The 10 best vacation rentals in Siesta Key, US | Booking.com
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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

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Siesta Key Beach - 2 Bedroom - 3 Beds - 3 Bathroom Duplex with Heated Swimming Pool

Siesta Key

Siesta Key Beach - 2 Bedroom - 3 Beds - 3 Bathroom Duplex with Heated Swimming Pool is a recently renovated apartment in Siesta Key where guests can make the most of its outdoor swimming pool, tennis...

B
Bill
From
United States
Didn't have time for breakfast. Everything was as expected and better.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 10 reviews
Price from
$219.45
1 night, 2 adults

Siesta Heron Suites & Villas

Siesta Key

Siesta Heron Suites & Villas offers accommodations in Siesta Key, 12 miles from The John and Mable Ringling Museum of Art and 8.8 miles from Sarasota Opera.

M
Michael
From
United States
Quiet, roomy, comfortable sleeping, pool.
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 218 reviews
Price from
$110.66
1 night, 2 adults

Heat of Siesta Village Walk to Beach w heated Pool

Siesta Key

Heat of Siesta Village Walk to Beach w heated Pool offers accommodations in Siesta Key, a 7-minute walk from Siesta Key Beach and 9.5 miles from The John and Mable Ringling Museum of Art.

A
Amy
From
United States
Convenient, comfortable, and clean! Spacious for 4 guests. Perfect for a family.
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 13 reviews
Price from
$115
1 night, 2 adults

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, 55 reviews
Price from
$123.25
1 night, 2 adults

Siesta Key Beach 665 #1

Siesta Key

Siesta Key Beach 665 #1 offers accommodations in Siesta Key, a few steps from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.

d
darline
From
Venezuela
Me and my family loved the unit, we spent a weekend in a super comfortable, clean and super well located place, it had everything we needed to have a good time
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 18 reviews
Price from
$175.20
1 night, 2 adults

Siesta Key Beach - Capri 665 #4

Siesta Key

Siesta Key Beach - Capri 665 #4 offers accommodations in Siesta Key, a few steps from Siesta Key Beach and 11 miles from John and Mable Ringling Museum of Art.

A
Amanda
From
United States
it was clean and we had everything we needed there. it was really close to the beach.
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 21 reviews
Price from
$118.80
1 night, 2 adults

Siesta Key Beach - Bari 665 #2

Siesta Key

Siesta Key Beach - Bari 665 #2 is located in Siesta Key, just a few steps from Siesta Key Beach and 11 miles from John and Mable Ringling Museum of Art.

V
Vazquez
From
United States
I loved the location, the chairs for the beach, all the appliances, and the apps for the movies. Thank you
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 22 reviews
Price from
$106.80
1 night, 2 adults

Siesta Key Condo - on the water !

Siesta Key

Siesta Key Condo - on the water! is located in Siesta Key, just a 6-minute walk from Crescent Beach and 11 miles from The John and Mable Ringling Museum of Art.

D
Downes
From
United States
It's always such a pleasure to stay here.
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 41 reviews
Price from
$220
1 night, 2 adults

Location Siesta 1 mile away Home with HOT SPA

Sarasota (Near Siesta Key)

Location Siesta 1 mile away Home with HOT SPA is a recently renovated vacation home in Sarasota where guests can make the most of the indoor pool and garden.

N
Nicole
From
United States
Beautiful home and had every amenity that we could have needed and more. First time staying in an Air B and B and it far exceeded my expectations.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 11 reviews
Price from
$181.26
1 night, 2 adults

Vintage Vibes - Grill, Chill & Beach Thrills

Sarasota (Near Siesta Key)

Providing a garden, Vintage Vibes - Grill, Chill & Beach Thrills provides accommodations in Sarasota. This property offers access to a terrace, free private parking, and free Wifi.

L
Lori
From
United States
Lovely little home with 2 bedrooms, a pretty back yard and close to beaches, shopping and great restaurants. The house is very comfortable and had everything we needed. Wonderful hosts made our stay stress free
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 7 reviews
Price from
$41
1 night, 2 adults
All vacation rentals in Siesta Key

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

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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.

  • 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, 711 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
    Excellent - What previous guests thought, 407 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 8.2
    Very Good - What previous guests thought, 284 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.

  • 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.

  • 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.

  • Shiny oasis with lake view

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

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

  • 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.

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.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 11 reviews

    Location Siesta 1 mile away Home with HOT SPA is a recently renovated vacation home in Sarasota where guests can make the most of the indoor pool and garden.

  • Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 69 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.

  • Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 40 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.

  • 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.

  • 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.

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

  • 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.

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.

  • Serene Siesta Key is located in Siesta Key, just a 5-minute walk from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.

  • 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.

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

    Avenida Sanctuary is located in Siesta Key, just a 4-minute walk from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art. Guests can go for a swim in the private pool.

FAQ about vacation rentals in Siesta Key

Vacation Rentals That Guests Love in Siesta Key

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  • 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
    Excellent - What previous guests thought, 55 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, 29 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

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