The 10 best vacation homes in Siesta Key, US | Booking.com
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Vacation Homes in Siesta Key

Find the vacation homes that appeal to you the most

The best vacation homes in Siesta Key

Check out our selection of great vacation homes in Siesta Key

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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, 210 reviews
Location 8.6
Price from
$106.85
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
Location 8.3
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
Location 9.1
Price from
$123.63
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.

K
Kris
From
United States
everything. it was a wonderful little nook in the middle of everything ❤️. I loved it. would stay again in n a heart beat.
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 18 reviews
Location 9.1
Price from
$187.86
1 night, 2 adults

Poolside Paradise Near Siesta Key Beach

Sarasota (Near Siesta Key)

Poolside Paradise Near Siesta Key Beach is located in Sarasota, just 13 miles from Sarasota International Convention Center and 8.3 miles from Marina Jack Restaurant And Marina.

S
Saralee
From
United States
Perfect home for us during our vacation. Beds are comfy, everything you could need in the kitchen, pool felt great, kids love ping pong, love the decor and overall feel of the home. Location was convenient for beach days, shopping and any meals out. We really loved our stay!!
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 5 reviews
Location 9.0
Price from
$323.49
1 night, 2 adults

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

Sarasota (Near Siesta Key)

2bed/2bath Condo next to Siesta Key ~A Hidden Gem offers accommodations in Sarasota, a 19-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.

B
Bob
From
United States
Of the best outfitted condos I have ever stayed at. Had everything I needed, and even had a 'happy cabinet' above the stove. Very easy 5 minute walk to the main strip. I also Loved the bikes. I rode the larger bike around town and to the beach and very much appreciated having it there for my use!(tire pump was in kitchen closet). Great place to stay in Siesta Key!
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 27 reviews
Location 9.4
Price from
$148.50
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
Location 9.9
Price from
$181.26
1 night, 2 adults

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

Sarasota (Near Siesta Key)

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.

J
Julie
From
United States
The home was a perfect size for two couples traveling together. The location was perfect! Everything we had planned was within 15 minutes. The pool was a wonderful feature that we took advantage of. I was also impressed with the information given in the property description. Specifically that feather pillows are used in the bedrooms. I am allergic and was grateful that I was able to plan ahead and bring my own pillows instead of making an impromptu shopping trip.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 53 reviews
Location 9.2
Price from
$161.10
1 night, 2 adults

House by Siesta Key

Sarasota (Near Siesta Key)

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.

T
Tina
From
United States
The feel of being home. Clean and beautiful yet comfy and realistic
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 8 reviews
Location 9.0
Price from
$105.71
1 night, 2 adults

5min from the beach 8 min from Siesta Key

Sarasota (Near Siesta Key)

5min from the beach 8 min from Siesta Key offers accommodations in Sarasota, 11 miles from The John and Mable Ringling Museum of Art and 7.3 miles from Sarasota Opera.

E
Edila
From
United States
near to the good market & beach
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 20 reviews
Location 8.8
Price from
$126
1 night, 2 adults
All vacation homes in Siesta Key

Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.

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

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Great access to the city center. Check these vacation homes 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.

  • 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.

  • Isla Amor - 86

    Siesta Key
    Central location
    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.

Enjoy breakfast in Siesta Key and nearby

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

  • Tiny House Siesta

    Sarasota
    Budget options available
    Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 633 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 $167.24 per night
  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 2 reviews

    Downtown Home With Fire Pit, Just 5 Min to Beach features accommodations in the center of Sarasota, 1.5 miles from Indian Beach and 2.8 miles from John and Mable Ringling Museum of Art.

    From $289.69 per night
  • Crescent Royale 415

    Siesta Key
    Budget options available

    Offering massage services, Crescent Royale 415 offers accommodations in Siesta Key.

  • Crescent Royale 407

    Siesta Key
    Budget options available

    Providing massage services, Crescent Royale 407 provides accommodations in Siesta Key.

  • Crescent Royale 409

    Siesta Key
    Budget options available

    Providing massage services, Crescent Royale 409 provides accommodations in Siesta Key.

  • Crescent Royale 511

    Siesta Key
    Budget options available

    Featuring massage services, Crescent Royale 511 features accommodations in Siesta Key.

  • Crescent Royale 201

    Siesta Key
    Budget options available

    Offering massage services, Crescent Royale 201 offers accommodations in Siesta Key.

  • Crescent Royale 501

    Siesta Key
    Budget options available

    Offering massage services, Crescent Royale 501 offers accommodations in Siesta Key.

FAQ about vacation homes in Siesta Key

Vacation Homes That Guests Love in Siesta Key

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  • Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 63 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
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 3 reviews
    The location was perfect! The unit was very clean and the kitchen was stocked with everything we needed. Very good communication leading up to our stay.
    Guest review by
    Michelle
    Solo traveler
  • 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 traveler
  • Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 210 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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