previous guests. The property is a one-bedroom, one-bathroom apartment spanning 93 square metres. This comfortable apartment offers amenities such as a swimming pool, Jacuzzi, terrace, garden, parking, and free Wi-Fi.
9.8 11 reviews
Longboat Key, FL
16/09 – 19/09
£261/nighttotal: £783 (3 )
Sandy Toes & Sun Kissed Nose: Open Wednesday & Thursday, $199/nt + Fees!
1 2
apartment , Longboat Key
This Longboat Key beachfront apartment, located just a short walk from Longboat Key's beaches and within 9.6km of Lido Beach and St. Armands Circle, offers easy access to shopping and dining. The one-bedroom, one-bathroom flat sleeps four guests and features a fully equipped kitchen, private patio, swimming pool, and in-unit laundry; housekeeping is available on request.
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
9.2 4 reviews
Longboat Key, FL
20/07 – 22/07
£365/nighttotal: £730 (2 )
Beach Castle Resort #17
1 1
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.
9.8 256 reviews
Longboat Key, FL
16/09 – 19/09
£155/nighttotal: £465 (3 )
Bradenton 2br Condo W/ Lanai · Two Pools & Hot Tubs · Img Academy · Gulf Beaches
2 2
apartment , Bradenton
This waterfront apartment is situated just 1.6km from IMG Academy and 1.8km from Arcadeland, offering easy access to these popular attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers. The apartment has two bedrooms and two bathrooms, spanning 116 square metres and comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, a private balcony, a swimming pool, a jacuzzi, and a tennis court, ensuring a relaxing and enjoyable stay.
Longboat Key, FL
10/10 – 17/10
£189/nighttotal: £1323 (7 )
Longboat Key Cedars Beach House-pet Friendly-2 Minute To The Beach
1 4
apartment , Longboat Key
Longboat Key Cedars Beach House is situated on Longboat Key, offering easy beach access and proximity to local attractions. This 120 square metre property boasts a swimming pool, fitness centre, and parking, plus amenities including a kitchen with fridge, microwave, and dishwasher, and free Wi-Fi.
Longboat Key, FL
08/10 – 12/10
£264/nighttotal: £1056 (4 )
Silver Sands #251s
1 6
house , Longboat Key
This Silver Sands #251S property is a beachfront apartment in Longboat Key, offering direct access to the beach and situated 24 kilometres from the John and Mable Ringling Museum of Art. This apartment accommodates up to 11 guests and features a well-equipped kitchen, two bathrooms, a balcony with sea views, air conditioning, a swimming pool, a garden, a fitness centre, a tennis court, and complimentary private parking and WiFi.
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.
10 85 reviews
Longboat Key, FL
01/07 – 05/07
£329/nighttotal: £1316 (4 )
Driftwood & Sunsets - Modern Beach House - Heated Pool - Minutes From The Beach
3 8
apartment , Bradenton
This family-friendly holiday home is located in Bradenton, just a few kilometres from Blake Medical Center and arcadeland, and less than 10 kilometres from the Bishop Museum of Science and Nature and Smugglers Cove Adventure Golf. The property has received excellent ratings for user experience, location, and cleanliness. The house has 3 bedrooms and 2 bathrooms, offering comfortable accommodation for up to 8 guests across 177 square metres. This property has a range of amenities, including a private pool, spa, BBQ facilities, a garden, and a terrace, making it ideal for families and groups looking for a relaxing and enjoyable stay.
9.6 4 reviews
Longboat Key, FL
01/07 – 05/07
£323/nighttotal: £1292 (4 )
Spacious Home With Beautiful Pool & Waterfall -Close To Beaches And Img Academ
3 8
apartment , Bradenton
This beachfront apartment in Bradenton city centre is a 10-minute drive from the Riverwalk and 22 minutes (approx. 35km) from Tampa Bay, offering easy access to Mote Marine Laboratory & Aquarium, Cortez Beach, and Bradenton Beach. The 201-square-metre (approx. 2166 sq ft) property boasts three bedrooms, two bathrooms, sleeps eight, and includes a private heated pool, garden, fully equipped kitchen, and in-unit laundry facilities.
9.0 36 reviews
Longboat Key, FL
01/07 – 05/07
£392/nighttotal: £1568 (4 )
Pet Friendly Tropical Home W/pool And Grill!
3 8
apartment , Bradenton
This three-bedroom home is conveniently located in Northwest Bradenton, just a short drive from the beaches of Anna Maria Island, Bradenton Beach, and Holmes Beach, as well as Lakewood Ranch, Sarasota, and Tampa. The property has consistently received excellent ratings for its cleanliness, location, and overall experience. This spacious property spans 177 square metres and can comfortably accommodate up to eight guests. The apartment boasts a private pool, a modern coastal design, two living rooms, a fully equipped kitchen, and a range of outdoor amenities, including a grill and a large horseshoe driveway.
9.0 523 reviews
Longboat Key, FL
01/07 – 08/07
£281/nighttotal: £1967 (7 )
Sea Club I
1 2
studio , Longboat Key
This studio apartment is located on Longboat Key, Florida, just a 2-minute walk from Bayfront Park Recreational Center and a short drive from attractions like Beer Can Island, Harborside Golf Course, and Mote Marine Aquarium. The studio has received very good ratings for cleanliness and user experience, and the location has been rated excellent. The studio offers a fully equipped kitchen, a private balcony or terrace, and access to a swimming pool and garden. Guests can enjoy free Wi-Fi, on-site parking, and direct access to a private beach.
