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Our top choices for Casey Key vacation homes
1. 3 Bedroom/3 Bath Townhouse - Unit 3
3 Bedroom/3 Bath Townhouse - Unit 3Casey Key
10.0 out of 10, Exceptional, (7 reviews)
"Great location!"
Mindi C.
The price is CA $359
CA $617 total
includes taxes & fees
Nov 16 - Nov 17
2. Bayfront Deluxe One Bedroom Bungalow
Bayfront Deluxe One Bedroom BungalowCasey Key
The price is CA $529
CA $816 total
includes taxes & fees
Nov 11 - Nov 12
3. Escape Casey Key Hotel & Marina - Deluxe 3 Bedroom 3 Bath Villa 2 K 1 Q 1
Escape Casey Key Hotel & Marina - Deluxe 3 Bedroom 3 Bath Villa 2 K 1 Q 1Casey Key
10.0 out of 10, Exceptional, (8 reviews)
"Updated, modern, clean and lovely staff."
Lydia P.
The price is CA $359
CA $617 total
includes taxes & fees
Nov 16 - Nov 17
4. 3 Bedroom/3 Bath Townhouse - Unit 2
3 Bedroom/3 Bath Townhouse - Unit 2Casey Key
10.0 out of 10, Exceptional, (6 reviews)
"As always, Casey Key was beautiful and we had a great time!"
Derek A.
The price is CA $359
CA $617 total
includes taxes & fees
Nov 16 - Nov 17
5. The Dolphin
The DolphinNokomis
9.8 out of 10, Exceptional, (21 reviews)
"The cottage was comfortable and the pool was relaxing. "
daniel
The price is CA $140
CA $320 total
includes taxes & fees
Nov 12 - Nov 13
6. "Jellyfish" at The Shore Beach Houses Resort
"Jellyfish" at The Shore Beach Houses ResortNokomis
10.0 out of 10, Exceptional, (2 reviews)
"My family and I had a great stay. The property was great inside and out. "
Brad C.
The price is CA $176
CA $410 total
includes taxes & fees
Nov 11 - Nov 12
7. Beautiful Nokomis Beach Cottage. Walk to Beach w/Tranquil & Private Patio
Beautiful Nokomis Beach Cottage. Walk to Beach w/Tranquil & Private PatioNokomis
10.0 out of 10, Exceptional, (20 reviews)
"The property was immaculate and inviting! The beds provided great comfort, and the air conditioning was just right. The house was well-equipped, with beach items being a fantastic bonus. The location is unbeatable, and the beach itself was stunning. Highly recommend—10/10!"
Kimberly K.
The price is CA $208
CA $501 total
includes taxes & fees
Nov 11 - Nov 12
8. The Pelican
The PelicanNokomis
10.0 out of 10, Exceptional, (8 reviews)
"Everything was great about our stay. Very clean"
MARC G.
The price is CA $210
CA $435 total
includes taxes & fees
Nov 14 - Nov 15
9. Siesta Heron Suites & Villas
Siesta Heron Suites & VillasSiesta Key
8.4 out of 10, Very good, (46 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
Christopher Robert
The price is CA $126
CA $426 total
includes taxes & fees
Nov 11 - Nov 12
10. Walk to Beach. Beautifully Renovated 3BR, 2BA Home w/Outdoor Shower & Grille
Walk to Beach. Beautifully Renovated 3BR, 2BA Home w/Outdoor Shower & GrilleNokomis
10.0 out of 10, Exceptional, (47 reviews)
"Great spot close to many attractions. Very well appointed with all that you need for a great vacation!"
Suzanne G.
The price is CA $272
CA $614 total
includes taxes & fees
Nov 11 - Nov 12
11. Family beach home! Fully renovated on water w/pool, boat dock & nearby beach
Family beach home! Fully renovated on water w/pool, boat dock & nearby beachNokomis
9.8 out of 10, Exceptional, (87 reviews)
"We had a great stay"
Peter S.
The price is CA $706
CA $1,348 total
includes taxes & fees
Dec 1 - Dec 2
12. Oceanfront home
Oceanfront homeVamo
9.8 out of 10, Exceptional, (94 reviews)
"It looks just like the pictures and the sunset daily is absolutely gorgeous. The neighborhood is nice and the people are kind. We loved being short car rides away from stores, beaches and the legacy trail. The owners had great communication. Would definitely stay again."
Ashley H.
The price is CA $372
CA $763 total
includes taxes & fees
Nov 15 - Nov 16
13. Old Floridian cottage in Historic Gulf Village
Old Floridian cottage in Historic Gulf VillageOlde Englewood Village
9.8 out of 10, Exceptional, (61 reviews)
"Very good, great location 👍👍"
James M.
The price is CA $169
CA $375 total
includes taxes & fees
Dec 2 - Dec 3
14. [escape to paradise] siesta key beach getaway
[escape to paradise] siesta key beach getawaySiesta Key
9.8 out of 10, Exceptional, (34 reviews)
"Very clean and great location! Beds very comfortable and owner very responsive and accommodating! Highly recommend staying here!"
Tim T.
The price is CA $131
CA $395 total
includes taxes & fees
Nov 15 - Nov 16
15. Walk to the Beach | Osprey Villa | Siesta Key
Walk to the Beach | Osprey Villa | Siesta KeySiesta Key Village
9.8 out of 10, Exceptional, (21 reviews)
"The property was well-maintained with great access to the beach and village! Really couldn’t ask for a better location."
Anonymous traveller
16. The Mermaid at Tiny House Siesta
The Mermaid at Tiny House SiestaSarasota
10.0 out of 10, Exceptional, (4 reviews)
"Traveled with my kids and this place was so great! Super cute and comfortable. We loved the Mermaid Tiny House."
Kadina A.
The price is CA $127
CA $240 total
includes taxes & fees
Nov 12 - Nov 13
17. Contemporary Coastal Retreat with 3 Masters, Minutes to beaches
Contemporary Coastal Retreat with 3 Masters, Minutes to beachesSouth Venice
9.6 out of 10, Exceptional, (14 reviews)
"Great house. Comfortable beds, well stocked supplies. "
Christy D.
The price is CA $153
CA $573 total
includes taxes & fees
Nov 11 - Nov 12
18. Sea Turtle- Full Sized living at Tiny House Siesta
Sea Turtle- Full Sized living at Tiny House SiestaSarasota
9.4 out of 10, Exceptional, (18 reviews)
"The Tiny House is a perfect location to explore Siesta Key and the surrounding areas. It had just what we needed but was in close proximity (walking distance) to many bars and restaurants but was still exceptionally quiet."
Wayne
The price is CA $150
CA $266 total
includes taxes & fees
Nov 11 - Nov 12
19. Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.Southgate
10.0 out of 10, Exceptional, (84 reviews)
"The place was super cute, clean, quiet, cozy, and in a great location. The host was very communicative and sweet. Definitely a great stay, 10/10 recommend!"
Sierra B.
The price is CA $164
CA $413 total
includes taxes & fees
Nov 19 - Nov 20
20. Beachside Bliss: Family House-Siesta Key-3BR/2BA
Beachside Bliss: Family House-Siesta Key-3BR/2BASarasota
10.0 out of 10, Exceptional, (28 reviews)
"Very clean and tucked away in a quiet little neighborhood with everything you need within 10 mins...this place made for the most comfortable and perfect vacation!"
christy v.
The price is CA $146
CA $470 total
includes taxes & fees
Nov 11 - Nov 12
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.
Photo by Susie West
Open Photo by Susie West