The 10 best holiday homes in Siesta Key, USA | Booking.com
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Holiday Homes in Siesta Key

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The best holiday homes in Siesta Key

Check out our pick of great holiday homes in Siesta Key

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Siesta Key Island Rentals

Siesta Key

Boasting pool views, Siesta Key Island Rentals provides accommodation with an outdoor swimming pool, an indoor pool and a garden, around 400 metres from Siesta Key Beach.

L
Luisa
From
United Arab Emirates
The cottage had really everything you need for a vacation by the beach.
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 56 reviews
Price from
US$442.98
1 night, 2 adults
Check availability

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 8.2
Very good - What previous guests thought, 53 reviews
Price from
US$200
1 night, 2 adults
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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 9.4
Superb - What previous guests thought, 5 reviews
Price from
US$392.32
1 night, 2 adults
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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, 27 reviews
Price from
US$148.50
1 night, 2 adults
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5min from the beach 8 min from Siesta Key

Sarasota (Near Siesta Key)

Located in Sarasota in the Florida region, 5min from the beach 8 min from Siesta Key features a patio.

h
huanhua
From
China
i dont know, i was asked if i can cancel, she told, can not cancel. and i have no time to go there in the end, so i did not check in and live in here at all
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 20 reviews
Price from
US$198
1 night, 2 adults
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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
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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.

R
REGINA
From
United States
I loved the location, the size of "The Starfish" was amazing! The house was very clean. Plenty of hot water :)
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 634 reviews
Price from
US$101
1 night, 2 adults
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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.

a
andrea
From
United Kingdom
Spotlessly clean and perfect for relaxing in comfort
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 397 reviews
Price from
US$228.33
1 night, 2 adults
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Siesta Key Beach Resort and Suites

Sarasota (Near Siesta Key)

Located just 1 minutes’ walk from the beach, this Siesta Key resort features a swimming pool. Guests can also enjoy access to free WiFi in common areas.

L
Leigh
From
United Kingdom
The location was amazing, walking distance from the beach and bars/restaurants. They also catered for everything you need to enjoy a day at the beach like the beach wagon, cool bag which they would fill with ice and waters if needed. The staff were very friendly and helpful. Our apartment was quite small but catered for our needs.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 684 reviews
Price from
US$286.25
1 night, 2 adults
Check availability

Sarasota Updated pool home, Near Siesta Key

Sarasota (Near Siesta Key)

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

R
Rulo
From
United States
Location was good, home was nicely updated inside and overall comfortable.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 10 reviews
Price from
US$546.70
1 night, 2 adults
Check availability
All holiday homes in Siesta Key

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Siesta Key and surroundings in the past month

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

  • 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.

  • Featuring a private pool and sea views, Siesta Dreamin' is located in Siesta Key.

  • Scored out of 10, guest rating 10.0
    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.

  • Located in Siesta Key, Beach Palm Villa - 5533 provides accommodation with private pool, free WiFi and free private parking for guests who drive.

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

    Set in Siesta Key, La Contento Casa - 5560 offers accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Located in Siesta Key, Bikini Tini Time provides accommodation with private pool, free WiFi and free private parking for guests who drive.

  • 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.

Enjoy breakfast in Siesta Key and nearby

  • Set in Sarasota, within 600 metres of Siesta Key Beach and 17 km of The John And Mable Ringling Museum Of Art, Oasis on Siesta Key offers accommodation with free WiFi, air conditioning, water sports...

  • 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.

  • Cape Aqua

    Siesta Key
    Breakfast options

    Cape Aqua is set 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 Convention Center.

  • 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, Gulf Birdie - 5551 is located in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

  • 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.

  • Edgemere

    Siesta Key
    Breakfast options

    Situated 16 km from The John And Mable Ringling Museum Of Art and 18 km from Sarasota International Convention Center in Siesta Key, Edgemere offers accommodation with a kitchen.

Save money on holiday homes in Siesta Key and nearby – budget options available

  • Tiny House Siesta

    Sarasota
    Budget options available
    Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 634 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$167.24 per night

  • Set in Siesta Key, 2 km from Crescent Beach and 16 km from John And Mable Ringling Museum Of Art, Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach offers air conditioning.

    From US$161.98 per night
  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Set 21 km from John And Mable Ringling Museum Of Art, Cute 3/2 Siesta home steps from Siesta waters offers accommodation with free WiFi and free private parking.

    From US$357.81 per night

  • Surf's Up

    Siesta Key
    Budget options available

    Featuring air-conditioned accommodation with a private pool, Surf's Up is located in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

  • Located in Siesta Key, 2.2 km from Siesta Key Beach and 16 km from The John And Mable Ringling Museum Of Art, New Listing! Spacious, 100 percent Private, near the Siesta Key Beach and Village!

  • Blue Wave

    Siesta Key
    Budget options available

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

  • Cape Aqua Retreat

    Siesta Key
    Budget options available

    Set in Siesta Key, Cape Aqua Retreat offers accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Casa Blanca

    Siesta Key
    Budget options available

    Boasting accommodation with a private pool, pool view and a balcony, Casa Blanca is set in Siesta Key. A sauna is available for guests.

FAQ about holiday homes in Siesta Key

Holiday homes that guests love in Siesta Key

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  • Siesta Key Bay View Beach Access

    Holiday Home in Siesta Key
    Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 66 reviews
    The house is in a beautiful, peaceful and tranquil setting. A fresh, clean scent was very noticeable upon opening the door on arrival. The house was very clean. Pool off slider of master bedroom was perfect for swimming later in the day when it was too hot to be at the beach. Great water pressure in master shower. Great location for taking the trolley to Siesta Key Village for dinner.
    Guest review by
    Lynn
    Family with young children

  • Bayside Escape - 1345

    Holiday Home in Siesta Key
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 4 reviews
    Spacious waterfront property within walking distance of the beach. Felt miles away from the traffic and crowds. So many extras from cupcakes upon arrival, to all the things needed for a day at the beach. Modern, updated and very clean. Will recommend and return!!
    Guest review by
    Jennifer
    Solo traveller

  • Siesta Heron Suites & Villas

    Holiday Home in Siesta Key
    Avg. price/night: US$417.23
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 202 reviews
    Very clean.. close to the main beaches and it is comfortable...
    Guest review by
    José Roberto
    Family with young children

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