A coastal town with a beach, marina, and clear blue waters.

Search Vacation Homes in Casey Key

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Casey Key vacation homes

1. 3 Bedroom/3 Bath Townhouse - Unit 3

3 Bedroom/3 Bath Townhouse - Unit 3
Casey Key
10.0 out of 10, Exceptional, (7 reviews)
"Great location!"
United States
Mindi C.
The price is ¥42,315
¥71,128 total
includes taxes & fees
Nov 16 - Nov 17
3 Bedroom/3 Bath Townhouse - Unit 3

2. 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 1
Casey Key
10.0 out of 10, Exceptional, (8 reviews)
"Updated, modern, clean and lovely staff."
United States
Lydia P.
The price is ¥43,736
¥73,366 total
includes taxes & fees
Nov 17 - Nov 18
Escape Casey Key Hotel & Marina - Deluxe 3 Bedroom 3 Bath Villa 2 K 1 Q 1

3. 3 Bedroom/3 Bath Townhouse - Unit 2

3 Bedroom/3 Bath Townhouse - Unit 2
Casey Key
10.0 out of 10, Exceptional, (6 reviews)
"As always, Casey Key was beautiful and we had a great time!"
United States
Derek A.
The price is ¥43,736
¥73,366 total
includes taxes & fees
Nov 17 - Nov 18
3 Bedroom/3 Bath Townhouse - Unit 2

4. The Dolphin

The Dolphin
Nokomis
9.8 out of 10, Exceptional, (21 reviews)
"The cottage was comfortable and the pool was relaxing. "
United States
daniel
The price is ¥15,631
¥36,089 total
includes taxes & fees
Nov 8 - Nov 9
The Dolphin

5. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (46 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is ¥17,297
¥51,425 total
includes taxes & fees
Nov 9 - Nov 10
Siesta Heron Suites & Villas

6. 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 beach
Nokomis
9.8 out of 10, Exceptional, (87 reviews)
"We had a great stay"
United States
Peter S.
Family beach home! Fully renovated on water w/pool, boat dock & nearby beach

7. The Pelican

The Pelican
Nokomis
10.0 out of 10, Exceptional, (8 reviews)
"Everything was great about our stay. Very clean"
United States
MARC G.
The price is ¥23,526
¥50,418 total
includes taxes & fees
Nov 8 - Nov 9
The Pelican

8. Oceanfront home

Oceanfront home
Vamo
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."
United States
Ashley H.
The price is ¥47,209
¥101,645 total
includes taxes & fees
Nov 20 - Nov 21
Oceanfront home

9. Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More
Siesta Key
9.2 out of 10, Wonderful, (38 reviews)
"This is a beautiful place."
United States
Pam J.
The price is ¥42,139
¥78,863 total
includes taxes & fees
Nov 6 - Nov 7
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

10. Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village
Olde Englewood Village
9.8 out of 10, Exceptional, (61 reviews)
"Very good, great location 👍👍"
United States
James M.
The price is ¥18,947
¥41,936 total
includes taxes & fees
Dec 1 - Dec 2
Old Floridian cottage in Historic Gulf Village

11. [lounge like locals] walk to siesta beach +bikes

[lounge like locals] walk to siesta beach +bikes
Siesta Key
9.8 out of 10, Exceptional, (37 reviews)
"Beautiful stay , I walked each day to the beach and really is 13 min walk to get to the beach - pickle ball courts available to play in the morning -the beach is excellent - the place have everything we need beds and shower was really nice -Really excellent we will come back."
United States
Moreixa C.
The price is ¥15,124
¥47,332 total
includes taxes & fees
Nov 8 - Nov 9
[lounge like locals] walk to siesta beach +bikes

12. Island Villa | Cozy Beach Retreat | Walk to Village

Island Villa | Cozy Beach Retreat | Walk to Village
Siesta Key Village
8.4 out of 10, Very good, (15 reviews)
"Great place to stay and very close to restaurants "
United States
Amber B.
Island Villa | Cozy Beach Retreat | Walk to Village

13. The Mermaid at Tiny House Siesta

The Mermaid at Tiny House Siesta
Sarasota
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."
United States
Kadina A.
The price is ¥13,894
¥26,516 total
includes taxes & fees
Nov 8 - Nov 9
The Mermaid at Tiny House Siesta

14. Beachside Bliss: Family House-Siesta Key-3BR/2BA

Beachside Bliss: Family House-Siesta Key-3BR/2BA
Sarasota
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!"
United States
christy v.
The price is ¥16,689
¥53,108 total
includes taxes & fees
Nov 11 - Nov 12
Beachside Bliss: Family House-Siesta Key-3BR/2BA

15. Mimosa Memories

Mimosa Memories
South Venice
9.6 out of 10, Exceptional, (41 reviews)
"Clean"
United States
Hector G.
The price is ¥14,264
¥45,994 total
includes taxes & fees
Nov 5 - Nov 6
Mimosa Memories

16. Home in quiet Bird Sanctuary Neighborhood, close to Beach

Home in quiet Bird Sanctuary Neighborhood, close to Beach
South Venice
9.6 out of 10, Exceptional, (20 reviews)
"We loved this place! It was convenient to everything we liked to do and the perfect size for my husband and I. The bed was comfortable and everything was very clean. "
United States
Melissa N.
The price is ¥17,763
¥51,935 total
includes taxes & fees
Nov 11 - Nov 12
Home in quiet Bird Sanctuary Neighborhood, close to Beach

17. Sea Turtle- Full Sized living at Tiny House Siesta

Sea Turtle- Full Sized living at Tiny House Siesta
Sarasota
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."
United States
Wayne
The price is ¥16,263
¥29,508 total
includes taxes & fees
Nov 23 - Nov 24
Sea Turtle- Full Sized living at Tiny House Siesta

18. Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND

Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND
Siesta Key
9.6 out of 10, Exceptional, (71 reviews)
"The location is unmatched!!! It was the perfect size for us. The kitchen was well stocked with all the cooking equipment needed. We will definitely be back. Great memories made"
United States
Melissa H.
The price is ¥31,381
¥93,325 total
includes taxes & fees
Nov 5 - Nov 6
Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND

19. Contemporary Coastal Retreat with 3 Masters, Minutes to beaches

Contemporary Coastal Retreat with 3 Masters, Minutes to beaches
South Venice
9.6 out of 10, Exceptional, (14 reviews)
"Great house. Comfortable beds, well stocked supplies. "
United States
Christy D.
The price is ¥19,970
¥67,141 total
includes taxes & fees
Nov 11 - Nov 12
Contemporary Coastal Retreat with 3 Masters, Minutes to beaches

20. 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!"
United States
Sierra B.
The price is ¥15,773
¥42,966 total
includes taxes & fees
Nov 8 - Nov 9
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Casey Key Hotel Reviews

Find out more about Casey Key

Casey Key Vacation Homes information

Number of reviews
562
Accommodation
1002 Vacation Homes
Lowest Price
¥26,516
Highest Price
¥101,645

Explore a world of travel with Expedia