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Vacation Homes in Siesta Key, FL

Search among 265 available vacation homes in Siesta Key from 50+ providers

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28May2023Sunday
29May2023Monday
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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$ 197 /nightSelect
Not available
7 adults
View on map1400 yd from City Center600 yd from Siesta Beach
Featuring a private swimming pool and a fitness centre, this property is located not far from Sarasota Square.
Select
Not available
4 adults
1 bedroom
2 beds
100 yd from City Center1000 yd from Siesta Beach
From   US$ 161 /nightSelect
Not available
4 adults
1 bedroom
2 beds
800 yd from City Center1600 yd from Siesta Beach
Guests at the villa, which is set 0.2 miles from Aloha Kai, can enjoy snorkeling, canoeing and fishing services or a heated pool.
From   US$ 133 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
1.4 mi from City Center
Located 2 miles from Siesta Key Beach, this villa features a heated pool.
From   US$ 147 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
800 yd from City Center1600 yd from Siesta Beach
The villa offers accommodation with an outdoor swimming pool, a patio and entertainment activities in Siesta Key district.
From   US$ 251 /nightSelect
Not available
8 adults
1 bedroom
3 beds
600 yd from City Center1500 yd from Siesta Beach
Situated in Siesta Key district, 4.1 km from Sarasota Square, the venue boasts an outdoor swimming pool and a tennis court.
From   US$ 222 /nightSelect
Not available
6 adults
3 bedrooms
4 beds
1000 yd from City Center1.0 mi from Siesta Beach
This villa is a 5-minute drive from Grand Canal and offers windsurfing, canoeing and fishing services.
From   US$ 290 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
1.1 mi from City Center500 yd from Siesta Key Village
Set in Siesta Key district and 0.8 miles from Siesta Key Village, this villa provides a kitchen with a microwave oven, coffee & tea making facilities and a refrigerator.
From   US$ 134 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
1.7 mi from City Center
In this villa near Parasail Siesta guests can enjoy a patio, a golf course and a garden.
5.6
Guest rating1 review
From   US$ 153 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
1400 yd from City Center1.2 mi from Siesta Beach
Set in Siesta Key district and 2 miles from Siesta Key Village, this villa provides a kitchen with a fridge and an oven.
From   US$ 126 /nightSelect
Not available
4 adults
2 bedrooms
3 beds
1000 yd from City Center1.0 mi from Siesta Beach
From   US$ 240 /nightSelect
Not available
4 adults
1 bedroom
2 beds
1100 yd from City Center300 yd from Siesta Beach
The apartment is located 2.8 km from Parasail Siesta and comes with a full kitchen and a private bathroom.
From   US$ 143 /nightSelect
Not available
8 adults
4 bedrooms
7 beds
1.5 mi from City Center500 yd from Siesta Key Village
Boasting a sun deck and a patio, this villa with views of sea is not far from Siesta Key Craft Festival.
From   US$ 727 /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$ 199 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
1.1 mi from City Center500 yd from Siesta Key Village
Set within walking distance of Siesta Key Craft Fair, this vacation home includes 2 bedrooms and an equipped kitchenette area for guests' convenience.
From   US$ 154 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
600 yd from City Center1000 yd from Siesta Beach
The villa has 2 separate bedrooms together with a fully equipped kitchen and is located near Parasail Siesta.
6.6
Nice2 reviews
From   US$ 174 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
1100 yd from City Center300 yd from Siesta Beach
Offering a full kitchen equipped with a microwave, a fridge and a toaster, this villa is set near St Boniface Episcopal Church.
From   US$ 241 /nightSelect
Not available
8 adults
4 bedrooms
5 beds
1200 yd from City Center400 yd from Siesta Beach
Set in Siesta Key, this accommodation features a private swimming pool and a terrace.
From   US$ 768 /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$ 232 /nightSelect
Not available

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265 hotels found

FAQs about vacation houses in Siesta Key

We created these 15 answers to questions about vacation houses in Siesta Key to make your planning easier.

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.