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Vacation Homes in Siesta Key, FL

Search among 152 available vacation homes in Siesta Key from 50+ providers

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27May2022Friday
28May2022Saturday
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6 adults
2 bedrooms
3 beds
View on map1.3 mi from City Center
The property boasts views of the garden along with a fully equipped kitchen and is set 6 miles from Livingston's Amusement Center.
8.0
Great5 reviews
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Not available
5 adults
2 bedrooms
3 beds
View on map1.0 mi from City Center
Situated in proximity to Siesta Key Jet Ski, the property offers a year-round outdoor swimming pool and a kitchen.
From   US$ 263 /nightSelect
Not available
7 adults
1400 yd from City Center
Featuring a private swimming pool and a fitness centre, this property is located not far from Sarasota Square.
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Not available
4 adults
1 bedroom
2 beds
800 yd from City Center
Located in a beach area next to Siesta Key Village, the villa welcomes guests with a heated swimming pool.
From   US$ 251 /nightSelect
Not available
4 adults
1 bedroom
2 beds
1.4 mi from City Center
Situated in proximity to Siesta Key Wine Bar, the property offers a heated pool and a kitchen.
From   US$ 159 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
1.1 mi from City Center
Situated 3.6 km from Siesta Key Marina in Siesta Key, this venue features a year-round outdoor swimming pool.
From   US$ 134 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
1.4 mi from City Center
Located off CB's Saltwater Outfitters in Siesta Key, this villa offers its guests access to a sunbathing terrace and a garden.
From   US$ 334 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
800 yd from City Center
Snorkeling and fishing can be organised in this 7-room villa, positioned a few steps from Sarasota Square.
From   US$ 251 /nightSelect
Not available
8 adults
1 bedroom
3 beds
600 yd from City Center
Situated in Siesta Key district, 4.1 km from Sarasota Square, the venue boasts an outdoor swimming pool and a tennis court.
From   US$ 195 /nightSelect
Not available
6 adults
3 bedrooms
4 beds
1000 yd from City Center
Situated 4.3 km from Sarasota Square, this property features an outdoor swimming pool and a golf course.
From   US$ 234 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
1.7 mi from City Center
Offering a fully equipped kitchen equipped with a small fridge, a microwave and a cooktop, this villa is set near Christopher Wheeler Park.
5.6
Guest rating1 review
From   US$ 339 /nightSelect
Not available
8 adults
1 bedroom
2 beds
1300 yd from City Center
Located steps away from Beach Bazaar, the venue features a heated pool and comprises 7 rooms with views over the sea.
From   US$ 392 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
1400 yd from City Center
The villa has 2 separate bedrooms together with a fully equipped kitchen and is located near Escape Countdown.
From   US$ 249 /nightSelect
Not available
4 adults
2 bedrooms
3 beds
1000 yd from City Center
Featuring an outdoor swimming pool and a private swimming pool along with a kitchen, this property offers location close to Aloha Kai.
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Not available
8 adults
4 bedrooms
7 beds
1.5 mi from City Center
Located 17 km from Longboat Key, this villa features a heated pool and is equipped with a kitchen.
From   US$ 874 /nightSelect
Not available
4 adults
1 bedroom
2 beds
1.6 mi from City Center
Mote Marine Laboratory and Aquarium is 7 miles from this villa that offers 1 bedrooms along with a kitchen.
From   US$ 269 /nightSelect
Not available
4 adults
1 bedroom
2 beds
1100 yd from City Center
The apartment is located 2.8 km from Parasail Siesta and comes with a full kitchen and a private bathroom.
From   US$ 236 /nightSelect
Not available
9 adults
2 bedrooms
4 beds
800 yd from City Center
Situated 20 km from Longboat Key, this venue features an outdoor pool, a library and a golf course.
From   US$ 412 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
1.4 mi from City Center
This property is 26 km from Bradenton Beach and welcomes its guests to enjoy windsurfing, snorkeling and fishing.
From   US$ 986 /nightSelect
Not available
4 adults
1 bedroom
2 beds
1.6 mi from City Center
Featuring a full kitchen along with 1 bathrooms, this villa is set in Siesta Key district.
From   US$ 259 /nightSelect
Not available

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152 hotels found

FAQs about vacation houses in Siesta Key

Find the best vacation home for a satisfying stay in Siesta Key with these 15 answers to FAQs.

Which pet-friendly vacation houses in Siesta Key allow dogs?

If you want to stay with pets, Booked.net offers 3 deals to pick from. You can book Beachpoint Cottages (rating: 8.0/10) for about 199US$ per night, located 550 feet from Siesta Key Craft Fair. Another great option is Gorgeous Renovated Moonmist With Courtyard at the cost of 198US$ per one night.

What are the best cheap villas in Siesta Key?

Budget travelers searching for cheap villas in Siesta Key may check 229 deals on Booked.net. We recommend Mulberry Cottage with an outdoor swimming pool, free private parking and a sunbathing terrace on site. It's set 2.3 miles from Sarasota Beach and has Miguel's Restaurant restaurant nearby. Also check Sophie'S Cottage - One Of The Cottages On The Key, which will cost you 492US$ per one night.

What are the best cheap holiday homes in Siesta Key with weekly rates?

According to Booked.net travel data, one of the top properties is Deja Blue - One Of The Cottages On The Key with weekly price of 2303US$ per week.

What is the best cheap villa in Siesta Key with weekly rates?

According to Booked.net travel data, the best one is Latitude Adjustment - One Of The Cottages On The Key with the price of 3549US$ per week.

What are the best cheap beachfront villas in Siesta Key?

According to Booked.net travel data, there are 43 accommodations to pick from. You may book Fins Up for about 400US$ per night. It has a free private parking lot and complimentary parking on site. As an alternative, check Fanta-Sea On The Beach 53 By Beachside Management with free shuttle bus service, concierge service and a free private parking lot. Other perfect places close to a beach are Private Beach House and Palm Bay Club - Bay 7.

What is the best beachfront villa in Siesta Key?

For an comfortable stay close to a beach, consider booking Siesta Dunes On 402 at the cost of 619US$ per night. It's located 700 feet from the beach and has a tennis court, an outdoor swimming pool and a Jacuzzi on site.

What are the best holiday homes in Siesta Key providing a pool?

According to Booked.net travel data, there are 65 accommodations offering a pool. We recommend Wild Coffee (rating: 251US$), a top villa with an outdoor swimming pool, a sun terrace and free private parking on site. It's set a 10-minute walk from Crescent Arms. As an alternative, check Casa Serena With Private Pool And Lanai! at the cost of 788US$ per one night. Other good properties are Lulu'S Key House Loggerhead 2/2 Upstairs, Aruba and Central Seagrove Home 801.

What is the best villa in Siesta Key providing a pool?

According to Booked.net travel data, there are 52 deals with exquisite service. Among them, consider booking Siesta Beach House By Beachside Management with an outdoor swimming pool and concierge service on site. It's set a 10-minute walk from Siesta Beach Park park. Alternatively, book Beach Club Breeze for 682US$ per night. It offers an outdoor swimming pool, free shuttle bus service and a plunge pool on site.

Which Siesta Key vacation houses are family-friendly?

For a perfect family stay, check one of available deals on Booked.net. You may book Family Tides By Beachside Management for about 553US$ per night. This apartment is situated 2.2 miles from Nora Patterson Bay Island Park with an outdoor swimming pool, board games and a free private parking lot on site.

What are the top vacation houses in Siesta Key offering hot tubes?

If you want to relax and unwind after a long day, Booked.net offers 33 deals with hot tubes. Consider booking Ocean Blue By Beachside Management rated 8.0/10 for about 986US$ per night. This villa has an outdoor swimming pool, a golf course and free shuttle bus service. Another good option is Fiddle Fig Cottage rated 8.4/10, a perfect villa with an outdoor swimming pool, a Jacuzzi and complimentary private parking.

What are the best lakeside vacation houses in Siesta Key?

One of the top accommodations is Beachpoint Cottages at the cost of 352US$ per night, it offers cribs, windsurfing and diving.

What are the the most popular vacation houses among couples in Siesta Key?

According to Booked.net travel data, there are 24 deals for couples. You may check Sea Club II By Beachside Management, located 2.6 miles from Sarasota Square for 107US$ per night. Another great villa is The Grand Canal Cottage - One Of The Cottages On The Key at the price of 721US$ per night. Other suitable options for couples are Lulu'S Key House Loggerhead 2/2 Upstairs, Beachpoint Cottages and Harbor Towers.

What are the best vacation houses in Siesta Key with kitchens?

To stay at the top vacation house with a kitchen, Booked.net offers 11 properties to pick from. Customers who enjoy cooking may like Minorga On The Key Village Condos (rating: 8.6/10), located 1100 feet from Morton's Siesta Market. You may also like Siesta Key Inn with an outdoor swimming pool, a Jacuzzi and fishing. It offers rooms with climate control, a balcony and a couch for 325US$ per night.

What are the most popular budget Siesta Key vacation houses offering free parking?

According to Booked.net travel data, there are 21 apartments to pick from. For instance, you may book Beachpoint Cottages offering cribs, windsurfing and diving for 352US$ per night. Alternatively, you may book Hummingbird By Beachside Managementfor about 167US$ per night. This villa provides an outdoor swimming pool, concierge service and ironing on site.

What are the best vacation houses in Siesta Key close to Jamaica Royale?

According to Booked.net travel data, there are various deals to pick from. Check Sea Club II By Beachside Management (rating: 7.6/10) with an outdoor swimming pool, a golf course and snorkeling. It costs 107US$ per night and is set 0.5 miles from the attraction. Another good option is Gorgeous Renovated Moonmist With Courtyard providing an outdoor swimming pool and a free private parking lot for 198US$ per night.