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Featured Cottages in Siesta Key

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (180)
"The Inn on Siesta Key was awesome. Paige and Gabe were friendly and always helpful and they provided everything you would need for the beach. The property was clean and well maintained. The beach is literally across the street with a 3 minute walk. We will definitely be coming back. "
The Inn On Siesta Key

ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal

9.8 out of 10, Exceptional, (21)
"The house was immaculate! Great location and easy walk to beach.The host was wonderful!!!!Can’t wait to go back!!!"
ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

10.0 out of 10, Exceptional, (4)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
The price is AU$566
includes taxes & fees
27 July - 28 July
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

9.0 out of 10, Wonderful, (174)
"Loved this place, very roomy and even had a coffee bar, cute style, and right by the beach."
The price is AU$855
includes taxes & fees
20 July - 21 July
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!

10.0 out of 10, Exceptional, (2)
"The property was very nice and clean. It's also in a great location - very close to the beach and the Village. I will definitely stay here again."
Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!

Remodeled Siesta Key Escape – Walk to the Beach!

10.0 out of 10, Exceptional, (8)
"Overall the location and cottage was good. We had a few issues but the Property Manager was quick to respond and made sure we were accommodated. My husband and I would recommend."
Remodeled Siesta Key Escape – Walk to the Beach!

Across The Street From #1 Beach

10.0 out of 10, Exceptional, (321)
"Very cute beach cottage! Great location,very clean ,no complaints,if ever in Siesta Key again would definitely stay here "
Across The Street From #1 Beach

Remodeled Siesta Key Escape Walk to the Beach!

3.0 star property
Remodeled Siesta Key Escape Walk to the Beach!

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

9.6 out of 10, Exceptional, (75)
"We loved everything about this rental! There are so many fun restaurants and bars within walking distance! There's also the convenience of the trolley stop right across the street for trips into the Village. The pool was nice and the beach was very close. We'd definitely recommend this location and we hope to be back next year!"
The price is AU$454
includes taxes & fees
6 July - 7 July
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Prem 2Bed/2Bath Gate House Cottage with private beach access!

9.6 out of 10, Exceptional, (63)
"Everything was just right!"
Prem 2Bed/2Bath Gate House Cottage with private beach access!

Siesta Key Village Home < Half Mi to Beach!

3.0 star property
Siesta Key Village Home < Half Mi to Beach!

Cozy Cottage with Hot Tub

10.0 out of 10, Exceptional, (2)
"We loved the home and location and would definitely stay here again!"
Cozy Cottage with Hot Tub

Haven cottage Across street from beach and Heated Pool

9.8 out of 10, Exceptional, (7)
"Enjoyed the property, a very nice little unit, very clean and enjoyable"
Haven cottage Across street from beach and Heated Pool

Nest Cottage Across street from beach and Heated Pool

10.0 out of 10, Exceptional, (2)
"Clean, modern and staff is amazing. Room ready before noon received text notification from owners. This is now our new go to after 19 years of staying up the street. All of everything is provided in rooms and for beach life, well maintained and fun atmosphere no pressures except to make memories here."
Nest Cottage Across street from beach and Heated Pool

Cabana Cottage Across street from Beach and Heated Pool

10.0 out of 10, Exceptional, (5)
"The Inn at Siesta Key was perfect for our trip. It was super clean, had everything we needed and then some. The owner is very accommodating and was there for anything we needed. Will definitely be back!"
Cabana Cottage Across street from Beach and Heated Pool

Nook Cottage Across street from beach and Heated Pool

10.0 out of 10, Exceptional, (4)
"They have really thought of everything and gone above and beyond to make our stay as comfortable as possible. Everything was very clean! Paige was a wonderful guide and host for the local area!"
Nook Cottage Across street from beach and Heated Pool

Close to the beach! Pool acccess and Private Backyard - Crescent Cottage

10.0 out of 10, Exceptional, (1)
"This was the perfect spot for the two of us! Parking right outside our door, king size bed, just the right size kitchen, private side yard and walking distance to the beach and shopping and restaurants! We'd choose this again! Great set-up!"
Close to the beach! Pool acccess and Private Backyard - Crescent Cottage

Sarasota Vacation Rental w/ Pool & Game Room!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The property was perfect for our family. We had enough space for everyone. We enjoyed the pool, game room and the patio to grill. the neighbors were friendly! I would put a rug in front of the pool patio door inside to catch any dirt walking in, and that area can be very slippery with wet feet walking on the tile. Great stay! "
Sarasota Vacation Rental w/ Pool & Game Room!

Scenic Siesta Key Home ~ 1 Mi to Village & Beach!

2.5 star property
Scenic Siesta Key Home ~ 1 Mi to Village & Beach!

Charming 2BD Bungalow Close to Crescent Beach!

Charming 2BD Bungalow Close to Crescent Beach!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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