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Villas in Siesta Key

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Top picks for Siesta Key hotels

Explore our most popular hotels in Siesta Key

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Beautiful property on Siesta Key

Siesta Key

Featuring air-conditioned accommodation with a private pool, garden view and a patio, Beautiful property on Siesta Key is located in Siesta Key.

O
Olaf
From
Germany
We stayed at Derby Lane for the third time and had a great time once again. It is a cozy place in a quiet tropical neighborhood. We loved the pool and the short walk to Crrescent Beach. Mira and Deno are wonderful hosts.
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 56 reviews
Price from
US$200
1 night, 2 adults

Siesta Key Beach House

Siesta Key

Siesta Key Beach House is a recently renovated villa in Siesta Key, where guests can makes the most of its outdoor swimming pool, free WiFi, private beach area and water sports facilities.

C
Carla
From
United Kingdom
The Villa was clean and spacious with access to a pool and easy access to the best beach in the USA. Gabriela, our host was very informative. We let her know we were coming from the UK and she provided us with lots of recommendations . Would definitely recommend and hope to be able to come back one day.
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 66 reviews
Price from
US$384
1 night, 2 adults

Ben's Bungalow - 8min to Siesta Key - Gigabit Wifi

Sarasota (Near Siesta Key)

Offering a garden and quiet street view, Ben's Bungalow - 8min to Siesta Key - Gigabit Wifi is set in Sarasota, 16 km from The John And Mable Ringling Museum Of Art and 17 km from Sarasota...

R
Raquel
From
United States
Our stay in this house was amazing! The place was spotless, beautifully decorated, and fully equipped with everything we needed. The location was perfect—close to the beach, restaurants, and shops. Communication with the host was easy and very friendly. We would definitely stay here again and highly recommend it to anyone visiting Sarasota!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 8 reviews
Price from
US$168
1 night, 2 adults

Poolside Paradise Near Siesta Key Beach

Sarasota (Near Siesta Key)

Poolside Paradise Near Siesta Key Beach is located in Sarasota, 13 km from Marina Jack Restaurant And Marina, 13 km from Sarasota Opera, as well as 15 km from Sarasota County Visitor Information...

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 6 reviews
Price from
US$294
1 night, 2 adults

2bed/2bath Condo next to Siesta Key ~A Hidden Gem

Sarasota (Near Siesta Key)

Situated in Sarasota, 2bed/2bath Condo next to Siesta Key ~A Hidden Gem offers accommodation with a private pool. This property offers access to a balcony, free private parking and free WiFi.

C
Carrera
From
Netherlands
Beautiful villa! Great atmosphere, clean, great facilities and a great location
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 31 reviews
Price from
US$148.50
1 night, 2 adults

Florinda 3bdr/2bth 2car garage with New Pool

Sarasota (Near Siesta Key)

Located in Sarasota, Florinda 3bdr/2bth 2car garage with New Pool provides accommodation with private pool, free WiFi and free private parking for guests who drive.

I
Ian
From
United Kingdom
Location to key beaches and downtown Sarasota was excellent. Clean and very comfortable with everything you would need.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 60 reviews
Price from
US$399
1 night, 2 adults

House by Siesta Key

Sarasota (Near Siesta Key)

House by Siesta Key, a property with a garden, is set in Sarasota, 11 km from Marina Jack Restaurant And Marina, 13 km from Sarasota County Visitor Information Center And History Museum, as well as 15...

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 7 reviews
Price from
US$105.30
1 night, 2 adults

Pool Home on Gulf Gate 5min away from Siesta Key

Sarasota (Near Siesta Key)

Featuring air-conditioned accommodation with a private pool, pool view and a patio, Pool Home on Gulf Gate 5min away from Siesta Key is located in Sarasota.

H
Helen
From
United Kingdom
We all thoroughly enjoyed our stay here. I have been many times to Sarasota and this was the best house that we have stayed in. It is close to the beach and all the shops.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 6 reviews
Price from
US$3,000
1 night, 2 adults

Tiny House Siesta

Sarasota (Near Siesta Key)

Tiny House Siesta offers self-catering tiny houses in Sarasota, Florida. Features include a kitchenette, TV, and free WiFi. Siesta Key is less than 1 km away and Siesta Key Beach is 1.6 km away.

D
David
From
Venezuela
Great location, comfortable, great price. I’ll back here.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 622 reviews
Price from
US$111.51
1 night, 2 adults

Siesta Key Beachside Villas

Sarasota (Near Siesta Key)

Siesta Key Beachside Villas is located in the heart of Siesta Key. It features an outdoor pool and free WiFi. Beach access is a 2 minutes' walk from the property.

S
Sybil
From
United States
Loved the room. So pretty and updated. Beautiful shower. Location was perfect. Very short stroll to beach. And steps away from all the good restaurants.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 390 reviews
Price from
US$232.30
1 night, 2 adults
All villas in Siesta Key

The best villas in Siesta Key

Check out our pick of great villas in Siesta Key

Filter by:

Review score

Beautiful property on Siesta Key

Siesta Key

Featuring air-conditioned accommodation with a private pool, garden view and a patio, Beautiful property on Siesta Key is located in Siesta Key.

O
Olaf
From
Germany
We stayed at Derby Lane for the third time and had a great time once again. It is a cozy place in a quiet tropical neighborhood. We loved the pool and the short walk to Crrescent Beach. Mira and Deno are wonderful hosts.
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 56 reviews
Price from
US$200
1 night, 2 adults

Siesta Key Beach House

Siesta Key

Siesta Key Beach House is a recently renovated villa in Siesta Key, where guests can makes the most of its outdoor swimming pool, free WiFi, private beach area and water sports facilities.

C
Carla
From
United Kingdom
The Villa was clean and spacious with access to a pool and easy access to the best beach in the USA. Gabriela, our host was very informative. We let her know we were coming from the UK and she provided us with lots of recommendations . Would definitely recommend and hope to be able to come back one day.
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 66 reviews
Price from
US$384
1 night, 2 adults

Ben's Bungalow - 8min to Siesta Key - Gigabit Wifi

Sarasota (Near Siesta Key)

Offering a garden and quiet street view, Ben's Bungalow - 8min to Siesta Key - Gigabit Wifi is set in Sarasota, 16 km from The John And Mable Ringling Museum Of Art and 17 km from Sarasota...

R
Raquel
From
United States
Our stay in this house was amazing! The place was spotless, beautifully decorated, and fully equipped with everything we needed. The location was perfect—close to the beach, restaurants, and shops. Communication with the host was easy and very friendly. We would definitely stay here again and highly recommend it to anyone visiting Sarasota!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 8 reviews
Price from
US$168
1 night, 2 adults

Poolside Paradise Near Siesta Key Beach

Sarasota (Near Siesta Key)

Poolside Paradise Near Siesta Key Beach is located in Sarasota, 13 km from Marina Jack Restaurant And Marina, 13 km from Sarasota Opera, as well as 15 km from Sarasota County Visitor Information...

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 6 reviews
Price from
US$294
1 night, 2 adults

2bed/2bath Condo next to Siesta Key ~A Hidden Gem

Sarasota (Near Siesta Key)

Situated in Sarasota, 2bed/2bath Condo next to Siesta Key ~A Hidden Gem offers accommodation with a private pool. This property offers access to a balcony, free private parking and free WiFi.

C
Carrera
From
Netherlands
Beautiful villa! Great atmosphere, clean, great facilities and a great location
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 31 reviews
Price from
US$148.50
1 night, 2 adults

Florinda 3bdr/2bth 2car garage with New Pool

Sarasota (Near Siesta Key)

Located in Sarasota, Florinda 3bdr/2bth 2car garage with New Pool provides accommodation with private pool, free WiFi and free private parking for guests who drive.

I
Ian
From
United Kingdom
Location to key beaches and downtown Sarasota was excellent. Clean and very comfortable with everything you would need.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 60 reviews
Price from
US$399
1 night, 2 adults

House by Siesta Key

Sarasota (Near Siesta Key)

House by Siesta Key, a property with a garden, is set in Sarasota, 11 km from Marina Jack Restaurant And Marina, 13 km from Sarasota County Visitor Information Center And History Museum, as well as 15...

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 7 reviews
Price from
US$105.30
1 night, 2 adults

Pool Home on Gulf Gate 5min away from Siesta Key

Sarasota (Near Siesta Key)

Featuring air-conditioned accommodation with a private pool, pool view and a patio, Pool Home on Gulf Gate 5min away from Siesta Key is located in Sarasota.

H
Helen
From
United Kingdom
We all thoroughly enjoyed our stay here. I have been many times to Sarasota and this was the best house that we have stayed in. It is close to the beach and all the shops.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 6 reviews
Price from
US$3,000
1 night, 2 adults

Tiny House Siesta

Sarasota (Near Siesta Key)

Tiny House Siesta offers self-catering tiny houses in Sarasota, Florida. Features include a kitchenette, TV, and free WiFi. Siesta Key is less than 1 km away and Siesta Key Beach is 1.6 km away.

D
David
From
Venezuela
Great location, comfortable, great price. I’ll back here.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 622 reviews
Price from
US$111.51
1 night, 2 adults

Siesta Key Beachside Villas

Sarasota (Near Siesta Key)

Siesta Key Beachside Villas is located in the heart of Siesta Key. It features an outdoor pool and free WiFi. Beach access is a 2 minutes' walk from the property.

S
Sybil
From
United States
Loved the room. So pretty and updated. Beautiful shower. Location was perfect. Very short stroll to beach. And steps away from all the good restaurants.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 390 reviews
Price from
US$232.30
1 night, 2 adults
All villas in Siesta Key

Looking for a villa?

Perfect for families, groups or couples who enjoy luxury and independence while travelling. Enjoy the space and privacy of these fully-furnished, self-standing mansions — travellers can cook, lounge and explore at their leisure. Note that in Bali, a resort will also be called a villa.

Most booked villas in Siesta Key and surroundings in the past month

See all

Popular with guests booking villas in Siesta Key

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Popular with guests booking villas in Siesta Key

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 23 reviews

Popular with guests booking villas in Siesta Key

Popular with guests booking villas in Siesta Key

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 21 reviews

Popular with guests booking villas in Siesta Key

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 8 reviews

Popular with guests booking villas in Siesta Key

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 59 reviews

Popular with guests booking villas in Siesta Key

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 5 reviews

Popular with guests booking villas in Siesta Key

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 56 reviews

Popular with guests booking villas in Siesta Key

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 66 reviews

Popular with guests booking villas in Siesta Key

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 185 reviews

Enjoy breakfast in Siesta Key and nearby

The Sun Dial - 827 is set in Siesta Key, 16 km from John And Mable Ringling Museum Of Art, 16 km from The John And Mable Ringling Museum Of Art, and 18 km from Sarasota International Convention Center...

Featuring air-conditioned accommodation with a private pool, The Sun Dial - 827 is located in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

Boasting air-conditioned accommodation with a private pool, Sand Dollar Cottage - 910 is set in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

Oasis on Siesta Key is a beachfront property set in Sarasota, 600 metres from Siesta Key Beach and 17 km from The John And Mable Ringling Museum Of Art.

Siesta Dreamin'

Siesta Key
Breakfast options

Featuring a private pool and sea views, Siesta Dreamin' is located in Siesta Key. The air-conditioned accommodation is 1.3 km from Siesta Key Beach.

Set in Siesta Key, 17 km from John And Mable Ringling Museum Of Art and 17 km from The John And Mable Ringling Museum Of Art, Siesta Key Beach Waterfront Home with Kayaks and Bikes offers a casino and...

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a private pool, Villa Champagne - 5322 is located in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

Situated in Siesta Key, less than 1 km from Siesta Key Beach and 17 km from John And Mable Ringling Museum Of Art, Villa Champagne - 5322 features spacious air-conditioned accommodation with a patio...

Travelling by car? These villas in Siesta Key and nearby offer free parking

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 4 reviews

Boasting air-conditioned accommodation with a private pool, MERMAID HOUSE WITH POOL JACUZZI STEPS to SIESTA KEY BEACH is set in Sarasota.

From US$685.63 per night

Boasting air-conditioned accommodation with a patio, Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach! is set in Bailey Hall.

From US$867.33 per night

Boasting air-conditioned accommodation with a patio, Sea Dream - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach! is situated in Bailey Hall.

From US$867.33 per night

Featuring air-conditioned accommodation with a patio, Sea Breeze - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach! is set in Bailey Hall.

Boasting air-conditioned accommodation with a patio, Sea Angel - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach! is set in Bailey Hall.

Boasting air-conditioned accommodation with a private pool, Fun pool home, 2 miles to Siesta is situated in Sarasota. This property offers access to a terrace, free private parking and free WiFi.

From US$483.30 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 10 reviews

Featuring air-conditioned accommodation with a private pool, garden view and a balcony, Sarasota Updated pool home, Near Siesta Key is located in Sarasota.

From US$657.34 per night
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 622 reviews

Tiny House Siesta offers self-catering tiny houses in Sarasota, Florida. Features include a kitchenette, TV, and free WiFi. Siesta Key is less than 1 km away and Siesta Key Beach is 1.6 km away.

From US$193.81 per night

Great access to the city centre. Check these villas in Siesta Key and nearby

Beach Palm Villa - 5533 is situated in Siesta Key, 17 km from John And Mable Ringling Museum Of Art, 17 km from The John And Mable Ringling Museum Of Art, as well as 20 km from Sarasota International...

Featuring air-conditioned accommodation with a private pool, Beach Palm Villa - 5533 is located in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

Located in Siesta Key, 1.3 km from Siesta Key Beach and 17 km from John And Mable Ringling Museum Of Art, La Contento Casa - 5560 provides spacious air-conditioned accommodation with a patio and free...

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Boasting air-conditioned accommodation with a private pool, La Contento Casa - 5560 is set in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a private pool, Avenida Sanctuary is located in Siesta Key.

Located in Siesta Key and only 1.2 km from Siesta Key Beach, Bikini Tini Time provides accommodation with sea views, free WiFi and free private parking.

Isla Amor - 86

Siesta Key
Central location

Situated in Siesta Key, 600 metres from Siesta Key Beach and 17 km from John And Mable Ringling Museum Of Art, Isla Amor - 86 features spacious air-conditioned accommodation with a patio and free WiFi...

Isla Amor - 86

Siesta Key
Central location
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Boasting air-conditioned accommodation with a private pool, Isla Amor - 86 is situated in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

Villas with swimming pools in Siesta Key and nearby

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

Boasting air-conditioned accommodation with a private pool, Enchanted & peaceful Oasis 10 min away from one of the most beautiful beaches in the World Siesta key is situated in Sarasota.

From US$360.68 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 6 reviews

Featuring air-conditioned accommodation with a private pool, pool view and a patio, Pool Home on Gulf Gate 5min away from Siesta Key is located in Sarasota.

From US$3,640 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 30 reviews

Set in Sarasota, Bernice 3bd2bth With Heated Pool Near Siesta Key! offers accommodation with private pool, free WiFi and free private parking for guests who drive.

From US$503.62 per night

Situated in Sarasota, 1.4 km from Siesta Key Beach and 16 km from John And Mable Ringling Museum Of Art, Siesta Key Paradise, Vacation Pool Home, Near Beach, Restaurants and More offers air...

Boasting air-conditioned accommodation with a private pool, Poseidons Palace is situated in Siesta Key.

Featuring air-conditioned accommodation with a private pool, Siesta Key Beach - Cape Aqua 5545 is located in Siesta Key.

Featuring air-conditioned accommodation with a private pool, Central - Edgemere 738 is set in Siesta Key. The 4-star holiday home is 10 km from Sarasota Opera.

Featuring air-conditioned accommodation with a balcony, Siesta Key - Pet Friendly - Private Pool - Garage - Aylees Private Beach House is located in Siesta Key.

FAQ about villas in Siesta Key

Villas that guests love in Siesta Key

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Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 59 reviews
Property was in the perfect location! Close walk to the beach and the village! Perfect little beach house with an adorable pool!
Guest review by
Kristin
Family with young children