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The 10 Best Cottages in Siesta Key, USA

Check out our selection of great cottages in Siesta Key

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Wonderful: 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
Wonderful
8 reviews
Price from
$237.29
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
$319
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
$238.80
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.

Great location and great property. We’ve stayed in Siesta Key many times and we usually stay much closer to the beach, but this property was fantastic! It’s a nice quiet area and the beach is a short 5 min walk. The property also has beach chairs, towels and umbrellas you can use - even a cart to pull it all in!

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9.7
Exceptional
7 reviews
Price from
$226.80
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
$177.72
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
Wonderful
5 reviews
Price from
$233.24
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
$212.42
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
Wonderful
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
281 reviews
Price from
$134.40
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
$102
per night

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.
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
    Wonderful
    Rated wonderful
     · 8 reviews

    Salt & Serenity is located in Siesta Key, just a 8-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art. With lake views, this accommodation features a balcony.

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

    10 miles from The John and Mable Ringling Museum of Art in Siesta Key, Canal Lower-Gorgeous 3 bed 3 bath near SK Village provides accommodations with access to a hot tub.

    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

    Spacious Updated Condo Just 2 Blocks to Siesta Key Beach offers accommodations in Siesta Key, a 13-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.

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

    Newly Fully Updated and Modern, Short Walk to BEACH offers accommodations in Siesta Key, a 13-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.

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

    Just a 4-minute walk from Siesta Key Beach and 0.8 miles from Crescent Beach, Siesta Key Island Rentals features accommodations in Siesta Key, with an indoor pool, a garden, and a tennis court.

    Close to beach, to downtown and all the restaurants.

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

    Our House At The Beach, East Tower, 5th Fl offers accommodations in Siesta Key, a 6-minute walk from Siesta Key Beach and 700 yards from Crescent Beach.

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

    LuLu's Key House Green 1/1 Upstairs offers accommodations in Siesta Key, 6.7 miles from Sarasota Opera and 6.7 miles from Marina Jack Restaurant and Marina.

  • Crescent Arms Condominiums
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 10 reviews

    Featuring an outdoor swimming pool, Crescent Arms Condominiums features accommodations in Siesta Key. This beachfront property offers access to a balcony, free private parking, and free Wifi.

    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
     · 281 reviews

    Siesta Heron Suites & Villas offers accommodations in Siesta Key, 1.5 miles from Crescent Beach and 12 miles from The John and Mable Ringling Museum of Art.

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

  • Free cancellation options available

    Siesta Key Beach Home is a recently renovated vacation home in Siesta Key where guests can make the most of the tennis court and bar.

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

    Just a 4-minute walk from Siesta Key Beach and 0.8 miles from Crescent Beach, Jellyfish-Flamingo House, Amazing Location On Beach & Walk To Village features accommodations in Siesta Key with an...

  • Mermaid-Shark 6BR House With Pool, Jacuzzi - Steps to Siesta Key Beach
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 3 reviews

    Offering a garden, Mermaid-Shark 6BR House With Pool, Jacuzzi - Steps to Siesta Key Beach features accommodations in Siesta Key.

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

    Canal 313 - Right in Siesta Key Village! is a recently renovated vacation home in Siesta Key, near Siesta Key Beach. This property offers access to a terrace, free private parking, and free Wifi.

    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

    Canal 309 - Right in Siesta Key Village! is located in Siesta Key, just a 6-minute walk from Siesta Key Beach and 1.3 miles from Crescent Beach.

    The location was excellent, walking distance to everything.

  • Avenida Lower
    Free cancellation options available
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 5 reviews

    Avenida Lower is located in Siesta Key, just 1.4 miles from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.

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

    Retreat Half-Mile to BeachandSiesta Key Village is located in Siesta Key, just a 12-minute walk from Siesta Key Beach and 1.5 miles from Crescent Beach.

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

Traveling 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

    Heat of Siesta Village Walk to Beach w heated Pool is located in Siesta Key, just a 8-minute walk from Siesta Key Beach and 1.5 miles from Crescent Beach.

  • The Hummingbird

    The Hummingbird is located in Siesta Key, just a 5-minute walk from Siesta Key Beach and 1.3 miles from Crescent Beach. This property offers access to a balcony, free private parking, and free Wifi.

  • Sea Coast - 276

    Sea Coast - 276 is located in Siesta Key, just a 2-minute walk from Siesta Key Beach and 1.4 miles from Crescent Beach.

  • Sea Breeze - 275

    Sea Breeze - 275 is located in Siesta Key, just a 2-minute walk from Siesta Key Beach and 1.4 miles from Crescent Beach.

  • Vinca - 5251D

    Vinca - 5251D offers accommodations in Siesta Key, a 5-minute walk from Siesta Key Beach and 1.2 miles from Crescent Beach.

  • Plumbago - 5251C

    Plumbago - 5251C offers accommodations in Siesta Key, a 5-minute walk from Siesta Key Beach and 1.2 miles from Crescent Beach.

  • Sea Foam - 173
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Sea Foam - 173 is located in Siesta Key, just a 2-minute walk from Siesta Key Beach and 1.4 miles from Crescent Beach.

  • Sea Angel - 274

    Sea Angel - 274 is located in Siesta Key, just a 2-minute walk from Siesta Key Beach and 1.4 miles from Crescent Beach.

FAQ about cottages in Siesta Key






Cottages That Guests Love in Siesta Key

  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 366 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
    Wonderful
    Rated wonderful
     · 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
    Excellent
    Rated excellent
     · 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
    Wonderful
    Rated wonderful
     · 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
    Wonderful
    Rated wonderful
     · 366 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
    Wonderful
    Rated wonderful
     · 366 reviews
    Location, cottage was cute!
    Marty
    Young couple
  • 9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 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