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The best cottages in Siesta Key

Check out our pick of great cottages in Siesta Key

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Sea Dream - 171, hotel in Siesta Key

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

Scored 9.0
9.0
Rated superb
Superb
8 reviews
Price from
£642.84
1 night, 2 adults
Sea Escape - 172, hotel in Siesta Key

Set in Siesta Key, 200 metres from Siesta Key Beach and 2.3 km from Crescent Beach, Sea Escape - 172 offers air conditioning.

Scored 8.0
8.0
Rated very good
Very good
6 reviews
Price from
£642.84
1 night, 2 adults
Location Siesta 1 mile away Home with HOT SPA, hotel in Siesta Key

Comprising an indoor pool and a garden, Location Siesta 1 mile away Home with HOT SPA is a recently renovated accommodation in Sarasota situated close to Crescent Beach.

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 9.2
9.2
Rated superb
Superb
9 reviews
Price from
£597.33
1 night, 2 adults
Florinda 3bdr/2bth 2car garage with New Pool, hotel in 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.

Very clean and airy. Everything worked well,lovely big shower in master bedroom. Covered pool great with bonus of no bugs.
Scored 9.0
9.0
Rated superb
Superb
31 reviews
Price from
£448.47
1 night, 2 adults
Bernice 3bd2bth With Heated Pool Near Siesta Key!, hotel in Siesta Key

Set in Sarasota, Bernice 3bd2bth With Heated Pool Near Siesta Key! offers accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored 9.2
9.2
Rated superb
Superb
18 reviews
Price from
£420.38
1 night, 2 adults
Entire Home by Siesta Key/closed to downtown, hotel in Siesta Key

Entire Home by Siesta Key/closed to downtown, 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...

Vivian was a very friendly host. Nice and very clean small house. Close to siesta key beach.
Scored 9.3
9.3
Rated superb
Superb
20 reviews
Price from
£187.78
1 night, 2 adults
Welcome to The Bray Escape 4 miles to Siesta Key, hotel in Siesta Key

Welcome to The Bray Escape 4 miles to Siesta Key is a recently renovated holiday home in Sarasota, where guests can make the most of its garden and tennis court.

everything was perfect! The house is fully equiped! you only need to bring your clothes and food! We really appreciated having beach chairs, umbrella, towels and sand toys! We loved the location, in a calm street but close to everything. The house is so cute and we definitely felt the beach vibes in it! The hosts were super nice!
Scored 9.8
9.8
Rated exceptional
Exceptional
14 reviews
Price from
£433.96
1 night, 2 adults
Siesta Key Beach Resort and Suites, hotel in Siesta Key

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.

Clean, comfortable room. Though quite small. Bathroom was lovely
Scored 8.3
8.3
Rated very good
Very good
964 reviews
Price from
£202.45
1 night, 2 adults
Tiny House Siesta, hotel in Siesta Key

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.

We took an Uber for about $10 to a bike shop and running bikes to drive around the town We were only like 8 minutes from the beach and for many restaurants.
Scored 8.1
8.1
Rated very good
Very good
599 reviews
Price from
£146.92
1 night, 2 adults
2bed/2bath Condo next to Siesta Key ~A Hidden Gem, hotel in Siesta Key

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

Scored 8.0
8.0
Rated very good
Very good
8 reviews
Price from
£272.22
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 this month

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Enjoy breakfast in Siesta Key!

  • Sea Dream - 171
    Breakfast options
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 8 reviews

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

    Very clean, well decorated, close to shops and food, and beach!

  • Canal Upper-Gorgeous 3 bed 3 bath near SK Village
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 5 reviews

    Boasting air-conditioned accommodation with a private pool, Canal Upper-Gorgeous 3 bed 3 bath near SK Village is set in Siesta Key.

  • Canal Lower-Gorgeous 3 bed 3 bath near SK Village
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 7 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.

  • Siesta Key Island Rentals
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 44 reviews

    Situated within 400 metres of Siesta Key Beach and 1.3 km of Crescent Beach, Siesta Key Island Rentals provides rooms with air conditioning and a private bathroom in Siesta Key.

    Close to beach, to downtown and all the restaurants.

  • Our House At The Beach, East Tower, 5th Fl
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 6 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
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 7 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.

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

  • Sea Escape - 172
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 6 reviews

    Set in Siesta Key, 200 metres from Siesta Key Beach and 2.3 km from Crescent Beach, Sea Escape - 172 offers air conditioning.

  • Heat of Siesta Village Walk to Beach w heated Pool
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 12 reviews

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

    location to downtown and beach access was an easy walk

These cottages in Siesta Key have options with FREE cancellation

  • Siesta Key Waterfront Home
    Free cancellation options available
    Scored 3.5
    3.5
    Rated poor
    Poor
     · 2 reviews

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

  • Jellyfish Unit, Walk to Beach & Siesta Key Village, Pet-Friendly

    Featuring air-conditioned accommodation with a private pool, Jellyfish Unit, Walk to Beach & Siesta Key Village, Pet-Friendly is set in Siesta Key.

  • Canal 315 - Right in Siesta Key Village!
    Free cancellation options available
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 7 reviews

    Set in Siesta Key, Canal 315 - Right in Siesta Key Village! offers accommodation with private pool, free WiFi and free private parking for guests who drive.

    Great location to walk to Village and Siesta Key Beach.

  • Canal 313 - Right in Siesta Key Village!
    Free cancellation options available
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 18 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
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 8 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.

  • Retreat Half-Mile to BeachandSiesta Key Village
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 10 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.

    It was a great location, very nice and comfortable fit the price..

  • Walk to Beach, Updated Condo, Private Patio and Grill
    Scored 8.9
    8.9
    Rated fabulous
    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.

  • Jamaica Royale - 49
    Free cancellation options available
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 8 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.

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

  • Sea Angel - 274
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 1 review

    Situated in Siesta Key, 200 metres from Siesta Key Beach and 2.3 km from Crescent Beach, Sea Angel - 274 offers air conditioning.

  • Beautiful property on Siesta Key
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 40 reviews

    Featuring air-conditioned accommodation with a private pool, garden view and a patio, Beautiful property on Siesta Key is set in Siesta Key.

    I liked the neighborhood. It was quiet and peaceful.

  • Crescent Beach Villas
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 22 reviews

    Crescent Beach Villas is located in Siesta Key, 300 metres from Crescent Beach, 1.6 km from Turtle Beach, and 18 km from The John and Mable Ringling Museum of Art.

    Close to the beach , great location and privacy , the pool was great !

  • Fanta-Sea | 49 Beach Road
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 6 reviews

    Situated in Siesta Key in the Florida region, Fanta-Sea on the Beach 49 by Beachside Management has a terrace and sea views. It features free WiFi and free bikes.

    The location was amazing. It was very clean and decorated nice.

  • Fanta-Sea | 55 Beach Road
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 7 reviews

    Offering sea views, Fanta-Sea | 55 Beach Road is an accommodation situated in Siesta Key, a few steps from Siesta Key Beach and 2.5 km from Crescent Beach.

  • Sun and Sea
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 30 reviews

    Sun and Sea is set in Siesta Key, 200 metres from Crescent Beach, 2.1 km from Turtle Beach, as well as 18 km from The John and Mable Ringling Museum of Art.

    Great location..close to beach, free trolley. Lovely place!

  • Sea Club II
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 40 reviews

    Featuring 3-star accommodation, Sea Club II is located in Siesta Key, 500 metres from Crescent Beach and 1.4 km from Siesta Key Beach.

    Great location and beach access! Bikes rental was fun too.

  • Serving Sunset

    Serving Sunset has a terrace and is situated in Siesta Key, within just 600 metres of Crescent Beach and 1.5 km of Siesta Key Beach. This holiday home offers accommodation with a balcony.

FAQ about cottages in Siesta Key

Cottages that guests love in Siesta Key

See all
  • Scored 9.0
    9.0
    Rated superb
    Superb
     · 210 reviews
    The cottage was perfect. The garden is beautiful, very tropical zen vibes.
    Michelle
    Family with young children
  • Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 40 reviews
    Beautiful location and close to the beach. Pretty and comfortable bungalow.
    Holly
    Family with young children
  • Scored 9.0
    9.0
    Rated superb
    Superb
     · 210 reviews
    The place was perfect!!! Nice and clean. Close to Siesta Key Village and next to the beach. We stayed in cottage 1, and the outside shower was amazing. Have private sitting area and fish pond is right outside out front door. Definitely will be staying again.
    Sandy
    People with friends
  • Scored 10
    10
    Rated exceptional
    Exceptional
     · 2 reviews
    Amazing location of a beautifuly and well equiped cozy house. Will definitely come back
    Agustin
    People with friends
  • Scored 9.2
    9.2
    Rated superb
    Superb
     · 358 reviews
    Superb location, just a few steps away from the Point of the Rocks beach, close to the Toasted Mango breakfast café, and to the shops and restaurants (Captain Curt's and others). The accommodation is in a nice set of bungalows arranged into a U-shape, with a swimming pool in the center of the "U". There is a outside table for each room.
    Roman
    Young couple
  • Scored 9.2
    9.2
    Rated superb
    Superb
     · 358 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
  • Scored 10
    10
    Rated exceptional
    Exceptional
     · 2 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!
    Jennifer
    Family with young children
  • Scored 9.0
    9.0
    Rated superb
    Superb
     · 210 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
  • Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 40 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
  • Scored 7.1
    7.1
    Rated good
    Good
     · 16 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