Photo by Susie West

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Our top choices for Casey Key cottages

1. Direct Beachfront 2BR Cottage on Casey Key!

Direct Beachfront 2BR Cottage on Casey Key!
Casey Key
9.4 out of 10, Exceptional, (86 reviews)
"Great vacation!!"
United States
Dominic C.
The price is NZ$867
includes taxes & fees
7 Nov - 8 Nov
Direct Beachfront 2BR Cottage on Casey Key!

2. Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (135 reviews)
"Cute little cottage right on the beach. Doesn’t get any better than that."
United States
kelly h.
The price is NZ$835
includes taxes & fees
9 Nov - 10 Nov
Casey Key Beachfront Escape: Charming 1BR Cottage

3. NOKOMIS BEACH BUNGALOW 229 15 mins walk to the beach

NOKOMIS BEACH BUNGALOW 229 15 mins walk to the beach
Nokomis
9.2 out of 10, Wonderful, (34 reviews)
"Great location"
United States
Susan C.
The price is NZ$504
includes taxes & fees
8 Nov - 9 Nov
NOKOMIS BEACH BUNGALOW 229 15 mins walk to the beach

4. Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches

Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
Nokomis
The price is NZ$451
includes taxes & fees
14 Nov - 15 Nov
Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches

5. Yellow Palm Cottage, Heart of Siesta Key

Yellow Palm Cottage, Heart of Siesta Key
2.0 star property
Siesta Key Village
The price is NZ$713
includes taxes & fees
8 Nov - 9 Nov
Yellow Palm Cottage, Heart of Siesta Key

6. Beach Tree Cottage,Walk To Beach& Siesta

Beach Tree Cottage,Walk To Beach& Siesta
2.0 star property
Siesta Key Village
The price is NZ$572
includes taxes & fees
9 Nov - 10 Nov
Beach Tree Cottage,Walk To Beach& Siesta

7. The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta 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...
United States
Karen Jean
The price is NZ$625
includes taxes & fees
10 Nov - 11 Nov
The Inn On Siesta Key

8. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
The price is NZ$723
includes taxes & fees
11 Nov - 12 Nov
Beach View 100ft To Beach and SPA

9. BlueDolphin Cottage Walk To Siesta Beach

BlueDolphin Cottage Walk To Siesta Beach
2.5 star property
Siesta Key Village
The price is NZ$714
includes taxes & fees
8 Nov - 9 Nov
BlueDolphin Cottage Walk To Siesta Beach

10. Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Sarasota
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!"
United States
Tracie B.
The price is NZ$697
includes taxes & fees
13 Nov - 14 Nov
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

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

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key
9.6 out of 10, Exceptional, (8 reviews)
"The most well maintained property I've ever stayed."
United States
Russ H.
The price is NZ$592
includes taxes & fees
10 Nov - 11 Nov
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

12. 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."
United States
Clarissa S.
The price is NZ$535
includes taxes & fees
10 Nov - 11 Nov
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

13. Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Sarasota
8.4 out of 10, Very good, (10 reviews)
"Very close drive to the beach! Nice place to stay!"
United States
Rocio S.
The price is NZ$637
includes taxes & fees
8 Nov - 9 Nov
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

14. Unwind Poolside + Walk to Beach! Sarasota Retreat

Unwind Poolside + Walk to Beach! Sarasota Retreat
3.0 star property
South 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. "
United States
Eleuterio
The price is NZ$1,087
includes taxes & fees
23 Nov - 24 Nov
Unwind Poolside + Walk to Beach! Sarasota Retreat

15. Nook Cottage Across street from beach and Heated Pool

Nook Cottage Across street from beach and Heated Pool
Siesta 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!"
United States
Derek N.
The price is NZ$1,233
includes taxes & fees
8 Nov - 9 Nov
Nook Cottage Across street from beach and Heated Pool

16. Coastal Studio, Walk to St Armand's or Lido Beach

Coastal Studio, Walk to St Armand's or Lido Beach
Lido 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."
United States
Kevin C.
The price is NZ$682
includes taxes & fees
25 Nov - 26 Nov
Coastal Studio, Walk to St Armand's or Lido Beach

17. Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Englewood Central
10.0 out of 10, Exceptional, (16 reviews)
"Great stay for our family of 5!"
United States
Shawn G.
The price is NZ$488
includes taxes & fees
7 Nov - 8 Nov
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

18. Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.0 out of 10, Wonderful, (29 reviews)
"Host responded quicklyWould stay again"
United States
VIKTOR M.
The price is NZ$254
includes taxes & fees
13 Nov - 14 Nov
Charming cottage for 2 across warm mineral springs park

19. 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 NZ$430
includes taxes & fees
24 Nov - 25 Nov
Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.

20. Cabana Cottage Across street from Beach and Heated Pool

Cabana Cottage Across street from Beach and Heated Pool
Siesta 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!"
United States
Meghan J.
The price is NZ$1,689
includes taxes & fees
8 Nov - 9 Nov
Cabana Cottage Across street from Beach and Heated Pool
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 Casey Key

This laid-back barrier island boasts pristine beaches perfect for shelling and spotting dolphins at sunset. Kayak through mangrove tunnels or cast a line from the North Jetty, where locals gather to watch boats navigate the inlet.

A beach with waves, a sunset, and a cloudy sky.
Photo by Susie West
Open Photo by Susie West

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