Waterfront, Spa, Pool, Private Paradise On Longboat Key
1 2
house , Longboat Key
This Longboat Key waterfront property offers direct access to the beach, a four-minute walk away, and is within a 24-kilometre radius of the Ringling Museum of Art and Sarasota Bradenton International Airport. The 141-square-metre house boasts one bedroom, two bathrooms (one with a hot tub), a private pool and jacuzzi, and accommodates up to seven guests, featuring a well-equipped kitchen and free Wi-Fi.
8.9 1671 reviews
Longboat Key, FL
20/08 – 22/08
£173/nighttotal: £346 (2 )
4411 Shorewalk 15 Min To Beach And 5 Mins To Img
1 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 1 review
Longboat Key, FL
18/07 – 21/07
£376/nighttotal: £1128 (3 )
Pool & Play Oasis! All The Amenities & Near Ami!
1 9
house , West Bradenton
This renovated holiday home is located in West Bradenton, 16 kilometres from Sarasota Bradenton International Airport and close to Palma Sola Causeway Park. This property offers 143 square metres of living space with 1 bedroom and 2 bathrooms, sleeping up to 19 guests, and features a private swimming pool, hot tub, spa, billiards, darts, mini-golf, and complimentary WiFi.
Longboat Key, FL
22/08 – 05/09
£108/nighttotal: £1512 (14 )
Stylish Longboat Key Townhome Minutes To Beach Ospreys Nest
2 3
house , Longboat Key
This Longboat Key townhome, located minutes from the beach and within 21-27 kilometres of attractions including the Ringling Museum of Art and Sarasota International Convention Centre, offers a convenient base for exploring the area. The two-bedroom, two-bathroom property sleeps up to 13 guests and features a fully equipped kitchen, private balcony, Wi-Fi, air conditioning, laundry facilities, and parking; a tennis court is also available.
9.0 2 reviews
Longboat Key, FL
18/07 – 21/07
£456/nighttotal: £1368 (3 )
Villa Bella! Amazing Pool Home With Cabana Just Minutes From Downtown!
4 9
house , Bradenton
This Bradenton property, a four-bedroom house with two bathrooms, is minutes from the city centre, 11 kilometres from Sarasota Bradenton International Airport, and approximately 14 kilometres from the John and Mable Ringling Museum of Art. The 260-square-metre home boasts a private pool with cabana, a fully equipped kitchen, free Wi-Fi, parking, and can comfortably accommodate up to 17 guests.
8.8 6 reviews
Longboat Key, FL
15/07 – 24/07
£168/nighttotal: £1512 (9 )
Cozy Haven Near Manatee Memorial And Great Beaches
3 6
house , Bradenton
This 1-bedroom bungalow in Bradenton is situated 10 kilometres from Sarasota Bradenton International Airport, offering straightforward access to Manatee Memorial Hospital and local beaches, and is within 9.6 kilometres of the John and Mable Ringling Museum of Art. This property provides accommodation for up to 13 guests, featuring 2 bathrooms, 127 square metres of floor area, complimentary WiFi, a fully equipped kitchen with a dishwasher and oven, air conditioning, a terrace, garden, and private parking, with a check-out time of 11:00 AM.
10 7 reviews
Longboat Key, FL
26/12 – 31/12
£156/nighttotal: £780 (5 )
Coastal Luxury 7mi To Anna Maria Private Cottage
1 2
cottage , Bradenton
This Bradenton holiday home is conveniently located near LECOM Park and The Bishop Museum of Science and Nature (approx. 6.4 km to each), a short drive from Tampa Bay (approx. 24 km) and Lido Beach (approx. 71 km). The self-catering property sleeps two guests in one bedroom and one bathroom, offering Wi-Fi, air conditioning, and is well-equipped for a comfortable stay near local attractions including the Mall at University Town Center and St. Armands Circle.
9.4 25 reviews
Longboat Key, FL
26/12 – 31/12
£159/nighttotal: £795 (5 )
The Cottage By Anna Maria Island
3 2
cottage , Bradenton
This charming cottage is located in central Bradenton, within easy walking distance of restaurants, the Farmers Market, Village of the Arts, and the Riverwalk. It has consistently received excellent guest ratings. This cosy home has three bedrooms and one bathroom, comfortably accommodating up to six guests. The cottage offers a fully equipped kitchen, a comfortable bathroom, air conditioning, a jacuzzi, and two porches, perfect for relaxing and enjoying the Florida sunshine.
10 143 reviews
Longboat Key, FL
26/12 – 31/12
£144/nighttotal: £720 (5 )
Quiet Nights Of Quiet Stars On Anna Maria Island
2 2
cottage , Holmes Beach
This Holmes Beach cottage boasts beachfront access, a 10-minute walk from Bradenton Beach and Island Gallery West, and under 2km from Holmes Beach and Manatee Public Beach. This 65 square metre holiday home sleeps four in two bedrooms, one bathroom, and includes a fully equipped kitchen, free Wi-Fi, a terrace, garden, tennis court, parking, and on-site barbecue facilities.
Longboat Key, FL
01/07 – 08/07
£378/nighttotal: £2646 (7 )
Outrigger Resort #10
1 2
house , Longboat Key
Outrigger Resort #10, a beachfront property in Longboat Key, offers direct access to the beach and is located 22 kilometres from the John and Mable Ringling Museum of Art. This 58 square metre apartment accommodates up to seven guests and features a well-equipped kitchen, a balcony with sea views, and access to a swimming pool, fitness centre, and tennis court.
10 1 review
Longboat Key, FL
20/08 – 21/08
£492/nightfor 1 night
Silver Sands #253s
1 2
house , Longboat Key
This beachfront villa, Silver Sands #253S, is located directly on Longboat Key, 24 kilometres from the John and Mable Ringling Museum of Art and Sarasota International Convention Centre. Offering accommodation for up to 11 guests, this property features a well-equipped kitchen, air conditioning, a swimming pool, terrace, garden, fitness centre, tennis court, and private parking, with accessible facilities and complimentary Wi-Fi.
Longboat Key, FL
15/07 – 24/07
£219/nighttotal: £1971 (9 )
Riverbend Cottage
2 6
house , Bradenton
Riverbend Cottage, a detached house in Bradenton, is located approximately 16 kilometres from the John and Mable Ringling Museum of Art and 15 kilometres from the Sarasota International Convention Centre. This property offers accommodation for eight guests, featuring two bedrooms and two bathrooms, with amenities including air conditioning, a swimming pool, jacuzzi, terrace, garden, and Wi-Fi, alongside a fully equipped kitchen and a fireplace.
Best Longboat Key, FL villas and holiday homes with air conditioning
Longboat Key, FL
22/08 – 05/09
£232/nighttotal: £3248 (14 )
Cedars East #603
1 3
house , Longboat Key
This Cedars East #603 holiday home is located in Longboat Key, offering a 5-minute walk to Longboat Key Beach and a 24-kilometre drive to the John and Mable Ringling Museum of Art. This 134 square metre holiday home accommodates up to 11 guests with 2 bedrooms, a full kitchen, air conditioning, complimentary WiFi, private parking, and facilities for disabled guests, with cycling opportunities nearby.
Longboat Key, FL
15/07 – 24/07
£238/nighttotal: £2142 (9 )
Min To Img - Heated Pool W Slide - Games-sleeps 5
1 6
house , South Bradenton
This detached house is located in South Bradenton, offering convenient access to IMG Academy, situated just 1.6 kilometres away, and features a private heated swimming pool with a slide. This 116 square metre holiday home accommodates up to 9 guests and includes a fully equipped kitchen with a dishwasher and oven, complimentary WiFi, on-site parking, and a private entrance, with games and an outdoor seating area available for guest enjoyment.
9.8 36 reviews
Longboat Key, FL
15/07 – 24/07
£330/nighttotal: £2970 (9 )
Charming Ground Level Resort Style 3 Unit Condo - Unit C
2 6
cottage , Holmes Beach
This charming ground floor apartment, part of a three-unit complex, is conveniently located in Ilexhurst, Holmes Beach, just a short walk from Anna Maria Sound and Bradenton Beach. It has consistently received excellent reviews from previous guests. This two-bedroom apartment, spanning 84 square metres, comfortably accommodates up to six guests. Amenities include a private pool, a garden with barbecue facilities, free Wi-Fi, and a fully equipped kitchen.
10 17 reviews
Longboat Key, FL
01/07 – 05/07
£370/nighttotal: £1480 (4 )
150 M² House ∙ 3 Bedrooms ∙ 8 Guests
3 8
house , Bradenton
This Bradenton holiday home is situated just off Anna Maria Island, a short 5km drive from Bradenton's downtown area and Riverwalk, under 24km from Sarasota and approximately 88km from Tampa Airport. The 149 square metre property sleeps up to eight guests in three bedrooms and two bathrooms, boasting a private screened-in solar-heated pool, fully equipped kitchen, multiple Smart TVs, and beach equipment including cornhole and a putting green.
Top-Rated Holiday Houses with a Jacuzzi in Longboat Key, FL
Returning to a private hot tub after a day outdoors adds a touch of luxury to these holiday homes in Longboat Key, FL.
10 1 review
Longboat Key, FL
26/12 – 31/12
£330/nighttotal: £1650 (5 )
The Sand Castle - Cozy Oasis With Hot Tub
1 2
house , Bradenton
This Bradenton villa is situated 12 kilometres from Sarasota Bradenton International Airport and 15 kilometres from The John and Mable Ringling Museum of Art, offering easy access to local attractions. The 268-square-metre property boasts one bedroom, three bathrooms, and accommodates up to 23 guests, featuring a private garden, hot tub, fully equipped kitchen, and free Wi-Fi.
Longboat Key, FL
01/07 – 05/07
£433/nighttotal: £1732 (4 )
166 M² House ∙ 3 Bedrooms ∙ 8 Guests
3 8
house , Whitfield
This Sarasota ranch-style property is located in the Historic Whitfield Estates, less than 24km from Sarasota city centre and 13km from Sarasota-Bradenton International Airport. This three-bedroom, two-bathroom house offers 165 square metres of living space, including a large living area, modern kitchen, private saltwater pool with heated spa (additional charge), and can accommodate up to eight guests; nearby attractions include the John & Mable Ringling Museum of Art.
10 1 review
Longboat Key, FL
26/12 – 31/12
£240/nighttotal: £1200 (5 )
Villa Cypress -Close To Ami Beaches, Downtown
2 2
house , South Bradenton
This Bradenton villa is located 11 kilometres from Anna Maria Island, 14 kilometres from Sarasota International Convention Centre and 15 kilometres from the John and Mable Ringling Museum of Art. This 93 square metre holiday home accommodates up to nine guests in two bedrooms and features a hot tub, tennis court, outdoor cinema setup, and a fire pit, with complimentary WiFi throughout.
9.7 68 reviews
Longboat Key, FL
18/07 – 21/07
£1278/nighttotal: £3834 (3 )
Waterfront Estate, Dock, Heated Pool/spa & More!
5 9
apartment , Bradenton
Palma Sola Bay House is located in Bradenton, just a 5-minute walk from Palma Sola Causeway Park, offering scenic views and recreational opportunities, and within a 21-kilometre drive of The John and Mable Ringling Museum of Art. The property has received excellent ratings for location, cleanliness and user experience. This 5-bedroom home is ideal for large families or groups of friends. The property offers a private pool, balcony, fully equipped kitchen, air conditioning, free Wi-Fi and free parking.
Frequently asked questions about villa rentals in Longboat Key, FL
What are the best activities in Longboat Key, FL?
Longboat Key is known for its beautiful beaches, so spending time on the Gulf of Mexico is a must. You can also enjoy activities like kayaking, paddleboarding, fishing, and boating. And if you're interested in exploring the island, you can take a bike ride along the Longboat Key bike path or go for a walk on the many nature trails.
What are the best holiday homes in Longboat Key, FL?
What are the advantages of renting a house or a villa in Longboat Key, FL
Renting a house or villa in Longboat Key offers more space and privacy than a hotel. You'll also have access to a kitchen, which allows you to prepare your own meals and save money. Many rental properties also have private pools and outdoor spaces, which are great for relaxing and enjoying the Florida weather.
What are the best holiday homes with a pool in Longboat Key, FL?
What exclusive experiences are available when visiting Longboat Key, FL?
You can enjoy a private sunset cruise on a luxury yacht, or take a guided fishing tour with a local expert. For a truly unique experience, you can book a private chef to prepare a gourmet meal in your villa.
What are the best holiday homes with a jacuzzi in Longboat Key, FL?
Which part of Longboat Key, FL would be ideal for a villa rental?
The south end of Longboat Key is known for its luxury villas and quiet atmosphere. This area offers stunning views of the Gulf of Mexico and is close to the many restaurants and shops on the island.
What are the best holiday homes for families and kids in Longboat Key, FL?
Best Longboat Key, FL villas and holiday homes with a kitchen
9.0 1 review
Longboat Key, FL
20/08 – 21/08
£364/nightfor 1 night
Silver Sands #241a
1 2
house , Longboat Key
Silver Sands #241A is a beachfront holiday home in Longboat Key, located mere steps from the beach and 24 kilometres from the John and Mable Ringling Museum of Art. This holiday home offers direct beach access, sea views, and includes a kitchenette with a fridge and microwave, air conditioning, a swimming pool, fitness centre, tennis court, and parking for up to three guests, with facilities for disabled guests and free WiFi.
Longboat Key, FL
22/08 – 05/09
£168/nighttotal: £2352 (14 )
Silver Sands #233
1 3
house , Longboat Key
This beachfront property in Longboat Key offers direct access to the shore and is situated 24 kilometres from the John and Mable Ringling Museum of Art, with Sarasota International Convention Centre 27 kilometres away. This holiday home accommodates up to seven guests and features a kitchen with a fridge, microwave, and dishwasher, alongside a swimming pool, fitness centre, tennis court, and a children's playground, with accessible facilities and free private parking provided.
Longboat Key, FL
20/08 – 21/08
£368/nightfor 1 night
Silver Sands #236
1 2
house , Longboat Key
Silver Sands #236 is a beachfront holiday home in Longboat Key, situated a few steps from Longboat Key Beach and approximately 24 kilometres from the John and Mable Ringling Museum of Art. This property offers direct beach access, complimentary private parking, free WiFi, and facilities for disabled guests, alongside a fully equipped kitchen, a balcony with views, and is ideal for cycling enthusiasts.
8.0 1 review
Longboat Key, FL
15/07 – 24/07
£187/nighttotal: £1683 (9 )
Popeyes Poole Paradise By Skyrun Anna Maria
2 6
house , Bradenton
This detached residence in Bradenton offers excellent access to local attractions, situated 2.7 kilometres from Palma Sola Causeway Park and 17.7 kilometres from the John and Mable Ringling Museum of Art, with Sarasota Bradenton International Airport 14 kilometres away. This property spans 148 square metres and accommodates up to 11 guests, featuring two bedrooms, one bathroom, air conditioning, a private swimming pool, a garden, spa access, and a fully equipped kitchen with a fridge, microwave, and dishwasher, plus free Wi-Fi and parking.
Check Out Holiday Homes with a Pool in Longboat Key, FL
Take a dip whenever you fancy; these holiday homes near the water in Longboat Key, FL feature excellent on-site swimming pools for your enjoyment.
Longboat Key, FL
20/08 – 22/08
£282/nighttotal: £564 (2 )
Silver Sands #255
1 2
house , Longboat Key
This holiday home, Silver Sands #255, is located in Longboat Key, a mere stroll from the beach and 24 kilometres from the John and Mable Ringling Museum of Art. This property offers accommodation for up to seven guests, featuring a private swimming pool, a terrace with sea views, and direct access to Longboat Key Beach, with complimentary WiFi and private parking available.
10 1 review
Longboat Key, FL
18/07 – 21/07
£360/nighttotal: £1080 (3 )
⚓New! Driftwood Dreams, Heated Pool, Game Room, Min To Ami Beaches!
1 9
house , Bradenton
This detached house in Bradenton is situated a mere 2.7 kilometres from the shores of Anna Maria Island and 2.7 kilometres from Palma Sola Causeway Park, with Sarasota International Convention Centre and the Ringling Museums a moderate drive away. This property offers 139 square metres of living space, featuring air conditioning, a heated swimming pool, a games room, a fully equipped kitchen, and free on-site parking, accommodating up to 19 guests with 2 bathrooms.
10 4 reviews
Longboat Key, FL
15/07 – 24/07
£294/nighttotal: £2646 (9 )
Villa 5 Mins Walk To Img Academy. Sleeps 6. Pool\ngated And 2 Free Parking Spots
3 6
house , Bayshore Gardens
This modern villa in The Bollettieri Resort Villas, Bradenton, offers a prime location adjacent to the IMG Academy campus, ideal for visiting athletes' families and providing convenient access to St. Armands Circle (approximately 8 kilometres away) and Lido Beach. This ground-floor property accommodates up to six guests, featuring three bedrooms and three bathrooms, air conditioning, a swimming pool, and a communal heated hot tub, with Wi-Fi and parking available.
10 2 reviews
Longboat Key, FL
01/07 – 05/07
£344/nighttotal: £1376 (4 )
A Piece Of Paradise
1 8
house , West Bradenton
This West Bradenton beachfront property is situated 16km from Sarasota Bradenton International Airport, 19km from The Ringling Museum of Art, and approximately 48km from both The Dalí Museum and the Chihuly Collection. This three-bedroom, two-bathroom holiday home boasts 168 square metres of living space, offering a private balcony, swimming pool, fitness centre, and parking for up to 17 guests, along with free Wi-Fi and a fully equipped kitchen.
Search Holiday Homes by the Shore in Longboat Key, FL
Explore scenic shoreside paths from comfortable coastal holiday homes in Longboat Key, FL situated a short drive from beaches.
9.4 144 reviews
Longboat Key, FL
26/12 – 31/12
£255/nighttotal: £1275 (5 )
Uncle Louies Gulf Coast Gem With Outdoor Oasis
2 2
house , South Bradenton
Top Luxury Holiday Homes in Longboat Key, FL
These upscale holiday homes in Longboat Key, FL set a high standard, offering stylish interiors and premium features for a sophisticated stay.
9.5 63 reviews
Longboat Key, FL
11/07 – 17/07
£269/nighttotal: £1614 (6 )
Private Pool Home Located Off Sarasota Bay Boat Dock Access Home
2 3
house , Cortez
Browse Holiday Homes for Families in Longboat Key, FL
Choosing the right holiday home makes all the difference for a family trip to Longboat Key, FL, offering ample room.
10 5 reviews
Longboat Key, FL
11/07 – 17/07
£208/nighttotal: £1248 (6 )
House ∙ 2 Bedrooms ∙ 5 Guests
2 3
house , Bradenton
9.9 153 reviews
Longboat Key, FL
20/08 – 22/08
£247/nighttotal: £494 (2 )
Historic 1930s Cottage + Heated Pool + 12mi To Beaches & 1 Mi To Downtown
4 2
cottage , Palmetto
8.0 1 review
Longboat Key, FL
26/12 – 31/12
£324/nighttotal: £1620 (5 )
Stunning Waterfront 3 Br Condo With Amazing Views - A Wave From It All
3 2
house , Bradenton
Longboat Key, FL
15/07 – 24/07
£159/nighttotal: £1431 (9 )
The Tide And Town Retreat
1 6
house , Palmetto
Discover Pet-Friendly Holiday Homes in Longboat Key, FL
Your dog-friendly holiday home in Longboat Key, FL ensures easy beach access and handy outdoor taps for cleaning.
Longboat Key, FL
18/07 – 21/07
£1303/nighttotal: £3909 (3 )
Palma Sola Bay House! Private Dock, Heated Pool & Spa, Game Room & More!
5 9
house , Bradenton
9.4 106 reviews
Longboat Key, FL
22/08 – 05/09
£193/nighttotal: £2702 (14 )
Ocean Breeze Oasis With Boat Dock And Slip On Canal!
3 3
house , Bayshore Gardens
10 1 review
Longboat Key, FL
26/12 – 31/12
£309/nighttotal: £1545 (5 )
1 Mi To Riverwalk Brand New Dog-friendly Home
2 2
house , Bradenton
Longboat Key, FL
18/07 – 21/07
£552/nighttotal: £1656 (3 )
214 M² House ∙ 4 Bedrooms ∙ 12 Guests
4 9
house , Cortez
Search Holiday Houses with Free Parking in Longboat Key, FL
On-site parking removes one more worry from your list, as these holiday homes in Longboat Key, FL include dedicated spaces for a stress-free arrival.
