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Beach access
Siesta Key Beachside Villas
- BBQ facilities
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Car park
US$ 10 per day
- Housekeeping
- Air conditioning
- Fitness centre
- Heated swimming pool
Offering a picnic area and barbecue grills for guests' leisure, the self-catering Siesta Key Beachside Villas Sarasota is situated about a 25-minute walk from the Siesta Key Beach.
At this accommodation, guests can stay active with cycling, while bicycle hire is also available.
Siesta Key Beachside Villas
- BBQ facilities
-
Car park
US$ 10 per day
- Housekeeping
- Air conditioning
- Fitness centre
- Heated swimming pool
Siesta Key Beachside Villas
Offering a picnic area and barbecue grills for guests' leisure, the self-catering Siesta Key Beachside Villas Sarasota is situated about a 25-minute walk from the Siesta Key Beach.
At this accommodation, guests can stay active with cycling, while bicycle hire is also available.
Pirates Pointe Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Heated swimming pool
Providing a convenient setting, Pirates Pointe Resort Ruskin villa offers an individual terrace along with a swimming pool. Featuring a swimming pool, this Ruskin villa is located approximately 10 minutes' drive from E.G. Simmons Regional Park.
Canoeing and fishing are possible in the surroundings.
Pirates Pointe Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Heated swimming pool
Pirates Pointe Resort
Providing a convenient setting, Pirates Pointe Resort Ruskin villa offers an individual terrace along with a swimming pool. Featuring a swimming pool, this Ruskin villa is located approximately 10 minutes' drive from E.G. Simmons Regional Park.
Canoeing and fishing are possible in the surroundings.
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Best-rated
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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
Located in the Siesta Key Village district, Siesta Key Beach Resort And Suites Sarasota villa provides a heated pool, a hot tub for extra relaxation.
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
Located in the Siesta Key Village district, Siesta Key Beach Resort And Suites Sarasota villa provides a heated pool, a hot tub for extra relaxation.
Waterfront Mermaids Retreat Charms! Pool & Bay
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
The 1-bedroom Waterfront Mermaids Retreat Charms! Pool & Bay Englewood villa offers proximity to nearby tourist spots, such as the performing arts theater "Lemon Bay Playhouse", situated approximately 25 minutes' walk away. The property can host up to 5 guests, offering the opportunity to enjoy a patio.
Waterfront Mermaids Retreat Charms! Pool & Bay
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Waterfront Mermaids Retreat Charms! Pool & Bay
The 1-bedroom Waterfront Mermaids Retreat Charms! Pool & Bay Englewood villa offers proximity to nearby tourist spots, such as the performing arts theater "Lemon Bay Playhouse", situated approximately 25 minutes' walk away. The property can host up to 5 guests, offering the opportunity to enjoy a patio.
Waterfront "Paradise Bay" Wows Guests! Pool & Bay
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Located about 10 minutes by car from Englewood Beach, Waterfront "Paradise Bay" Wows Guests! Pool & Bay Englewood villa has a year-round outdoor swimming pool and is ideal for up to 6 guests.
Waterfront "Paradise Bay" Wows Guests! Pool & Bay
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Waterfront "Paradise Bay" Wows Guests! Pool & Bay
Located about 10 minutes by car from Englewood Beach, Waterfront "Paradise Bay" Wows Guests! Pool & Bay Englewood villa has a year-round outdoor swimming pool and is ideal for up to 6 guests.
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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
The 3-bedroom Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock Port Charlotte is located around a 10-minute ride from Riverwood Golf Club, giving access to various tourist spots nearby.
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
The 3-bedroom Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock Port Charlotte is located around a 10-minute ride from Riverwood Golf Club, giving access to various tourist spots nearby.
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Private beach
Siesta Key Beach House
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Heated swimming pool
Situated a 20-minute walk from Siesta Key Beach, Siesta Key Beach House villa entices guests to explore various tourist attractions in the area.
Enjoy a sun deck, a picnic area, and a golf course plus a heated pool available on-site. Sport activities include windsurfing, canyoning, and fisheries.
Siesta Key Beach House
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Heated swimming pool
Siesta Key Beach House
Situated a 20-minute walk from Siesta Key Beach, Siesta Key Beach House villa entices guests to explore various tourist attractions in the area.
Enjoy a sun deck, a picnic area, and a golf course plus a heated pool available on-site. Sport activities include windsurfing, canyoning, and fisheries.
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Beach access
An Island Getaway At Palm Tree Villas
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Golf centre
- Heated swimming pool
An Island Getaway At Palm Tree Villas Holmes Beach offers quick access to such city attractions as Gloria Dei Lutheran Church, located only a 6-minute walk away.
An Island Getaway At Palm Tree Villas also offers a heated pool along with a sun deck, a picnic area, and a golf course.
An Island Getaway At Palm Tree Villas
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Golf centre
- Heated swimming pool
An Island Getaway At Palm Tree Villas
An Island Getaway At Palm Tree Villas Holmes Beach offers quick access to such city attractions as Gloria Dei Lutheran Church, located only a 6-minute walk away.
An Island Getaway At Palm Tree Villas also offers a heated pool along with a sun deck, a picnic area, and a golf course.
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Private beach
Beautiful Property On Siesta Key
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Heated swimming pool
The 2-bedroom Beautiful Property On Siesta Key villa offers proximity to nearby tourist spots, such as Lido Key Sandy Beach, situated around 7 km away.
Guests can keep fit with windsurfing, canyoning, and fisheries, and afterwards unwind by a heated pool.
Beautiful Property On Siesta Key
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Heated swimming pool
Beautiful Property On Siesta Key
The 2-bedroom Beautiful Property On Siesta Key villa offers proximity to nearby tourist spots, such as Lido Key Sandy Beach, situated around 7 km away.
Guests can keep fit with windsurfing, canyoning, and fisheries, and afterwards unwind by a heated pool.
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Beach access
Spacious 5Br Private Home, Heated Pool & Salt Water Spa, Minutes From Beaches
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Billiard tables
- Outdoor swimming pool
Situated approximately 7 km from the open - air museum "Manatee Village Historical Park", the 4-bedroom Spacious 5Br Private Home, Heated Pool & Salt Water Spa, Minutes From Beaches Bradenton provides access to numerous tourist attractions in the area. Offering billiard and darts, this property is suitable for 8 guests.
To relax after a busy day, the Bradenton property provides a year-round outdoor pool, along with a Jacuzzi.
Spacious 5Br Private Home, Heated Pool & Salt Water Spa, Minutes From Beaches
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Billiard tables
- Outdoor swimming pool
Spacious 5Br Private Home, Heated Pool & Salt Water Spa, Minutes From Beaches
Situated approximately 7 km from the open - air museum "Manatee Village Historical Park", the 4-bedroom Spacious 5Br Private Home, Heated Pool & Salt Water Spa, Minutes From Beaches Bradenton provides access to numerous tourist attractions in the area. Offering billiard and darts, this property is suitable for 8 guests.
To relax after a busy day, the Bradenton property provides a year-round outdoor pool, along with a Jacuzzi.
Welcome To Villa Marcelo
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Billiard tables
- Outdoor swimming pool
Welcome To Villa Marcelo Tampa features opportunities for pool in the area, 3.8 km from the Bet You Can't Escape escape room.
Welcome To Villa Marcelo
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Billiard tables
- Outdoor swimming pool
Welcome To Villa Marcelo
Welcome To Villa Marcelo Tampa features opportunities for pool in the area, 3.8 km from the Bet You Can't Escape escape room.
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Top location
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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
Situated 3.3 km from Bayfront Park, the 3-bedroom Ami/Holmes Beach - 3/2 Home - Private Heated Pool And Yard - Walk To Beach is suitable for 6 guests and provides an outdoor swimming pool for additional relaxation.
Access to a sunbathing terrace and a golf course, as well as opportunities for cycling and ping pong, are available on site.
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
Situated 3.3 km from Bayfront Park, the 3-bedroom Ami/Holmes Beach - 3/2 Home - Private Heated Pool And Yard - Walk To Beach is suitable for 6 guests and provides an outdoor swimming pool for additional relaxation.
Access to a sunbathing terrace and a golf course, as well as opportunities for cycling and ping pong, are available on site.
Busch Gardens Deluxe Edition W/Heatedpool
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Outdoor swimming pool
Hosting up to 12 guests, the 3-bedroom Busch Gardens Deluxe Edition W/Heatedpool Tampa villa offers a convenient location 2.8 km from the Museum of Science and Industry.
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
Hosting up to 12 guests, the 3-bedroom Busch Gardens Deluxe Edition W/Heatedpool Tampa villa offers a convenient location 2.8 km from the Museum of Science and Industry.
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Private beach
Beachfront Bliss Villas
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Golf centre
- Pool with view
Offering an outdoor swimming pool that comes with a sun terrace and a pool cover, the 3-room Beachfront Bliss Villas Clearwater Beach is located merely 7 minutes' walk from the oceanfront park "Indian Rocks Beach Nature Preserve".
Offering a Jacuzzi as well as a sunbathing terrace, a picnic area, and a golf course, this Clearwater Beach accommodation has something for everyone. Lawn tennis, badminton, and cycling can be enjoyed here.
Beachfront Bliss Villas
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Golf centre
- Pool with view
Beachfront Bliss Villas
Offering an outdoor swimming pool that comes with a sun terrace and a pool cover, the 3-room Beachfront Bliss Villas Clearwater Beach is located merely 7 minutes' walk from the oceanfront park "Indian Rocks Beach Nature Preserve".
Offering a Jacuzzi as well as a sunbathing terrace, a picnic area, and a golf course, this Clearwater Beach accommodation has something for everyone. Lawn tennis, badminton, and cycling can be enjoyed here.
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Beach access
Bay Breezes At Bayside Bungalow
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Heated swimming pool
Staying at the 2-bedroom Bay Breezes At Bayside Bungalow Anna Maria, guests can easily reach Anna Maria Island, located about a 10-minute ride away.
Bay Breezes At Bayside Bungalow
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Heated swimming pool
Bay Breezes At Bayside Bungalow
Staying at the 2-bedroom Bay Breezes At Bayside Bungalow Anna Maria, guests can easily reach Anna Maria Island, located about a 10-minute ride away.
Sarasota Resort-Like Living Near Siesta Key For 10
- Free parking
- Air conditioning
- Heating
- Outdoor swimming pool
- Garden area
Situated 25 minutes' walk from Livingston's Amusements, Sarasota Resort-Like Living Near Siesta Key For 10 villa provides access to numerous tourist attractions in the area.
Sarasota Resort-Like Living Near Siesta Key For 10
- Free parking
- Air conditioning
- Heating
- Outdoor swimming pool
- Garden area
Sarasota Resort-Like Living Near Siesta Key For 10
Situated 25 minutes' walk from Livingston's Amusements, Sarasota Resort-Like Living Near Siesta Key For 10 villa provides access to numerous tourist attractions in the area.
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 |
8.8 / 10 (311 Reviews) |
From 223$ | |
| Pirates Pointe Resort |
9.5 / 10 (80 Reviews) |
From 169$ | |
| Siesta Key Beach Resort And Suites |
8.8 / 10 (480 Reviews) |
From 235$ | |
| Waterfront Mermaids Retreat Charms! Pool & Bay |
9.4 / 10 (24 Reviews) |
From 307$ | |
| Waterfront "Paradise Bay" Wows Guests! Pool & Bay |
8.3 / 10 (28 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.