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Cottages in Siesta Key

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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

Featuring water sports facilities, Siesta Heron Suites & Villas offers accommodations in Siesta Key. With lake views, this accommodation features a patio.

g
guy
From
United Kingdom
Beautiful and confortable apartment in very good neighbourhood.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 150 reviews
Price from
$390.15
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 10 miles from John and Mable Ringling Museum of Art.

D
David
From
United States
We were pleasantly surprised at how clean and updated the unit was. It was such an excellent experience. If you’re looking to stay on Siesta Key and be within walking distance of everything, this is the spot. There were even beach chairs, an umbrella and a beach cart there for us to use. I highly recommend this accommodation… it was perfect!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 17 reviews
Price from
$351.32
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 11 miles from John and Mable Ringling Museum of Art.

H
Hannah
From
United States
I loved how close and easy it was to travel from this location to the beach. It also came with way more supplies than I was expecting and it was SO clean. I couldn’t love this property more. This was my second time flying to Florida for vacation and this was my absolute favorite property. It also has beach chairs, beach umbrella, cooler, beach towels, shampoo and conditioner which is a win when flying from PA to Florida as you can not travel with these things. Book here!!!
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 18 reviews
Price from
$351.58
1 night, 2 adults

Pink Flamingo Unit, Steps to Beach, Siesta Key Village & Pet-Friendly

Siesta Key

Featuring an outdoor swimming pool, Pink Flamingo Unit, Steps to Beach, Siesta Key Village & Pet-Friendly provides accommodations in Siesta Key.

S
Sharp
From
United States
The location was perfect! We loved the hot tub, the video game machine and the spaciousness off the unit. Appreciated the communication and accommodation for extending the reservation and earlier check in.
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 8 reviews
Price from
$486.91
1 night, 2 adults

La Mia Casa II

Sarasota (Near Siesta Key)

La Mia Casa II is a recently renovated vacation home in Sarasota where guests can make the most of the terrace and barbecue facilities.

R
Ryan
From
United States
Gorgeous property, very clean, great location, loved the hot tub.
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 7 reviews
Price from
$370
1 night, 2 adults

Enchanted & peaceful Oasis 10 min away from one of the most beautiful beaches in the World Siesta key

Sarasota (Near Siesta Key)

Enchanted & peaceful Oasis 10 min away from one of the most beautiful beaches in the World Siesta key offers accommodations in Sarasota, 7.9 miles from John and Mable Ringling Museum of Art and 7.9...

B
Barbara
From
United States
The house is thoughtfully laid out, the kitchen has everything needed plus a lot of the basics. The appliances are new and beautiful. They even had some tea, coffee and condiments. The beds were super comfortable, the thermostat was responsive and easy to set. The pool is beautiful with the big screen enclosure. We only had three days which were too short. The location was very convenient for exploring Sarasota The owner was very responsive and helpful though the house was totally self-explanatory.
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 15 reviews
Price from
$600
1 night, 2 adults

10 min Lido Key Beach ~Coastal Cabana Hideout

Sarasota (Near Siesta Key)

10 min Lido Key Beach ~Coastal Cabana Hideout offers accommodations in Sarasota, 2.5 miles from John and Mable Ringling Museum of Art and 2.5 miles from The John and Mable Ringling Museum of Art.

A
Aleksandr
From
United Arab Emirates
Dawn was very welcoming. The house is excellent, has every amenities you could think about and more. All for cooking, for exploring the city. Communication is smooth. I highly recommend this gem and that's 100% rare case when house exceeds expectations. 1000% better than any hotel or apartment.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 12 reviews
Price from
$222.91
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 John and Mable Ringling Museum of Art.

C
Claudia
From
Abkhazia
This place is truly a hidden gem! Excellent location to enjoy Siesta Key and its beaches as well as the city of Sarasota. The two bedroom apartment was incredibly well appointed and very clean, with all and more than what we needed. The walk to Crescent Beach was only 20 minutes and enjoyable despite the walk along the side walk of busy Stickney Point Road.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 47 reviews
Price from
$278.50
1 night, 2 adults

Courtyard Home with Pool, Spa & Sauna close to Beach & City Center

Sarasota (Near Siesta Key)

3.8 miles from The John and Mable Ringling Museum of Art in Sarasota, Courtyard Home with Pool, Spa & Sauna close to Beach & City Center offers accommodations with access to a sauna and hot tub.

J
Jill
From
United States
We liked the layout and also the location.
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 16 reviews
Price from
$531
1 night, 2 adults

Sunshine Home and Romantic Vacation

Sarasota (Near Siesta Key)

Sunshine Home and Romantic Vacation offers accommodations in Sarasota, 10 miles from John and Mable Ringling Museum of Art and 10 miles from The John and Mable Ringling Museum of Art.

G
Gene
From
United States
As advertised - comfortable, clean. All expected met. Good location. Short drive to Venice, Sarasota, Siesta Key - exactly what we were looking for.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 37 reviews
Price from
$452.65
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

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Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 220 reviews

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 150 reviews

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 62 reviews

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 8 reviews

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 83 reviews

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 74 reviews

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 10 reviews

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 60 reviews

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 16 reviews

Enjoy breakfast in Siesta Key and nearby

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The Sun Dial - 827 offers accommodations in Siesta Key, 1.1 miles from Siesta Key Beach and 11 miles from Sarasota International Convention Center.

Sand Dollar Cottage - 910 offers accommodations in Siesta Key, a 15-minute walk from Siesta Key Beach and 12 miles from Sarasota International Convention Center.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 2 reviews

A 6-minute walk from Siesta Key Beach in Sarasota, Oasis on Siesta Key features accommodations with access to a fitness room.

Siesta Dreamin

Siesta Key
Breakfast options

Siesta Dreamin is located in Siesta Key, just a 15-minute walk from Siesta Key Beach and 10 miles from John and Mable Ringling Museum of Art.

Siesta SunDaze - 5430 offers accommodations in Sarasota, 11 miles from John and Mable Ringling Museum of Art and 11 miles from The John and Mable Ringling Museum of Art.

Scored out of 10, guest rating 10
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 12 miles from Sarasota International Convention Center.

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 12 miles from Sarasota International Convention Center.

These cottages in Siesta Key and nearby have options with free cancellation

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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.

Scored out of 10, guest rating 5.9
Fair - What previous guests thought, 10 reviews

Walk To Siesta Beach, Restaurants, Shopping & More! offers accommodations in Sarasota, 11 miles from Sarasota International Convention Center and 6.7 miles from Marina Jack Restaurant And Marina.

Florinda 3bdr/2bth 2car garage with New Pool

Sarasota
Free cancellation options available
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 75 reviews

Florinda 3bdr/2bth 2car garage with New Pool is located in Sarasota, just 7.9 miles from John and Mable Ringling Museum of Art and 7.9 miles from The John and Mable Ringling Museum of Art.

Tiny House Siesta

Sarasota
Free cancellation options available
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 545 reviews

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.

Cozy Beach House next to Siesta Key

Sarasota
Free cancellation options available
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 6 reviews

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

Cozy Getaway Home - near Siesta Key Beach

Sarasota
Free cancellation options available

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.

Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 41 reviews

Bernice 3bd2bth With Heated Pool Near Siesta Key! offers accommodations in Sarasota, 11 miles from John and Mable Ringling Museum of Art and 11 miles from The John and Mable Ringling Museum of Art.

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 35 reviews

Clematis House near Arlington Park with Heated Pool offers accommodations in Sarasota, 6.9 miles from John and Mable Ringling Museum of Art and 7 miles from The John and Mable Ringling Museum of Art.

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

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Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 47 reviews

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 John and Mable Ringling Museum of Art.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 15 reviews

Enchanted & peaceful Oasis 10 min away from one of the most beautiful beaches in the World Siesta key offers accommodations in Sarasota, 7.9 miles from John and Mable Ringling Museum of Art and 7.9...

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Providing a garden, Waterfront Home by Ralph Twitchell offers accommodations in Sarasota. This property offers access to a balcony, a pool table, free private parking, and free Wifi.

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 8 reviews

Cozy Retreat Near Siesta Key offers accommodations in Sarasota, 12 miles from Sarasota International Convention Center and 7 miles from Sarasota Opera.

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 36 reviews

Providing a garden, LUX VILLAs on beautiful Palmer Ranch provides accommodations in Vamo. This property offers access to a balcony, tennis at the tennis court, free private parking, and free Wifi.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

12 miles from The John and Mable Ringling Museum of Art in Sarasota, Beautiful 2bedr villas, close to Siesta Key, WiFi, pool, jacuzzi offers accommodations with access to a hot tub.

Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 12 reviews

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.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Toes in the Water - Pool Home on Siesta Key is located in Siesta Key, just a 4-minute walk from Siesta Key Beach and 11 miles from John and Mable Ringling Museum of Art.

FAQ about cottages in Siesta Key

Cottages That Guests Love in Siesta Key

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Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 220 reviews
The cottage was perfect. The garden is beautiful, very tropical zen vibes.
Guest review byMichelle
Family with young children
Avg. price/night: $400
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 62 reviews
Beautiful location and close to the beach. Pretty and comfortable bungalow.
Guest review byHolly
Family with young children
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 220 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.
Guest review bySandy
Travelers with friends
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 3 reviews
Amazing location of a beautifuly and well equiped cozy house. Will definitely come back
Guest review byAgustin
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 byJennifer
Family with young children
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 220 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.
Guest review byMary Beth
Family with young children
Avg. price/night: $400
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 62 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 byElias Hummel
Young couple