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Our top choices for Siesta Key cottages
1. Beach Tree Cottage,Walk To Beach& Siesta
Beach Tree Cottage,Walk To Beach& SiestaSiesta Key Village
The price is €293
includes taxes & fees
8 Nov - 9 Nov
2. Yellow Palm Cottage, Heart of Siesta Key
Yellow Palm Cottage, Heart of Siesta KeySiesta Key Village
The price is €358
includes taxes & fees
8 Nov - 9 Nov
3. The Inn On Siesta Key
The Inn On Siesta KeySiesta Key
10.0 out of 10, Exceptional, (213 reviews)
"Thank you Paige & Gabe! My husband & I had a wonderful stay last week in The Nook at your beautiful Inn. Absolutely loved the old Florida charm and perfect location. Your Inn is immaculately kept as well as comfortable. We especially loved our private patio with the fire pit at The Nook. The location of The Inn could not be more perfect being less than a 5 minute walk across the street to Siesta Key beach as well as a short 10 minute walk to town with all the restaurants & shops. Thanks again...
Karen Jean
The price is €311
includes taxes & fees
10 Nov - 11 Nov
4. Beach View 100ft To Beach and SPA
Beach View 100ft To Beach and SPASiesta Key Village
10.0 out of 10, Exceptional, (1 review)
The price is €340
includes taxes & fees
11 Nov - 12 Nov
5. BlueDolphin Cottage Walk To Siesta Beach
BlueDolphin Cottage Walk To Siesta BeachSiesta Key Village
The price is €360
includes taxes & fees
9 Nov - 10 Nov
6. Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and VillageSarasota
9.2 out of 10, Wonderful, (192 reviews)
"Loved the location of this property! The property manager was easy to contact and the property was exactly as shown in the pictures. Would stay here again!"
Tracie B.
The price is €339
includes taxes & fees
13 Nov - 14 Nov
7. Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.South Village
9.8 out of 10, Exceptional, (91 reviews)
"Would definitely stay here again. Great location and great house! Owner was quick and helpful with communication."
Clarissa S.
The price is €274
includes taxes & fees
10 Nov - 11 Nov
8. Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bedSiesta Key
9.6 out of 10, Exceptional, (8 reviews)
"The most well maintained property I've ever stayed."
Russ H.
The price is €301
includes taxes & fees
10 Nov - 11 Nov
9. Unwind Poolside + Walk to Beach! Sarasota Retreat
Unwind Poolside + Walk to Beach! Sarasota RetreatSouth Village
8.0 out of 10, Very good, (1 review)
"The location of the property was excellent. The home was clean and had everything we needed to prepare breakfast in the morning. The 3 bedrooms and 3 bathrooms made it easy for the six of us wash up and get ready for dinner after a fun fill day at the walkable beach. Beach was great. Having a pool at the property was great for the 2 youngsters. We also made use of the wagon that was available to carry items to the beach., The property is nothing fancy but a great value for the money. "
Eleuterio
The price is €549
includes taxes & fees
23 Nov - 24 Nov
10. Nook Cottage Across street from beach and Heated Pool
Nook Cottage Across street from beach and Heated PoolSiesta Key
10.0 out of 10, Exceptional, (4 reviews)
"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!"
Derek N.
The price is €623
includes taxes & fees
8 Nov - 9 Nov
11. Cabana Cottage Across street from Beach and Heated Pool
Cabana Cottage Across street from Beach and Heated PoolSiesta Key
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful property and fantastic location. Everything you need at your fingertips for an enjoyable beach stay without ever having to leave the island!"
Meghan J.
The price is €887
includes taxes & fees
10 Nov - 11 Nov
13. PinkMango Cottage Steps to Beach&Village
PinkMango Cottage Steps to Beach&VillageSiesta Key Village
14. Lookout Cottage Across street from Beach and Heated Pool
Lookout Cottage Across street from Beach and Heated PoolSiesta Key
10.0 out of 10, Exceptional, (1 review)
"The place was beautiful, tastefully furnished and decorated, and so clean! Plenty of towels and nice sheets. Loved the amenities like the pool and the beach chairs. The best part is the location - right across the street from a fantastic beach, close enough to walk to the main business district but not so close that you have to deal with all the people of you don’t want to. Perfect place for a couple looking for some R&R!"
Keeley L.
15. Coastal Studio, Walk to St Armand's or Lido Beach
Coastal Studio, Walk to St Armand's or Lido BeachLido Key
10.0 out of 10, Exceptional, (2 reviews)
"This studio was perfect for a quick weekend getaway. The just was very responsive, and the property was very clean.We arrived after dark, and had to look around a bit to find the right unit (front of the office bldg.), but the host was available to assist. Good amenities and proximity to Lido Beach/ St. Armand Circle."
Kevin C.
The price is €339
includes taxes & fees
25 Nov - 26 Nov
16. Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Escape near Siesta Key with Hot Tub, BBQ, and Fire pitSarasota
8.4 out of 10, Very good, (10 reviews)
"Very close drive to the beach! Nice place to stay!"
Rocio S.
The price is €322
includes taxes & fees
8 Nov - 9 Nov
17. Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.Desoto Lakes
The price is €218
includes taxes & fees
24 Nov - 25 Nov
18. Cozy Private Cottage, Minutes to Anna Maria Island
Cozy Private Cottage, Minutes to Anna Maria IslandBradenton
9.8 out of 10, Exceptional, (14 reviews)
"Clean and nice place"
Ismael
The price is €221
includes taxes & fees
10 Nov - 11 Nov
19. The "Grouper"
The "Grouper"Sunny Shores
9.4 out of 10, Exceptional, (79 reviews)
"Perfect spot"
Canyon L.
The price is €187
includes taxes & fees
10 Nov - 11 Nov
20. Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
Perfect Getaway – Lovely One Bedroom cottage House – Near BeachesNokomis
The price is €230
includes taxes & fees
14 Nov - 15 Nov
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.
Learn more about Siesta Key
The powdery white sand of Siesta Beach feels cool underfoot even on the hottest summer days. Rent a paddleboard at sunset to glide through the calm Gulf waters and spot dolphins arcing alongside you.
