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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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Beautiful property on Siesta Key

Siesta Key

Providing an outdoor swimming pool, Beautiful property on Siesta Key features accommodations in Siesta Key. This villa provides air-conditioned accommodations with a patio.

J
Jacki
From
United States
Beautiful property. It had everything needed for a wonderful stay.
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 56 reviews
Price from
$200
1 night, 2 adults

Siesta Key Beach House

Siesta Key

Siesta Key Beach House is a recently renovated villa in Siesta Key where guests can make the most of its outdoor swimming pool, free Wifi, private beach area, and water sports.

L
Lynn
From
United States
Paradise! An absolutely wonderful place to spend a week at the beach. All the comforts of home. Well cleaned upon arrival. Nothing can beat stepping out your bedroom sliding door into your very own tropical pool area. We enjoyed the birds visiting us everyday as we enjoyed having the pool all to ourselves. Would definitely return if it ever becomes available.
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 66 reviews
Price from
$336
1 night, 2 adults

Ben's Bungalow - 8min to Siesta Key - Gigabit Wifi

Sarasota (Near Siesta Key)

Ben's Bungalow - 8min to Siesta Key - Gigabit Wifi is located in Sarasota, just 10 miles from The John and Mable Ringling Museum of Art and 11 miles from Sarasota International Convention Center.

L
Levchenko
From
United States
Very nice, clean. Great location. Lots of grocery stores around. About 10 minutes to Siesta Key Beach. Nice neighborhood.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 8 reviews
Price from
$179.20
1 night, 2 adults

Poolside Paradise Near Siesta Key Beach

Sarasota (Near Siesta Key)

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.

S
Saralee
From
United States
Perfect home for us during our vacation. Beds are comfy, everything you could need in the kitchen, pool felt great, kids love ping pong, love the decor and overall feel of the home. Location was convenient for beach days, shopping and any meals out. We really loved our stay!!
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 5 reviews
Price from
$313.66
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 The John and Mable Ringling Museum of Art.

B
Bob
From
United States
Of the best outfitted condos I have ever stayed at. Had everything I needed, and even had a 'happy cabinet' above the stove. Very easy 5 minute walk to the main strip. I also Loved the bikes. I rode the larger bike around town and to the beach and very much appreciated having it there for my use!(tire pump was in kitchen closet). Great place to stay in Siesta Key!
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 31 reviews
Price from
$148.50
1 night, 2 adults

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

Sarasota (Near Siesta Key)

Florinda 3bdr/2bth 2car garage with New Pool is located in Sarasota, just 7.8 miles from The John and Mable Ringling Museum of Art and 4.2 miles from Sarasota Opera.

J
Julie
From
United States
The home was a perfect size for two couples traveling together. The location was perfect! Everything we had planned was within 15 minutes. The pool was a wonderful feature that we took advantage of. I was also impressed with the information given in the property description. Specifically that feather pillows are used in the bedrooms. I am allergic and was grateful that I was able to plan ahead and bring my own pillows instead of making an impromptu shopping trip.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 59 reviews
Price from
$399
1 night, 2 adults

House by Siesta Key

Sarasota (Near Siesta Key)

House by Siesta Key offers accommodations in Sarasota, 11 miles from The John and Mable Ringling Museum of Art and 7.1 miles from Sarasota Opera.

T
Tina
From
United States
The feel of being home. Clean and beautiful yet comfy and realistic
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 7 reviews
Price from
$105.30
1 night, 2 adults

Pool Home on Gulf Gate 5min away from Siesta Key

Sarasota (Near Siesta Key)

Offering a garden, Pool Home on Gulf Gate 5min away from Siesta Key provides accommodations in Sarasota. This property offers a private pool, free Wifi, and free private parking.

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 6 reviews
Price from
$3,000
1 night, 2 adults

Siesta Key Beachside Villas

Sarasota (Near Siesta Key)

Siesta Key Beachside Villas is located in the heart of Siesta Key. It features an outdoor pool and free WiFi. Beach access is a 2 minutes' walk from the property.

s
sylvia
From
Brazil
This is the perfect place for a family vacation! It is right next to the beach, they have beach chairs and even though they don’t offer beach umbrellas, they have lots of them left from previous guests that they are more than welcome to lend you! Staff is extra nice and always there to help. There are bikes that you can use all day long, no cost! It is right next to the local stores, walking distance to every restaurant or bar! Our room had a kitchen/living room which was perfect because we had our 5 yr old son with us and the kitchen made it easy to arrange breakfast and dinner
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 391 reviews
Price from
$232.30
1 night, 2 adults

Siesta Key Beach Resort and Suites

Sarasota (Near 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.

C
Crystal
From
United States
The location is perfect a short walk across the street to the beach access and minutes to walk to the Village where all the shopping and restaurants are . Live music daily … bottled water and coffee is free which is a plus ! Everything you need for the beach - chairs , cooler and beach towels!! We just loved the live music with Casey on the Key , she was so much fun and was great! I can’t think of anything we didn’t love about it . This was my 3rd time staying here and hope to be back soon .
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 658 reviews
Price from
$286.25
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

See all

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 20 reviews

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 4 reviews

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 6.1
Pleasant - What previous guests thought, 13 reviews

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 107 reviews

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 59 reviews

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 10 reviews

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 8 reviews

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 56 reviews

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 186 reviews

Popular with guests booking cottages in Siesta Key

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 66 reviews

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

Siesta Key Beach Resort and Suites

Sarasota
Free cancellation options available
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 658 reviews

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.

Siesta Key Beachside Villas

Sarasota
Free cancellation options available
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 391 reviews

Siesta Key Beachside Villas is located in the heart of Siesta Key. It features an outdoor pool and free WiFi. Beach access is a 2 minutes' walk from the property.

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

Sarasota
Free cancellation options available
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 59 reviews

Florinda 3bdr/2bth 2car garage with New Pool is located in Sarasota, just 7.8 miles from The John and Mable Ringling Museum of Art and 4.2 miles from Sarasota Opera.

Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach offers accommodations in Siesta Key, 10 miles from John and Mable Ringling Museum of Art and 10 miles from The John and Mable Ringling Museum of...

From $314.85 per night

Crescent Beach 1015 #2

Sarasota
Free cancellation options available
Scored out of 10, guest rating 5.0
Fair - What previous guests thought, 1 review

Crescent Beach 1015 #2 offers accommodations in Sarasota, a few steps from Crescent Beach and 11 miles from John and Mable Ringling Museum of Art.

10 miles from John and Mable Ringling Museum of Art in Sarasota, Escape near to Siesta Key with Hot Tub, BBQ, and Fireplace features accommodations with access to a hot tub, spa facilities, and open-...

Cozy Beach House next to Siesta Key

Sarasota
Free cancellation options available
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 4 reviews

Cozy Beach House next to Siesta Key offers accommodations in Sarasota, 10 miles from The John and Mable Ringling Museum of Art and 6 miles from Sarasota Opera.

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 30 reviews

Bernice 3bd2bth With Heated Pool Near Siesta Key! offers accommodations in Sarasota, 11 miles from The John and Mable Ringling Museum of Art and 7.7 miles from Sarasota Opera.

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

Sea Foam - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Sea Dream - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

From $987.87 per night

Sea Breeze - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Sea Angel - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 4 reviews

A recently renovated vacation home, Siesta Beach Getaway - Minutes to Beach, Shops, Dining offers accommodations in Sarasota.

From $683.53 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Sarasota Luxury Estate offers accommodations in Sarasota, a 16-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 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...

From $412.20 per night

Enjoy breakfast in Siesta Key and nearby

The Sun Dial - 827 is located in Siesta Key, just 1.1 miles from Siesta Key Beach and 10 miles from John and Mable Ringling Museum of Art.

The Sun Dial - 827 offers accommodations in Siesta Key, 1.1 miles from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.

Sand Dollar Cottage - 910 offers accommodations in Siesta Key, a 15-minute walk from Siesta Key Beach and 11 miles from John and Mable Ringling Museum of Art.

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. Guests can go for a swim in the private pool.

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 11 miles from The John and Mable Ringling Museum of Art.

Villa Champagne - 5322 is located in Siesta Key, just 11 miles from John and Mable Ringling Museum of Art and 11 miles from The John and Mable Ringling Museum of Art.

Beach Palm Villa - 5533 is located in Siesta Key, just a 10-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 8.0
Very Good - What previous guests thought, 56 reviews
Beautiful location and close to the beach. Pretty and comfortable bungalow.
Guest review by
Holly
Family with young children
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 4 reviews
Amazing location of a beautifuly and well equiped cozy house. Will definitely come back
Guest review by
Agustin
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 by
Jennifer
Family with young children
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 56 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 by
Elias Hummel
Young couple