-
Best-rated
-
Beach access
Siesta Key Beachside Villas
- BBQ facilities
-
Car park
US$ 10 per day
- Housekeeping
- Air conditioning
- Fitness centre
- Heated swimming pool
The self-catering Siesta Key Beachside Villas Sarasota is located about a 25-minute walk from the Siesta Key Beach and welcomes its guests to enjoy cycling.
Entertainment and leisure options include a pub crawl as well as a picnic area and barbecue grills. If you want to discover the area, bicycle rentals are the best option, but you can also relax near a swimming pool on site.
Siesta Key Beachside Villas
- BBQ facilities
-
Car park
US$ 10 per day
- Housekeeping
- Air conditioning
- Fitness centre
- Heated swimming pool
Siesta Key Beachside Villas
The self-catering Siesta Key Beachside Villas Sarasota is located about a 25-minute walk from the Siesta Key Beach and welcomes its guests to enjoy cycling.
Entertainment and leisure options include a pub crawl as well as a picnic area and barbecue grills. If you want to discover the area, bicycle rentals are the best option, but you can also relax near a swimming pool on site.
Pirates Pointe Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Heated swimming pool
Situated approximately 25 minutes' walk from the Shell Point Cottage, Pirates Pointe Resort Ruskin villa entices guests to explore various tourist attractions in the area.
This accommodation has a patio to relax on after a busy day, along with a swimming pool. Guests can relax or try canoeing and fishing.
Pirates Pointe Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Heated swimming pool
Pirates Pointe Resort
Situated approximately 25 minutes' walk from the Shell Point Cottage, Pirates Pointe Resort Ruskin villa entices guests to explore various tourist attractions in the area.
This accommodation has a patio to relax on after a busy day, along with a swimming pool. Guests can relax or try canoeing and fishing.
-
Guest favorite
-
Beach access
Siesta Key Beach Resort And Suites
- Cookware/ Kitchen utensils
-
Car park
US$ 10 per day
- Security
- Air conditioning
- Live entertainment
- Heated swimming pool
Along with proximity to the Siesta Key Beach Access 2, merely an 8-minute walk away, Siesta Key Beach Resort And Suites Sarasota villa offers opportunities for cycling in the area.
Providing a hot tub, this Sarasota property offers spa therapy, a shared lounge, and various recreational opportunities onsite. Guests can rent bicycles to explore the local area, while there is also a swimming pool on site.
Siesta Key Beach Resort And Suites
- Cookware/ Kitchen utensils
-
Car park
US$ 10 per day
- Security
- Air conditioning
- Live entertainment
- Heated swimming pool
Siesta Key Beach Resort And Suites
Along with proximity to the Siesta Key Beach Access 2, merely an 8-minute walk away, Siesta Key Beach Resort And Suites Sarasota villa offers opportunities for cycling in the area.
Providing a hot tub, this Sarasota property offers spa therapy, a shared lounge, and various recreational opportunities onsite. Guests can rent bicycles to explore the local area, while there is also a swimming pool on site.
Gorgeous Waterfront! Mermaid'S Retreat Wows!
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Situated approximately a 25-minute walk from the Peninsula at Englewood Beach, the 1-bedroom Gorgeous Waterfront! Mermaid'S Retreat Wows! Englewood villa is suitable for 5 guests and provides an outdoor swimming pool for additional relaxation.
Gorgeous Waterfront! Mermaid'S Retreat Wows!
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Gorgeous Waterfront! Mermaid'S Retreat Wows!
Situated approximately a 25-minute walk from the Peninsula at Englewood Beach, the 1-bedroom Gorgeous Waterfront! Mermaid'S Retreat Wows! Englewood villa is suitable for 5 guests and provides an outdoor swimming pool for additional relaxation.
Waterfront Studio With Pool On Manasota Key
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Offering a location 2.5 km from the Englewood Beach, Waterfront Studio With Pool On Manasota Key Englewood villa gives access to various tourist spots in the area. The property accommodates up to 6 guests and invites them to enjoy a patio.
Waterfront Studio With Pool On Manasota Key
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Waterfront Studio With Pool On Manasota Key
Offering a location 2.5 km from the Englewood Beach, Waterfront Studio With Pool On Manasota Key Englewood villa gives access to various tourist spots in the area. The property accommodates up to 6 guests and invites them to enjoy a patio.
-
Great deal
Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Outdoor swimming pool
Situated around a 10-minute drive from Riverwood Golf Club, the 3-bedroom Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock Port Charlotte provides access to numerous tourist attractions in the area.
Guests can relax in a private garden or take a dip in a private swimming pool at the Port Charlotte accommodation.
Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Outdoor swimming pool
Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock
Situated around a 10-minute drive from Riverwood Golf Club, the 3-bedroom Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock Port Charlotte provides access to numerous tourist attractions in the area.
Guests can relax in a private garden or take a dip in a private swimming pool at the Port Charlotte accommodation.
-
Private beach
Siesta Key Beach House
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf course
- Heated swimming pool
Located a 20-minute walk from the Siesta Key Beach, Siesta Key Beach House villa gives access to various tourist sites in the vicinity. Providing a swimming pool, the 2-bedroom villa also offers windsurfing, canoeing, and fishing for active guests.
Siesta Key Beach House
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf course
- Heated swimming pool
Siesta Key Beach House
Located a 20-minute walk from the Siesta Key Beach, Siesta Key Beach House villa gives access to various tourist sites in the vicinity. Providing a swimming pool, the 2-bedroom villa also offers windsurfing, canoeing, and fishing for active guests.
-
Beach access
An Island Getaway At Palm Tree Villas
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Golf course
- Heated swimming pool
Situated only 6 minutes' walk from the Gloria Dei Lutheran Church, An Island Getaway At Palm Tree Villas Holmes Beach offers easy access to numerous tourist spots in the area.
An Island Getaway At Palm Tree Villas has a terrace to relax on after a busy day, along with a heated pool.
An Island Getaway At Palm Tree Villas
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Golf course
- Heated swimming pool
An Island Getaway At Palm Tree Villas
Situated only 6 minutes' walk from the Gloria Dei Lutheran Church, An Island Getaway At Palm Tree Villas Holmes Beach offers easy access to numerous tourist spots in the area.
An Island Getaway At Palm Tree Villas has a terrace to relax on after a busy day, along with a heated pool.
-
Private beach
Beautiful Property On Siesta Key
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf course
- Heated swimming pool
The 1-bedroom Beautiful Property On Siesta Key villa is located a mere 0.7 km from the Jamaica Royale and features a private swimming pool as well as a terrace for guests' pleasure. At this Siesta Key villa, located about a 15-minute drive from Lido Key Sandy Beach, guests can enjoy windsurfing, canoeing, and tennis.
Beautiful Property On Siesta Key
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf course
- Heated swimming pool
Beautiful Property On Siesta Key
The 1-bedroom Beautiful Property On Siesta Key villa is located a mere 0.7 km from the Jamaica Royale and features a private swimming pool as well as a terrace for guests' pleasure. At this Siesta Key villa, located about a 15-minute drive from Lido Key Sandy Beach, guests can enjoy windsurfing, canoeing, and tennis.
-
Beach access
Spacious 5Br Private Home, Private Pool & Salt Water Spa, Minutes From Beaches
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Billiard tables
- Outdoor swimming pool
Located approximately 7 km from the open-air museum "Manatee Village Historical Park", the 2-bedroom Spacious 5Br Private Home, Private Pool & Salt Water Spa, Minutes From Beaches Bradenton provides access to various tourist attractions in the vicinity.
A variety of activities are available on the premises, including pool.
Spacious 5Br Private Home, Private Pool & Salt Water Spa, Minutes From Beaches
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Billiard tables
- Outdoor swimming pool
Spacious 5Br Private Home, Private Pool & Salt Water Spa, Minutes From Beaches
Located approximately 7 km from the open-air museum "Manatee Village Historical Park", the 2-bedroom Spacious 5Br Private Home, Private Pool & Salt Water Spa, Minutes From Beaches Bradenton provides access to various tourist attractions in the vicinity.
A variety of activities are available on the premises, including pool.
Welcome To Villa Marcelo
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Billiard tables
- Outdoor swimming pool
The 6-bedroom Welcome To Villa Marcelo Tampa is located 3.8 km from the Bet You Can't Escape escape room and boasts a swimming pool provided on a terrace for a pleasant stay.
There is a private swimming pool to relax, as well as pool.
Welcome To Villa Marcelo
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Billiard tables
- Outdoor swimming pool
Welcome To Villa Marcelo
The 6-bedroom Welcome To Villa Marcelo Tampa is located 3.8 km from the Bet You Can't Escape escape room and boasts a swimming pool provided on a terrace for a pleasant stay.
There is a private swimming pool to relax, as well as pool.
-
Top location
-
Beach access
Ami/Holmes Beach - 3/2 Home - Private Heated Pool And Yard - Walk To Beach
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Live entertainment
- Heated swimming pool
Ami/Holmes Beach - 3/2 Home - Private Heated Pool And Yard - Walk To Beach entices guests to enjoy cycling and ping pong and is located 3.3 km from such natural sites as the Bayfront Park. Located around 15 minutes by car from the tidy Florida Maritime Museum at Cortez, this accommodation provides Wi-Fi and free private parking.
Indulge in a private pool or try along with bicycles. Ami/Holmes Beach - 3/2 Home - Private Heated Pool And Yard - Walk To Beach boasts a a terrace, which overlooks the garden.
Ami/Holmes Beach - 3/2 Home - Private Heated Pool And Yard - Walk To Beach
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Live entertainment
- Heated swimming pool
Ami/Holmes Beach - 3/2 Home - Private Heated Pool And Yard - Walk To Beach
Ami/Holmes Beach - 3/2 Home - Private Heated Pool And Yard - Walk To Beach entices guests to enjoy cycling and ping pong and is located 3.3 km from such natural sites as the Bayfront Park. Located around 15 minutes by car from the tidy Florida Maritime Museum at Cortez, this accommodation provides Wi-Fi and free private parking.
Indulge in a private pool or try along with bicycles. Ami/Holmes Beach - 3/2 Home - Private Heated Pool And Yard - Walk To Beach boasts a a terrace, which overlooks the garden.
Busch Gardens Deluxe Edition W/Heatedpool
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Outdoor swimming pool
Offering a location 2.8 km from the Museum of Science and Industry, the 3-bedroom Busch Gardens Deluxe Edition W/Heatedpool Tampa villa gives access to various tourist spots in the area.
Busch Gardens Deluxe Edition W/Heatedpool
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Outdoor swimming pool
Busch Gardens Deluxe Edition W/Heatedpool
Offering a location 2.8 km from the Museum of Science and Industry, the 3-bedroom Busch Gardens Deluxe Edition W/Heatedpool Tampa villa gives access to various tourist spots in the area.
-
Private beach
Beachfront Bliss Villas
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Golf course
- Pool with view
Beachfront Bliss Villas Clearwater Beach, located about 25 minutes' walk from the George MC Gough Nature Park, invites guests to relax in a Jacuzzi. Nestled in the Indian Rocks Beach district of Clearwater Beach, the property comes with a swimming pool, providing relaxation for guests.
You can go in for lawn tennis, badminton, and cycling.
Beachfront Bliss Villas
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Golf course
- Pool with view
Beachfront Bliss Villas
Beachfront Bliss Villas Clearwater Beach, located about 25 minutes' walk from the George MC Gough Nature Park, invites guests to relax in a Jacuzzi. Nestled in the Indian Rocks Beach district of Clearwater Beach, the property comes with a swimming pool, providing relaxation for guests.
You can go in for lawn tennis, badminton, and cycling.
-
Beach access
Bay Breezes At Bayside Bungalow
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Fitness centre
- Heated swimming pool
Located just 650 metres from the Bayfront Park, the 1-bedroom Bay Breezes At Bayside Bungalow Anna Maria offers opportunities for horse riding in the area.
Bay Breezes At Bayside Bungalow
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Fitness centre
- Heated swimming pool
Bay Breezes At Bayside Bungalow
Located just 650 metres from the Bayfront Park, the 1-bedroom Bay Breezes At Bayside Bungalow Anna Maria offers opportunities for horse riding in the area.
Sarasota Resort-Like Living Near Siesta Key For 10
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Featuring a private swimming pool for guests' relaxation, Sarasota Resort-Like Living Near Siesta Key For 10 villa is located 25 minutes' walk from the Livingston's Amusements.
Sarasota Resort-Like Living Near Siesta Key For 10
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Sarasota Resort-Like Living Near Siesta Key For 10
Featuring a private swimming pool for guests' relaxation, Sarasota Resort-Like Living Near Siesta Key For 10 villa is located 25 minutes' walk from the Livingston's Amusements.
Are you in a hurry?
Here is a quick list of hotels in Longboat Key, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Siesta Key Beachside Villas |
8.9 / 10 (349 Reviews) |
From 223$ | |
| Pirates Pointe Resort |
9.3 / 10 (89 Reviews) |
From 169$ | |
| Siesta Key Beach Resort And Suites |
8.7 / 10 (536 Reviews) |
From 301$ | |
| Gorgeous Waterfront! Mermaid'S Retreat Wows! |
9.6 / 10 (23 Reviews) |
From 307$ | |
| Waterfront Studio With Pool On Manasota Key |
9.2 / 10 (26 Reviews) |
From 306$ |
More accommodations in Longboat Key
Frequently Asked Questions
What Longboat Key vacation rentals with pools are great for a family vacation?
Ami/Holmes Beach - 3/2 Home offers a private heated pool and yard, perfect for family fun. Another option is Pirates Pointe Resort, which has a large pool and is close to the beach.
Book a home with a pool early if visiting during summer, as they are popular with families looking for a fun getaway.
Which Longboat Key vacation rentals with pools are ideal for pets?
The Pet Friendly Canal Front Grand Villa features a pool and dock for pets, making it a great choice for pet owners. Also consider Beautiful Property On Siesta Key, which allows pets and has a private pool.
Check the specific pet policy of your rental before booking, as some may have breed restrictions or additional fees.
Where can I find luxurious vacation rentals with pools in Longboat Key?
Beachfront Bliss Villas offers luxury amenities with stunning beach views and a pool. Gorgeous Waterfront! Mermaid'S Retreat is another luxurious option with its own pool and waterfront access.
Consider booking during weekdays for better prices on luxury rentals with pools, as they tend to fill up quickly on weekends.
What vacation rentals in Longboat Key have pools and are near the beach?
Siesta Key Beach House has a pool and is just a short walk from Siesta Key Beach. Siesta Key Beachside Villas also offers a pool and is conveniently located near the beach.
Plan to visit the beach in the early morning or late afternoon to avoid large crowds during the peak hours.
Which vacation rentals with pools in Longboat Key are budget-friendly?
Pirates Pointe Resort is affordable and features a large pool. The Pet Friendly Canal Front Grand Villa is another budget-friendly option with its own pool.
Look for last-minute deals for rentals with pools, as many places lower rates closer to the date if spaces are available.
Are there vacation rentals with pools for large families in Longboat Key?
Spacious 5Br Private Home offers plenty of room and a private pool, ideal for larger families. Sarasota Resort-Like Living Near Siesta Key accommodates up to 10 guests with a great pool area.
Try booking your stay in the offseason for larger homes, as they are much more affordable and available then.
Which Longboat Key vacation rentals with pools are perfect for romantic getaways?
Welcome To Villa Marcelo features a private pool and romantic setting. Another option is Busch Gardens Deluxe Edition W/Heatedpool, which has cozy interiors and privacy.
For a romantic experience, consider booking during weekdays and enjoying quieter beach access.
What unique activities can I enjoy during my Longboat Key vacation?
Kayaking and paddleboarding are popular activities in the waters near Longboat Key. You can also find local boat tours that explore the scenic coastline.
Check out local rental shops for discounted rates on kayak rentals before 10am, as early birds often catch the best deals.
How can I reach Longboat Key from Sarasota Airport?
The easiest way is to rent a car or take a taxi, which takes about 30 minutes. Rideshare services are also available for a more convenient option.
If renting a car, book in advance through major companies at the airport for better rates and availability.
What local events should I check out during my visit to Longboat Key?
The Longboat Key Turtle Watch takes place from May to October, where you can join local volunteers to observe turtle nesting. The Longboat Key Art Center also hosts seasonal art exhibitions worth checking out.
Attend the Turtle Watch event during full moons for the best chance to see turtles hatching in the moonlight.