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The 10 Best Cottages in Siesta Key, USA

Check out our pick of great cottages in Siesta Key

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Boasting air-conditioned accommodation with a heated pool, Salt & Serenity is situated in Siesta Key. The property is around 700 metres from Crescent Beach, 17 km from The John and Mable Ringling Museum of Art and 11 km from Sarasota Opera. Free WiFi is available throughout the property and Siesta Key Beach is 600 metres away.

Apartment was very clean and updated. Well stocked. Loved having morning coffee on the side porch facing the pond. Two of the sliding doors. And off their tracks so I called and maIntainence was there the very next morning and fixed them like new!

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9
Superb
8 reviews
Price from
£271
per night

Featuring air-conditioned accommodation with a private pool, Canal Lower-Gorgeous 3 bed 3 bath near SK Village is located in Siesta Key. The property is around 500 metres from Siesta Key Beach, 2.2 km from Crescent Beach and 16 km from The John and Mable Ringling Museum of Art. Providing free WiFi throughout the property, the non-smoking holiday home has a hot tub.

Located perfectly for the main area with shops bars and restaurants and not far from the beach. Spacious and complete with all we needed. Hot tub and pool perfect

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9.6
Exceptional
5 reviews
Price from
£519
per night

Set in Siesta Key, 400 metres from Siesta Key Beach and 1.1 km from Crescent Beach, Spacious Updated Condo Just 2 Blocks to Siesta Key Beach offers air conditioning. It is situated 11 km from Sarasota Opera and offers a 24-hour front desk. The property is non-smoking and is located 17 km from The John and Mable Ringling Museum of Art.

all the apartment was spectacular all like averething

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9.8
Exceptional
8 reviews
Price from
£607
per night

Located in Siesta Key, 400 metres from Siesta Key Beach and 1.2 km from Crescent Beach, Newly Fully Updated and Modern, Short Walk to BEACH offers air conditioning. It is situated 11 km from Sarasota Opera and provides a 24-hour front desk. The property is non-smoking and is set 17 km from The John and Mable Ringling Museum of Art.

Very pretty. Was surprised though that you didn’t have a Keurig. We brought PODS so had to run out and get coffee.

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9.7
Exceptional
7 reviews
Price from
£368
per night

Some units in the holiday home have private entrance and are fitted with desk and wardrobe. Some of the units have a cable flat-screen TV, a fully equipped kitchen with a dishwasher, and a private bathroom with a hot tub and a hair dryer. In some units there is a dressing room for guests to change in.

The cottage had really everything you need for a vacation by the beach.

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9.5
Exceptional
26 reviews
Price from
£231
per night

Our House At The Beach, East Tower, 5th Fl is a beachfront property located in Siesta Key, 500 metres from Siesta Key Beach and 600 metres from Crescent Beach. This holiday home features free private parking and a lift. The John and Mable Ringling Museum of Art is 17 km from the holiday home and Sarasota Opera is 11 km away.

Perfect location with beautiful view. Loved beach right across the street and free rides across the entire key. Beach chairs, umbrella, cooler, and towels all provided.

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9.4
Superb
5 reviews
Price from
£332
per night

Set in Siesta Key in the Florida region, with Siesta Key Beach and Crescent Beach nearby, LuLu's Key House Green 1/1 Upstairs offers accommodation with free WiFi and free private parking. The property is around 16 km from The John and Mable Ringling Museum of Art, 11 km from Sarasota Opera and 11 km from Marina Jack Restaurant and Marina. Sarasota Jungle Gardens is 15 km away and Mote Marine Laboratory is 17 km from the holiday home.

Several great places within 5 minute walk for breakfast, lunch and dinner.

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9.5
Exceptional
8 reviews
Price from
£434
per night

Located just 300 metres from Crescent Beach, Crescent Arms Condominiums provides accommodation in Siesta Key with access to a private beach area, an outdoor swimming pool, as well as a 24-hour front desk. This beachfront property offers access to a balcony, free private parking and free WiFi. The accommodation features a lift and luggage storage space for guests.

Location was great! The condo had several extras, chairs, beach toys, beach towels, etc… condo came with the option for up to 6 chairs on the beach at no additional cost which was nice. Nice surprise to have it cleaned and ready for us to check-in a bit early.

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9.1
Superb
10 reviews

Situated in Siesta Key, Siesta Heron Suites & Villas offers a heated pool. There is a private entrance at the holiday home for the convenience of those who stay. The property features a 24-hour front desk.

Quiet, roomy, comfortable sleeping, pool.

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8.3
Very good
283 reviews
Price from
£291
per night

Featuring air-conditioned accommodation with a patio, Heat of Siesta Village Walk to Beach w heated Pool is located in Siesta Key. Both free WiFi and parking on-site are available at the holiday home free of charge. The property is non-smoking and is situated 700 metres from Siesta Key Beach.

Convenient, comfortable, and clean! Spacious for 4 guests. Perfect for a family.

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8.4
Very good
5 reviews
Price from
£223
per night

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.
Search cottages in Siesta Key

Most booked cottages in Siesta Key this month

Enjoy breakfast in Siesta Key!

  • Salt & Serenity
    Breakfast options
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 8 reviews

    Boasting air-conditioned accommodation with a heated pool, Salt & Serenity is situated in Siesta Key.

  • Canal Lower-Gorgeous 3 bed 3 bath near SK Village
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 reviews

    Featuring air-conditioned accommodation with a private pool, Canal Lower-Gorgeous 3 bed 3 bath near SK Village is located in Siesta Key.

    prime location. everything is within a 5 min walk.

  • Spacious Updated Condo Just 2 Blocks to Siesta Key Beach
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 8 reviews

    Set in Siesta Key, 400 metres from Siesta Key Beach and 1.1 km from Crescent Beach, Spacious Updated Condo Just 2 Blocks to Siesta Key Beach offers air conditioning.

  • Newly Fully Updated and Modern, Short Walk to BEACH
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 7 reviews

    Located in Siesta Key, 400 metres from Siesta Key Beach and 1.2 km from Crescent Beach, Newly Fully Updated and Modern, Short Walk to BEACH offers air conditioning.

  • Siesta Key Island Rentals
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 26 reviews

    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.

    Close to beach, to downtown and all the restaurants.

  • Our House At The Beach, East Tower, 5th Fl
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 5 reviews

    Our House At The Beach, East Tower, 5th Fl is a beachfront property located in Siesta Key, 500 metres from Siesta Key Beach and 600 metres from Crescent Beach.

  • LuLu's Key House Green 1/1 Upstairs
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 8 reviews

    Set in Siesta Key in the Florida region, with Siesta Key Beach and Crescent Beach nearby, LuLu's Key House Green 1/1 Upstairs offers accommodation with free WiFi and free private parking.

  • Crescent Arms Condominiums
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 10 reviews

    Located just 300 metres from Crescent Beach, Crescent Arms Condominiums provides accommodation in Siesta Key with access to a private beach area, an outdoor swimming pool, as well as a 24-hour front...

    La ubicación en la playa de Siesta Key es excelente!. El departamento es muy confortable

These cottages in Siesta Key have options with FREE cancellation

  • Siesta Heron Suites & Villas
    Free cancellation options available
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 283 reviews

    Situated in Siesta Key, Siesta Heron Suites & Villas offers a heated pool. There is a private entrance at the holiday home for the convenience of those who stay.

    El apartamento es amplio. Una buena cocina. En acogedor.

  • Siesta Key Beach Home
    Free cancellation options available

    Featuring air-conditioned accommodation with a private pool, pool view and a patio, Siesta Key Beach Home is set in Siesta Key.

  • Jellyfish-Flamingo House, Amazing Location On Beach & Walk To Village
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1 review

    Featuring air-conditioned accommodation with a private pool, Jellyfish-Flamingo House, Amazing Location On Beach & Walk To Village is located in Siesta Key.

  • Canal 313 - Right in Siesta Key Village!
    Free cancellation options available
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 11 reviews

    Situated in Siesta Key, Canal 313 - Right in Siesta Key Village! features accommodation with private pool, free WiFi and free private parking for guests who drive.

    Right in the middle of town. Kitchen was fully equipped

  • Canal 309 - Right in Siesta Key Village!
    Free cancellation options available
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 6 reviews

    Situated in Siesta Key, Canal 309 - Right in Siesta Key Village! features accommodation with private pool, free WiFi and free private parking for guests who drive.

    The location was excellent, walking distance to everything.

  • Avenida Lower
    Free cancellation options available
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 5 reviews

    Boasting air-conditioned accommodation with a private pool, Avenida Lower is set in Siesta Key. It is situated 600 metres from Siesta Key Beach and offers a 24-hour front desk.

  • Retreat Half-Mile to BeachandSiesta Key Village
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 5 reviews

    Located in Siesta Key, 1 km from Siesta Key Beach and 2.5 km from Crescent Beach, Retreat Half-Mile to BeachandSiesta Key Village provides air-conditioned accommodation with a patio and free WiFi.

    excellent location, safe and quiet neighborhood. Very clean and remodeled.

  • Walk to Beach, Updated Condo, Private Patio and Grill
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 9 reviews

    Situated in Siesta Key, 300 metres from Siesta Key Beach and 1.1 km from Crescent Beach, Walk to Beach, Updated Condo, Private Patio and Grill offers air conditioning.

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

  • Heat of Siesta Village Walk to Beach w heated Pool
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 5 reviews

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

  • Jamaica Royale - 49
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 6 reviews

    Located in Siesta Key in the Florida region, with Crescent Beach and Siesta Key Beach nearby, Jamaica Royale - 49 offers accommodation with free private parking.

  • The Hummingbird

    Boasting air-conditioned accommodation with a private pool, The Hummingbird is set in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

  • Sea Dream - 171
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 1 review

    Situated in Siesta Key, 200 metres from Siesta Key Beach and 2.3 km from Crescent Beach, Sea Dream - 171 offers air conditioning.

  • Sea Coast - 276

    Situated in Siesta Key, 200 metres from Siesta Key Beach and 2.3 km from Crescent Beach, Sea Coast - 276 offers air conditioning.

  • Sea Breeze - 275

    Located in Siesta Key, 200 metres from Siesta Key Beach and 2.3 km from Crescent Beach, Sea Breeze - 275 offers air conditioning.

  • The Coral Reef - L

    Located in Siesta Key, 200 metres from Siesta Key Beach and 2.3 km from Crescent Beach, The Coral Reef - L offers air conditioning.

  • CJs on Siesta - 104

    Located in Siesta Key, 200 metres from Siesta Key Beach and 2.3 km from Crescent Beach, CJs on Siesta - 104 offers air conditioning.

FAQ about cottages in Siesta Key






Cottages that guests love in Siesta Key

  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 365 reviews
    We loved our stay at the Twin Palms. The room was spacious and very clean. The pool was warm and we had a great time lounging around. Great staff communication and I appreciated the supply cabinet for extra conditioner. Everyone that we met there was so nice! We plan to stay next year here for a few weeks!
    Jessica
    Young couple
  • 10
    Scored 10
    Exceptional
    Rated exceptional
     · 1 review
    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!
    Jennifer
    Family with young children
  • 9.1
    Scored 9.1
    Superb
    Rated superb
     · 235 reviews
    We loved the vibe of the outdoor space and the condo was beautiful. The porch was perfect. Cottage 2 was very clean and recently updated with a pretty esthetic. Extremely close to the beach and they had all the gear we could have needed. They had plenty of toiletries, paper goods and trash bags which is rare in our experience.
    Mary Beth
    Family with young children
  • 8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 33 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.
    Elias Hummel
    Young couple
  • 9.1
    Scored 9.1
    Superb
    Rated superb
     · 235 reviews
    The cottages were perfect in every way. I wanted to stay a little longer. Our room was perfect and clean. The walk to the beach was less than 3 minutes away.
    Monica
    Young couple
  • 8.2
    Scored 8.2
    Very good
    Rated very good
     · 164 reviews
    We were in cottage 18B. Close to the beach, provided beach wagon, small cooler, sand chairs, very well equipped kitchen, comfy bed, hot water is hot, great water pressure, ceiling fans, size of resort, well kept pool, plenty of tables & sun chairs, size of this 1 bedroom is adequate for 2, a bit tight for 3. Out side seating is nice area, no screen room in this cottage, no dishwasher or washer dryer.
    Ron
    Young couple
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 365 reviews
    Location being off the main road and easy walk to the beach. Just 8 cabins surrounding a warm pool. Very quiet location and easy parking. Short walk to a number of local shops and cafes.
    anonymous
    Young couple
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 365 reviews
    Location, cottage was cute!
    Marty
    Young couple
  • 9.1
    Scored 9.1
    Superb
    Rated superb
     · 235 reviews
    The property is fantastic, quirky but very nice. Our cottage (cottage 3)was great. Good sized bedroom & bathroom & full size kitchen with breakfast bar and large living room. There’s a fantastic covered area outside with large table and chairs that’s all lit up at night. With rocking chairs and a swing seat. Also free use of paddle boards,bikes & beach chairs. The beach is great & literally across the street. It’s only a short walk to plenty of great bars and restaurants. We loved it here & would definitely recommend it.
    richard
    Young couple
  • 6.4
    Scored 6.4
    Pleasant
    Rated pleasant
     · 22 reviews
    SUPER DECEITFUL PHOTO AND MANAGEMENT!!!!! You are renting the tiny blue shack on right edge of this photo. Literally a 100 year old granny cottage. BUNGALOW!!!! Yet several photos of a large raised deck. FILTHY RUSY BROKEN LAWN FURNITURE. ALMOST A FOOT OF LEAVES THROUGH PATIO AREA Property hasnt been raked for MONTHS
    Peter
    Young couple
gogless