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

Cottages in Siesta Key

Find the cottages that appeal to you the most

The best cottages in Siesta Key

Check out our pick of great cottages 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, 213 reviews
Price from
US$320.03
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
US$297.21
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, 53 reviews
Price from
US$338.91
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, 18 reviews
Price from
US$474.55
1 night, 2 adults

Poolside Paradise Near Siesta Key Beach

Sarasota (Near Siesta Key)

Poolside Paradise Near Siesta Key Beach is located in Sarasota, 13 km from Marina Jack Restaurant And Marina, 13 km from Sarasota Opera, as well as 15 km from Sarasota County Visitor Information...

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 5 reviews
Price from
US$542.15
1 night, 2 adults

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

Sarasota (Near Siesta Key)

Situated in Sarasota, 2bed/2bath Condo next to Siesta Key ~A Hidden Gem offers accommodation with a private pool. This property offers access to a balcony, free private parking and free WiFi.

C
Carrera
From
Netherlands
Beautiful villa! Great atmosphere, clean, great facilities and a great location
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 27 reviews
Price from
US$313.16
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
US$559.68
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
US$234.84
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
US$536.39
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
US$306.23
1 night, 2 adults
All cottages in Siesta Key

Looking for a cottage?

Cottages are perfect for travellers who enjoy feeling cosy and independent in the countryside. Usually small, traditionally built houses, cottages spread across one or two floors, making them great for families, or holidays with a little more privacy.

Most booked cottages in Siesta Key and surroundings in the past month

See all

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.

These cottages 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, 720 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, 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.

  • 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.

  • Le Grande Peacock! Siesta Key

    Sarasota
    Free cancellation options available

    Situated in Sarasota, Le Grande Peacock! Siesta Key features accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Tiny House Siesta

    Sarasota
    Free cancellation options available
    Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 631 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.

  • 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...

  • Cozy Beach House next to Siesta Key

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

    Situated 16 km from The John And Mable Ringling Museum Of Art, Cozy Beach House next to Siesta Key features accommodation with free WiFi and free private parking.

  • Cozy Getaway Home - near Siesta Key Beach

    Sarasota
    Free cancellation options available

    Set in Sarasota, 16 km from The John And Mable Ringling Museum Of Art and 10 km from Sarasota Opera, Cozy Getaway Home - near Siesta Key Beach offers air conditioning.

Travelling by car? These cottages in Siesta Key and nearby offer free parking

  • Situated in Sarasota, Siesta Beach Getaway - Minutes to Beach, Shops, Dining is a recently renovated accommodation, 13 km from The John And Mable Ringling Museum Of Art and 15 km from Sarasota...

  • 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.

  • 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 10.0
    Exceptional - What previous guests thought, 4 reviews

    Set in Sarasota, Siesta Key Waterfront Estate W Pool Privacy! 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, 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 7.0
    Good - What previous guests thought, 3 reviews

    Coastal Retreat near Siesta Key Beach and Downtown, a property with a private beach area, is set in Sarasota, 10 km from The John And Mable Ringling Museum Of Art, 12 km from Sarasota International...

  • 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 9.4
    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.

FAQ about cottages in Siesta Key

Cottages that guests love in Siesta Key

See all
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 51 reviews
    Beautiful location and close to the beach. Pretty and comfortable bungalow.
    Guest review by
    Holly
    Family with young children
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 3 reviews
    Amazing location of a beautifuly and well equiped cozy house. Will definitely come back
    Guest review by
    Agustin
    People with friends
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 5 reviews
    Everything! Location is wonderful, home is as nice or nicer than pics show. Cottages on the Key was great to work with, very attentive to service and making sure we had what we needed for a fabulous week in Siesta Key. Thanks and we hope to be back soon!
    Guest review by
    Jennifer
    Family with young children
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 51 reviews
    Spacious house with all amenities you could wish, tucked away in a gated neighborhood, we felt very safe and cozy. All useful information has been provided by Mira in advance as well as a Key for Beach access. Parking for the whole day after checkout was possible.
    Guest review by
    Elias Hummel
    Young couple

Research, refine and make plans for your whole trip