The 10 best holiday rentals in Siesta Key, USA | Booking.com
Skip to main content

Holiday Rentals in Siesta Key

Find the holiday rentals that appeal to you the most

The best holiday rentals in Siesta Key

Check out our pick of great holiday rentals in Siesta Key

Filter by:

Review score

Siesta Heron Suites & Villas

Siesta Key

Offering an outdoor swimming pool and pool view, Siesta Heron Suites & Villas is situated in Siesta Key, 20 km from The John And Mable Ringling Museum Of Art and 14 km from Sarasota Opera.

J
José Roberto
From
Brazil
Very clean.. close to the main beaches and it is comfortable...
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 212 reviews
Price from
£231.24
1 night, 2 adults

Heat of Siesta Village Walk to Beach w heated Pool

Siesta Key

Featuring air-conditioned accommodation with a patio, Heat of Siesta Village Walk to Beach w heated Pool is located in Siesta Key.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 13 reviews
Price from
£215.50
1 night, 2 adults

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, 54 reviews
Price from
£242.27
1 night, 2 adults

Siesta Key Beach 665 #1

Siesta Key

Siesta Key Beach 665 #1 is located in Siesta Key, 11 km from Sarasota Opera, 11 km from Marina Jack Restaurant And Marina, as well as 13 km from Sarasota County Visitor Information Center And History...

A
Anna Nilsson
From
Sweden
We did our own breakfast in the kitchen. Next to the beach and close to supermarket and entertainment.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 17 reviews
Price from
£351.24
1 night, 2 adults

Siesta Key Beach - Capri 665 #4

Siesta Key

Siesta Key Beach - Capri 665 #4 is located in Siesta Key, 18 km from The John And Mable Ringling Museum Of Art, 20 km from Sarasota International Convention Center, and 12 km from Marina Jack...

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 21 reviews
Price from
£240.50
1 night, 2 adults

Siesta Key Beach - Bari 665 #2

Siesta Key

Located 18 km from John And Mable Ringling Museum Of Art, 18 km from The John And Mable Ringling Museum Of Art and 20 km from Sarasota International Convention Center, Siesta Key Beach - Bari 665 #2...

I
Ilyas
From
Germany
Location is perfect, has what it needs, nice shower, plenty of towels, easy check in and out
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 22 reviews
Price from
£230.07
1 night, 2 adults

Location Siesta 1 mile away Home with HOT SPA

Sarasota (Near Siesta Key)

Boasting a garden, private pool and pool views, Location Siesta 1 mile away Home with HOT SPA is situated in Sarasota.

J
Jennifer
From
United States
It is a beautiful property in a great location, everything is close by. The owner has made it a pleasure to visit, comfortable clean and has a real homely feel. The unit has everything you could think of and need. You only need to turn up with your clothes and toothbrush and cater for yourself. We were very sad to have to go home. We would highly recommend this place and will be definitely returning.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 11 reviews
Price from
£414.25
1 night, 2 adults

Vintage Vibes - Grill, Chill & Beach Thrills

Sarasota (Near Siesta Key)

Situated in Sarasota in the Florida region, Vintage Vibes - Grill, Chill & Beach Thrills features a patio. This property offers access to a terrace, free private parking and free WiFi.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 7 reviews
Price from
£173.82
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 9.0
Superb - What previous guests thought, 50 reviews
Price from
£397.02
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...

R
Rebecca
From
United States
Liked that it was clean. The host was super!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 8 reviews
Price from
£226.66
1 night, 2 adults
All holiday rentals in Siesta Key

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

See all

These holiday rentals in Siesta Key and nearby have options with free cancellation

  • Siesta Key Beach Resort and Suites

    Sarasota
    Free cancellation options available
    Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 714 reviews

    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.

  • Siesta Key Beachside Villas

    Sarasota
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 408 reviews

    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.

  • Tropical Breeze Resort

    Sarasota
    Free cancellation options available
    Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 290 reviews

    Spanning 2 city blocks and located just 529 metres from Siesta Beach, Tropical Breeze Resort features two heated on-site pools and a spa. Guests will be 15 km from Mote Marine Laboratory and Aquarium.

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

    Sarasota
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 50 reviews

    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.

  • Crescent Beach 1011 #1

    Sarasota
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 24 reviews

    Crescent Beach 1011 #1, a property with an outdoor swimming pool, is located in Sarasota, 18 km from The John And Mable Ringling Museum Of Art, 20 km from Sarasota International Convention Center, as...

  • Shiny oasis with lake view

    Sarasota
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 51 reviews

    Situated in Sarasota, Shiny oasis with lake view features accommodation with a heated pool and garden views.

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 28 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.

  • LUX VILLAs on beautiful Palmer Ranch

    Vamo
    Free cancellation options available
    Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 46 reviews

    Situated in Vamo, LUX VILLAs on beautiful Palmer Ranch offers a balcony with lake and pool views, as well as a year-round outdoor pool, hot tub and fitness centre.

Highly rated holiday rentals in Siesta Key and nearby

  • Scored out of 10, guest rating 8.8
    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.

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 11 reviews

    Boasting a garden, private pool and pool views, Location Siesta 1 mile away Home with HOT SPA is situated in Sarasota.

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 39 reviews

    Featuring air-conditioned accommodation with a patio, Close to beaches with hot tub and large garden is located in Sarasota.

  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 50 reviews

    4 miles to Siesta Key Beach #1 in America is set in Sarasota, 12 km from Sarasota Opera, 12 km from Marina Jack Restaurant And Marina, as well as 13 km from Sarasota County Visitor Information Center...

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 8 reviews

    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, 27 reviews

    Set in Sarasota, 2BR/1BA Vacation Rental - Sienna Park features a pool with a view.

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 7 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.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 20 reviews

    Located in Sarasota, 17 km from The John And Mable Ringling Museum Of Art and 12 km from Sarasota Opera, 2BR/1BA Sienna Park Apartment provides air-conditioned accommodation with a balcony and free...

Enjoy breakfast 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.

  • 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...

  • Featuring air-conditioned accommodation with a balcony, Serene Siesta Key is located in Siesta Key. Guests can benefit from a patio and an outdoor pool.

  • 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.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

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

FAQ about holiday rentals in Siesta Key

Holiday rentals that guests love in Siesta Key

See all
  • Avg. price/night: £298.96
    Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 21 reviews
    Great location. Very close to trolley stops, within walking distance of the village and very easy access to beach.
    Guest review by
    Amanda
    Young couple
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 54 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
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 211 reviews
    The place was perfect!!! Nice and clean. Close to Siesta Key Village and next to the beach. We stayed in cottage 1, and the outside shower was amazing. Have private sitting area and fish pond is right outside out front door. Definitely will be staying again.
    Guest review by
    Sandy
    People with friends
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 19 reviews
    My husband and I stayed here last November so knew what to expect. The beach wagon comes in so handy when walking to the village for groceries. Both times staying here the place was so clean!
    Guest review by
    Tisha
    Family with young children
  • Scored out of 10, guest rating 7.3
    Good - What previous guests thought, 30 reviews
    Easy access to private beach, close to everything (in between siesta key village and downtown), easy to access, clean, more than adequate for vacation home, pools were never overcrowded and there were two.
    Guest review by
    Olivia
    Family with young children

Research, refine and make plans for your whole trip