The 10 best cottages in Siesta Key, US | Booking.com
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Cottages in Siesta Key

Find the cottages that appeal to you the most

The best cottages in Siesta Key

Check out our selection of great cottages in Siesta Key

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Siesta Heron Suites & Villas

Siesta Key

Siesta Heron Suites & Villas features air-conditioned accommodations in Siesta Key. With lake views, this accommodation offers a swimming pool. Outdoor seating is also available at the vacation home.

M
Michael
From
United States
Quiet, roomy, comfortable sleeping, pool.
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 205 reviews
Price from
$99.22
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
$118
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
$438.84
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 8.9
Excellent - What previous guests thought, 19 reviews
Price from
$174
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
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
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
Price from
$256.50
1 night, 2 adults

The Julia Place Carriage House

Sarasota (Near Siesta Key)

Providing a garden, The Julia Place Carriage House features accommodations in Sarasota.

J
Jessie
From
United States
Everything! So artsy yet still has that cozy 1925 carriage house vintage feel ☺️ Beautiful little tropical garden you can even sit outside in. The neighborhood is very close housing but you still feel private with the lush trees and gardens! We were able to do such much being this close to everything. We walked to so many places close by. We felt so cozy and hip. The carriage house had everything you could need besides us, Caitlin provided everything. She was an AMAZING host to my family while leaving us with full privacy the entire stay! All the shower necessities if you needed any, makeup wipes, hairdryer, laundry baskets, luggage rack, portable makeup mirrors, local history reads, full kitchen with all needed supplies, espresso coffee machine with all the fixings for great coffee, and welcome fresh croissants from a local bakery.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 23 reviews
Price from
$228.80
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
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
Price from
$157.50
1 night, 2 adults
All cottages in Siesta Key

Looking for a cottage?

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

Most booked cottages in Siesta Key and surrounding area in the past month

See all

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

  • 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 $745.25 per night
  • Siesta on Lee - SRQ Pool Home Near Top Beaches! is located in Sarasota, just 7.9 miles from John and Mable Ringling Museum of Art and 8 miles from The John and Mable Ringling Museum of Art.

    From $563.34 per night
  • 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 $657.34 per night
  • Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 53 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.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 3 reviews

    8.3 miles from The John and Mable Ringling Museum of Art in Sarasota, Siesta Key Waterfront Estate W Pool Privacy! offers accommodations with access to a fitness center.

    From $1,019.83 per night
  • Coastal Getaway minutes from Siesta Key Beach offers accommodations in Sarasota, 9 miles from John and Mable Ringling Museum of Art and 9 miles from The John and Mable Ringling Museum of Art.

    From $483.76 per night
  • Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 4 reviews

    Cozy Beach House next to Siesta Key offers accommodations in Sarasota, 10 miles from The John and Mable Ringling Museum of Art and 6 miles from Sarasota Opera.

    From $435.50 per night
  • Cozy Getaway Home - near Siesta Key Beach 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 $324.83 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.

  • Siesta Key Paradise, Vacation Pool Home, Near Beach, Restaurants and More offers accommodations in Sarasota, 10 miles from John and Mable Ringling Museum of Art and 10 miles from The John and Mable...

  • 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.

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, 688 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 $336.46 per night
  • Siesta Key Beachside Villas

    Sarasota
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 396 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 $313.97 per night
  • 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 $396.55 per night
  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 3 reviews

    Offering a private beach area, Coastal Retreat near Siesta Key Beach and Downtown provides accommodations in Sarasota. This vacation home offers free private parking and free Wifi.

    From $543.99 per night
  • 5min from the beach 8 min from Siesta Key

    Sarasota
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 20 reviews

    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.

    From $352.09 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 $487.24 per night
  • LUX VILLAs on beautiful Palmer Ranch

    Vamo
    Free cancellation options available
    Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 45 reviews

    13 miles from The John and Mable Ringling Museum of Art in Vamo, LUX VILLAs on beautiful Palmer Ranch features accommodations with access to a hot tub, fitness center, and open-air bath.

    From $427.84 per night
  • The Julia Place Carriage House

    Sarasota
    Free cancellation options available
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 23 reviews

    Providing a garden, The Julia Place Carriage House features accommodations in Sarasota.

    From $261.98 per night

FAQ about cottages in Siesta Key

Cottages That Guests Love in Siesta Key

See all
  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 53 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 9.5
    Exceptional - What previous guests thought, 4 reviews
    Amazing location of a beautifuly and well equiped cozy house. Will definitely come back
    Guest review by
    Agustin
    Travelers with friends
  • Scored out of 10, guest rating 9.0
    Wonderful - 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 8.2
    Very Good - What previous guests thought, 53 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