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

Vacation Rentals in Siesta Key

Find the vacation rentals that appeal to you the most

The best vacation rentals in Siesta Key

Check out our selection of great vacation rentals in Siesta Key

Filter by:

Review score

Siesta Key Island Rentals

Siesta Key

Siesta Key Island Rentals in Siesta Key provides accommodations with an indoor pool, a garden, and a tennis court. With pool views, this accommodation provides a swimming pool.

K
Kelly
From
United States
Clean, great location, comfortable
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 56 reviews
Price from
1,256.61 zł
1 night, 2 adults

Beautiful property on Siesta Key

Siesta Key

Providing an outdoor swimming pool, Beautiful property on Siesta Key features accommodations in Siesta Key. This villa provides air-conditioned accommodations with a patio.

J
Jacki
From
United States
Beautiful property. It had everything needed for a wonderful stay.
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 53 reviews
Price from
725.57 zł
1 night, 2 adults

* NEW * Serene Retreat / Private Patio & Pool *

Sarasota (Near Siesta Key)

* NEW * Serene Retreat / Private Patio & Pool * offers accommodations in Sarasota, a 19-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.

E
Evonne
From
United States
Great location. Quiet area. Fully stocked kitchen!!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 6 reviews
Price from
665.09 zł
1 night, 2 adults

Shiny oasis with lake view

Sarasota (Near Siesta Key)

Providing an outdoor swimming pool, Shiny oasis with lake view features accommodations in Sarasota.

R
R.H.
From
Canada
Anita's condo was very clean, fully equipped with everything that you need and more, and tastefully decorated. The location was great, and the lake view was admirably beautiful. It was very close to the beach. I will miss watching the turtles across the lake every morning, while eating my breakfast! We will definitely stay here again when we come back to Sarasota.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 51 reviews
Price from
617.28 zł
1 night, 2 adults

Close to beaches with hot tub and large garden

Sarasota (Near Siesta Key)

10 miles from The John and Mable Ringling Museum of Art in Sarasota, Close to beaches with hot tub and large garden provides accommodations with access to a hot tub.

R
Rafee
From
United States
It is clean comfortable and amazing love this place this is my second time here and will definitely be back!
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 41 reviews
Price from
672.06 zł
1 night, 2 adults

Pool Home on Gulf Gate 5min away from Siesta Key

Sarasota (Near Siesta Key)

Offering a garden, Pool Home on Gulf Gate 5min away from Siesta Key provides accommodations in Sarasota. This property offers a private pool, free Wifi, and free private parking.

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 6 reviews
Price from
10,883.55 zł
1 night, 2 adults

2BR/1BA Sienna Park Apartment

Sarasota (Near Siesta Key)

Featuring pool with a view, 2BR/1BA Sienna Park Apartment offers accommodations in Sarasota. This apartment provides air-conditioned accommodations with a balcony and free Wifi.

C
Cynthia
From
United States
Very clean! Kitchen had everything you need! Pool was great! Location good! Pool and beach supplies an A+ Communication was also extremely good!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 20 reviews
Price from
471.62 zł
1 night, 2 adults

2BR/1BA Vacation Rental - Sienna Park

Sarasota (Near Siesta Key)

Offering a terrace, 2BR/1BA Vacation Rental - Sienna Park features accommodations in Sarasota.

M
Morty
From
United States
The puppy on outside was like ran down, but the inside of the place was totally remodeled. It was very comfortable
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 25 reviews
Price from
435.34 zł
1 night, 2 adults

2BR/2BA condo Sienna Park

Sarasota (Near Siesta Key)

2BR/2BA condo Sienna Park is a recently renovated apartment in Sarasota where guests can make the most of its outdoor swimming pool, garden, and barbecue facilities.

E
Edmond
From
United States
It was a great place to stay, very clean and comfortable! Eva - the owner - is very friendly and responsive. Close to shopping and to the famous Siesta Key Beach. Highly recommended!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 8 reviews
Price from
362.79 zł
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
Stephanie
From
United States
wonderful place to stay! due to us working on restoration from Hurricane IAN we didn’t get to enjoy all the amenities but will come back to take time to enjoy this cozy environment!!!
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 395 reviews
Price from
828.35 zł
1 night, 2 adults
All vacation rentals in Siesta Key

Most booked vacation rentals in Siesta Key and surrounding area in the past month

See all

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

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

    Offering a bar, MERMAID HOUSE WITH POOL JACUZZI STEPS to SIESTA KEY BEACH offers accommodations in Sarasota. This beachfront property offers access to a terrace, free private parking, and free Wifi.

    From 2,521.74 zł per night
  • 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, 687 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.

    From 1,118.13 zł per night
  • Siesta Key Beachside Villas

    Sarasota
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 395 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.

    From 1,044.75 zł per night
  • Tropical Breeze Resort

    Sarasota
    Free cancellation options available
    Scored out of 10, guest rating 8.3
    Very Good - What previous guests thought, 283 reviews

    Spanning 2 city blocks and located just 1736 feet from Siesta Beach, Tropical Breeze Resort features two heated on-site pools and a spa. Guests will be 9.3 mi from Mote Marine Laboratory and Aquarium.

    From 1,186.51 zł per night
  • Florinda 3bdr/2bth 2car garage with New Pool

    Sarasota
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 54 reviews

    Florinda 3bdr/2bth 2car garage with New Pool is located in Sarasota, just 7.8 miles from The John and Mable Ringling Museum of Art and 4.2 miles from Sarasota Opera.

  • Crescent Beach 1011 #1

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

    Crescent Beach 1011 #1 is located in Sarasota, just 11 miles from The John and Mable Ringling Museum of Art and 12 miles from Sarasota International Convention Center.

    From 1,347.68 zł per night
  • Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 41 reviews

    Entire Guesthouse 5 mins to Siesta Key & downtown is located in Sarasota, just 6.8 miles from The John and Mable Ringling Museum of Art and 3.3 miles from Sarasota Opera.

    From 714.47 zł per night
  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 29 reviews

    Bernice 3bd2bth With Heated Pool Near Siesta Key! offers accommodations in Sarasota, 11 miles from The John and Mable Ringling Museum of Art and 7.7 miles from Sarasota Opera.

    From 1,767.63 zł per night

Highly rated vacation rentals in Siesta Key and nearby

  • Scored out of 10, guest rating 8.9
    Excellent - What previous guests thought, 10 reviews

    Sarasota Updated pool home, Near Siesta Key is located in Sarasota, just 10 miles from John and Mable Ringling Museum of Art and 10 miles from The John and Mable Ringling Museum of Art.

    From 2,243.10 zł per night
  • Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 67 reviews

    3 miles to Siesta Key #1 Beach in America offers accommodations in Sarasota, 6.7 miles from Sarasota Opera and 6.8 miles from Marina Jack Restaurant And Marina.

    From 1,007.53 zł per night
  • Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 41 reviews

    10 miles from The John and Mable Ringling Museum of Art in Sarasota, Close to beaches with hot tub and large garden provides accommodations with access to a hot tub.

    From 889 zł per night
  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 50 reviews

    4 miles to Siesta Key Beach #1 in America is located in Sarasota, just 11 miles from The John and Mable Ringling Museum of Art and 7.1 miles from Sarasota Opera.

    From 909.70 zł per night
  • Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 8 reviews

    House by Siesta Key offers accommodations in Sarasota, 11 miles from The John and Mable Ringling Museum of Art and 7.1 miles from Sarasota Opera.

    From 1,165.17 zł per night
  • Scored out of 10, guest rating 9.4
    Wonderful - What previous guests thought, 6 reviews

    Offering a garden, Pool Home on Gulf Gate 5min away from Siesta Key provides accommodations in Sarasota. This property offers a private pool, free Wifi, and free private parking.

    From 13,205.37 zł per night
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 20 reviews

    Featuring pool with a view, 2BR/1BA Sienna Park Apartment offers accommodations in Sarasota. This apartment provides air-conditioned accommodations with a balcony and free Wifi.

    From 1,401.80 zł per night
  • Scored out of 10, guest rating 8.9
    Excellent - What previous guests thought, 20 reviews

    1+1 Large condo Sarasota is located in Sarasota, just 11 miles from John and Mable Ringling Museum of Art and 11 miles from The John and Mable Ringling Museum of Art.

    From 1,300.22 zł per night

Enjoy breakfast in Siesta Key and nearby

  • The Sun Dial - 827 offers accommodations in Siesta Key, 1.1 miles from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.

  • Sand Dollar Cottage - 910 offers accommodations in Siesta Key, a 15-minute walk from Siesta Key Beach and 11 miles from John and Mable Ringling Museum of Art.

  • A 6-minute walk from Siesta Key Beach in Sarasota, Oasis on Siesta Key features accommodations with access to a fitness room.

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

    Villa Champagne - 5322 is located in Siesta Key, just a 9-minute walk from Siesta Key Beach and 11 miles from The John and Mable Ringling Museum of Art.

  • Beach Palm Villa - 5533 is located in Siesta Key, just a 11-minute walk from Siesta Key Beach and 11 miles from John and Mable Ringling Museum of Art.

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

    La Contento Casa - 5560 is located in Siesta Key, just a 15-minute walk from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.

  • Isla Amor - 86

    Siesta Key
    Breakfast options
    Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 1 review

    Isla Amor - 86 is located in Siesta Key, just a 7-minute walk from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.

  • Siesta Key Beach - Cape Aqua 5545 is located in Siesta Key, just a 10-minute walk from Siesta Key Beach and 11 miles from The John and Mable Ringling Museum of Art.

FAQ about vacation rentals in Siesta Key

Vacation Rentals That Guests Love in Siesta Key

See all
  • Scored out of 10, guest rating 8.5
    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
    Excellent - What previous guests thought, 56 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
    Wonderful - 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
    Travelers with friends
  • Scored out of 10, guest rating 8.3
    Very Good - What previous guests thought, 20 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, 28 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