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Featured Cottages in Siesta Key

Our top choices for Siesta Key cottages

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (183)
"Great place to stay! "
The Inn On Siesta Key

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

9.2 out of 10, Wonderful, (175)
"my friends and I traveled from across the country to meet for our annual “girls” trip. Location is amazing. You can walk to the beach, you can rent cabanas and there are lounge chairs for your use. The pool is sparkling and the trolley stop is right outside the property entrance. I just love Siesta key and this is a wonderful place to get away from it all, but have easy access to all of the fun and shopping. "
The price is NZ$850
includes taxes & fees
21 Sept - 22 Sept
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

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

9.8 out of 10, Exceptional, (24)
"Perfect place to stay. 1 mile to the village and beach access. We loved making our own meals in the grill and swimming in the pool. "
ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal

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

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

10.0 out of 10, Exceptional, (3)
"Absolutely phenomenal property & stay! So many amenities, great communication, and extremely cleanly! Location was perfect to walk to the beach as well! We will definitely be returning!"
🌴 Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!

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

9.2 out of 10, Wonderful, (5)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

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, (77)
"Its right next to everything we needed"
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

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

Cabana Cottage Across street from Beach and Heated Pool

10.0 out of 10, Exceptional, (5)
"This was our first time in Siesta Key. We found the location of the Inn to be perfect. Within walking distance to the Village with all the shops and restaurants plus right across the street from the beach access. Plus the free trolley stop is right across the street. The staff was super friendly and very accommodating. They really go above and beyond to make you feel welcome. The cottage was very clean and had everything we needed for our stay and more! The decor and feel of the cottage was the...
Cabana Cottage Across street from Beach and Heated Pool

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

Siesta Key Village Home < Half Mi to Beach!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location and home. Easy communication with owner. We had a wonderful time! "
Siesta Key Village Home < Half Mi to Beach!

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!

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

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

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

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

Quiet Cottage - Walk to Siesta Key - Relax Or WORK

Quiet Cottage - Walk to Siesta Key - Relax Or WORK

Lookout Cottage Across street from Beach and Heated Pool

10.0 out of 10, Exceptional, (1)
"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!"
Lookout Cottage Across street from Beach and Heated Pool

Charming 2BD Bungalow Close to Crescent Beach!

Charming 2BD Bungalow Close to Crescent Beach!

Chic Peaceful 3BD Cottage - Walk to Siesta!

Chic Peaceful 3BD Cottage - Walk to Siesta!
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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Top Siesta Key Hotel Reviews

Find out more about Siesta Key

Find out more about Siesta Key

Siesta Key Cottages information

Number of reviews
607
Accommodation
30 Cottages
Lowest Price
NZ$850
Highest Price
NZ$850

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