The 10 best holiday rentals in Siesta Key, USA | Booking.com
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Holiday Rentals in Siesta Key

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The best holiday rentals in Siesta Key

Check out our pick of great holiday rentals in Siesta Key

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* NEW * Serene Retreat / Private Patio & Pool *

Sarasota (Near Siesta Key)

Set in Sarasota, * NEW * Serene Retreat / Private Patio & Pool * offers accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 6 reviews
Price from
US$183.33
1 night, 2 adults
Check availability

Shiny oasis with lake view

Sarasota (Near Siesta Key)

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

C
Carina
From
Germany
Very nice and comfortable apartment. It is equipped with everything you need. Especially the beach chairs and umbrella were a great feature for our beach day. The lake view is beautiful and I really enjoyed my morning coffee on the balcony.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 51 reviews
Price from
US$170.15
1 night, 2 adults
Check availability

Close to beaches with hot tub and large garden

Sarasota (Near Siesta Key)

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

v
vanessa
From
United Kingdom
Great apartment for an overnight stop. Very clean and comfortable
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 41 reviews
Price from
US$185.25
1 night, 2 adults
Check availability

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
Check availability

2BR/1BA Sienna Park Apartment

Sarasota (Near Siesta Key)

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...

D
Dalia
From
Canada
Everything was great! Everything we needed for our stay. Very comfortable beds, quiet area, washer/dryer, excellent internet, pool. Eva and her husband were very attentive Very pleased. We will be back.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 20 reviews
Price from
US$130
1 night, 2 adults
Check availability

2BR/1BA Vacation Rental - Sienna Park

Sarasota (Near Siesta Key)

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

P
Peter
From
Hungary
Score: 10 points. What else? Everything was perfect. And this app gives much more than others. Thank you!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 25 reviews
Price from
US$120
1 night, 2 adults
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2BR/2BA condo Sienna Park

Sarasota (Near Siesta Key)

Located in Sarasota, the recently renovated 2BR/2BA condo Sienna Park provides accommodation 18 km from John And Mable Ringling Museum Of Art and 18 km from The John And Mable Ringling Museum Of Art.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 8 reviews
Price from
US$100
1 night, 2 adults
Check availability

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
Sybil
From
United States
Loved the room. So pretty and updated. Beautiful shower. Location was perfect. Very short stroll to beach. And steps away from all the good restaurants.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 394 reviews
Price from
US$228.33
1 night, 2 adults
Check availability

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, 687 reviews
Price from
US$286.25
1 night, 2 adults
Check availability

Tropical Breeze Resort

Sarasota (Near Siesta Key)

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....

C
Carola
From
United States
The perfect beach cabins. Five stars and we enjoyed the short walk less than 2 minutes to Siesta Key beach. The rooms a beautifully decorated and kept up new and fresh. We will be back soon!
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 281 reviews
Price from
US$258.42
1 night, 2 adults
Check availability
All holiday rentals in Siesta Key

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

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Highly rated holiday rentals in Siesta Key and nearby

  • Scored out of 10, guest rating 9.2
    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...

    From US$371.48 per night
  • Scored out of 10, guest rating 8.9
    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.

    From US$594.37 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 67 reviews

    3 miles to Siesta Key #1 Beach in America is located in Sarasota, 11 km from Marina Jack Restaurant And Marina, 12 km from Sarasota County Visitor Information Center And History Museum, and 15 km from...

    From US$277.72 per night
  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 22 reviews

    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...

    From US$364.42 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 21 reviews

    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...

    From US$333.40 per night
  • 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...

    From US$250.76 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 6 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.

    From US$3,640 per night
  • 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...

    From US$321.17 per night

Enjoy breakfast in Siesta Key and nearby

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

    Featuring air-conditioned accommodation with a private pool, pool view and a patio, Sarasota Luxury Estate is located in Sarasota.

  • Set in Sarasota in the Florida region, Sunny Siesta Key Condo with Beach Access and Pool! features a terrace. It is situated 500 metres from Crescent Beach and offers a lift.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Boasting a private pool and quiet street views, Heated Pool Home - Perfect Location - Walk to Beach, Restaurants and More! is situated in Sarasota.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 4 reviews

    Set in Siesta Key, 18 km from The John And Mable Ringling Museum Of Art and 12 km from Sarasota Opera, Comfortable Siesta Key Condo with Pool Access! offers air conditioning.

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 6 reviews

    Set in Siesta Key, 400 metres from Crescent Beach and 18 km from The John And Mable Ringling Museum Of Art, Siesta Key Condo Resort Amenities, Walk to Beach!

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

    Located in Siesta Key in the Florida region, with Crescent Beach nearby, Recently Updated Cozy Siesta Key Beach Villa provides accommodation with free WiFi and free private parking.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 2 reviews

    Located in Sarasota, 400 metres from Crescent Beach and 18 km from The John And Mable Ringling Museum Of Art, Midnight Cove 6327 #725 offers air conditioning.

  • Situated in Siesta Key in the Florida region, with Crescent Beach nearby, E62 - Amazing Siesta Key Condo on the Water! features accommodation with free WiFi and free private parking.

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

  • 2BR / 2BA Apartment Sienna Park.

    Sarasota
    Free cancellation options available

    Situated in Sarasota, 2BR / 2BA Apartment Sienna Park. Offers accommodation with a heated pool.

    From US$360.52 per night

  • Siesta Heron Suites & Villas

    Siesta Key
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 205 reviews

    Situated within 20 km of The John And Mable Ringling Museum Of Art and 14 km of Sarasota Opera, Siesta Heron Suites & Villas features rooms with air conditioning and a private bathroom in Siesta Key.

  • 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 US$308.21 per night

  • Shiny oasis with lake view

    Sarasota
    Free cancellation options available
    Scored out of 10, guest rating 9.2
    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 9.0
    Superb - What previous guests thought, 4 reviews

    Boasting air-conditioned accommodation with a private pool, MERMAID HOUSE WITH POOL JACUZZI STEPS to SIESTA KEY BEACH is set in Sarasota.

    From US$681.84 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 15 reviews

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

  • Siesta Key Beachside Villas

    Sarasota
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 394 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 US$313.97 per night

  • Tropical Breeze Resort

    Sarasota
    Free cancellation options available
    Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 281 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.

    From US$341.99 per night