Skip to main content

The 10 Best Cottages in Siesta Key, USA

Check out our selection of great cottages in Siesta Key

Filter by:


Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest Price First Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

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!

Show more Show less
9
Wonderful
8 reviews
Price from
$230.71
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

Show more Show less
9.6
Exceptional
5 reviews
Price from
$322
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

Show more Show less
9.8
Exceptional
8 reviews
Price from
$267.60
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!

Show more Show less
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.

Show more Show less
9.5
Exceptional
28 reviews
Price from
$216.19
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.

Show more Show less
9.4
Wonderful
5 reviews
Price from
$234.13
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.

Show more Show less
9.5
Exceptional
8 reviews
Price from
$202.90
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.

Show more Show less
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.

Show more Show less
8.3
Very Good
280 reviews
Price from
$129.60
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.

Show more Show less
8.4
Very Good
5 reviews
Price from
$336
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
     · 28 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
     · 280 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.

  • Siesta Key Beach Home
    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.

  • 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.

  • 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.

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

    Walk to Beach, Updated Condo, Private Patio and Grill offers accommodations in Siesta Key, a 13-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.

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

  • Sea Dream - 171
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review

    Sea Dream - 171 offers accommodations in Siesta Key, a 2-minute walk from Siesta Key Beach and 1.4 miles from Crescent Beach.

  • 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
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

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

  • The Coral Reef - L

    The Coral Reef - L offers accommodations in Siesta Key, a 2-minute walk from Siesta Key Beach and 1.4 miles from Crescent Beach.

  • CJs on Siesta - 104

    CJs on Siesta - 104 is located in Siesta Key, just a 2-minute walk from Siesta Key Beach and 1.4 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 Escape - 172
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 2 reviews

    Sea Escape - 172 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

  • Avg. price/night: $315.27
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 363 reviews
    Location, cottage was cute!
    Marty
    Young couple
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 28 reviews
    Layout of cottage, cleanliness, coziness, amenities, private patio, driveway, location
    Michael
    Young couple
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 28 reviews
    The cottage had really everything you need for a vacation by the beach.
    Luisa
    Solo traveler
  • 8.3
    Scored 8.3
    Very Good
    Rated very good
     · 103 reviews
    Everything. The cottage was perfect as was the pool, lounge area and area around the water. I specifically picked this place to propose to my girlfriend at the gazebo and it went extremely well.
    QuietStorm66
    Young couple
  • 7.0
    Scored 7.0
    Good
    Rated good
     · 29 reviews
    the cottage was in a perfect location literally steps from the beach!! Loved it!
    A
    Anonymous
    Young couple
  • Avg. price/night: $354.77
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 280 reviews
    The cottage was fine
    Jorge
    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
  • 9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 5 reviews
    I liked the cottage, the pool, and the proximity to the beach.
    Christopher
    Solo traveler
  • Avg. price/night: $315.27
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 435 reviews
    Loved the cozy feel of the property and how close it was to the beach.
    Patricia
    Young couple
  • 9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 236 reviews
    literally a 2 minute walk to the most beautiful part of Siesta Key beach! Hotel has wagons and chairs for the beach. Also bikes to use for free. A five minute walk to Siesta Village with restaurants and shops. The cottages are in a very quiet neighborhood. The cottage property is lush with tropical vegetation and so many little places to relax. It’s full of driftwood art works and other quirky and beautiful things.
    Diane
    Young couple