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

Search Condos Rentals in Casey Key

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Casey Key condo rentals

A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

1. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (692 reviews)
"Enjoyed our stay"
United States
Robin
The price is CA $261
CA $294 total
includes taxes & fees
Nov 4 - Nov 5
A Beach Retreat
A beach path leading to the sea with grass on either side.

2. Jetties Pointe Cottage #5 - 408 “Casey Key”

Jetties Pointe Cottage #5 - 408 “Casey Key”
Casey Key
9.6 out of 10, Exceptional, (37 reviews)
"Amazing view and beach access, really great stay."
United States
Evan T.
The price is CA $219
CA $549 total
includes taxes & fees
Oct 19 - Oct 20
Jetties Pointe Cottage #5 - 408 “Casey Key”
A beach path leading to the sea with grass on either side.

3. Jetties Pointe Cottage #2 - 408 “Casey Key”

Jetties Pointe Cottage #2 - 408 “Casey Key”
Casey Key
9.6 out of 10, Exceptional, (15 reviews)
"Cute little beach cottage! It was perfect for my little family of 4. The location was great and the swings overlooking the beach were wonderful. "
United States
Kirstie C.
The price is CA $219
CA $549 total
includes taxes & fees
Oct 24 - Oct 25
Jetties Pointe Cottage #2 - 408 “Casey Key”
A beach path leading to the sea with grass on either side.

4. Jetties Pointe Cottage #1 - 408 “Casey Key”

Jetties Pointe Cottage #1 - 408 “Casey Key”
Casey Key
9.6 out of 10, Exceptional, (28 reviews)
"Great place to stay. Right on the beach! "
United States
William C.
The price is CA $306
CA $688 total
includes taxes & fees
Oct 21 - Oct 22
Jetties Pointe Cottage #1 - 408 “Casey Key”
A beach path leading to the sea with grass on either side.

5. Jetties Pointe Cottage #3 - 408 “Casey Key”

Jetties Pointe Cottage #3 - 408 “Casey Key”
Casey Key
9.2 out of 10, Wonderful, (31 reviews)
"Condo was very clean and equipped with everything that was needed for a very enjoyable vacation. "
United States
Nancy T.
The price is CA $284
CA $659 total
includes taxes & fees
Oct 21 - Oct 22
Jetties Pointe Cottage #3 - 408 “Casey Key”
A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

6. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,322 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is CA $242
CA $297 total
includes taxes & fees
Oct 19 - Oct 20
Captiva Beach Resort
An aerial view of a coastal town with beachfront properties, a marina, and clear blue waters.

7. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
8.8 out of 10, Excellent, (31 reviews)
"Without a doubt, the best place—very spacious and in an excellent location. You have the beach right out front, and Gasparilla Beach—which is very beautiful—is just 25 minutes away. Communication with the owner was excellent, the sunsets were fantastic, and the terrace overlooking the bay—with the breeze blowing—was a delight. We will definitely be back!"
United States
Niovys
The price is CA $205
CA $865 total
includes taxes & fees
Oct 20 - Oct 21
Chadwick Cove Resort & Marina
A covered patio with a sofa, a table, and potted plants.

8. Turtle Nest

Turtle Nest
Sarasota
10.0 out of 10, Exceptional, (12 reviews)
"Great place- relaxed vibe"
United States
zachary p.
The price is CA $258
CA $779 total
includes taxes & fees
Oct 19 - Oct 20
Turtle Nest
A beach with clear turquoise water, people swimming and sunbathing, and a sailboat in the distance.

9. Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
South Village
9.6 out of 10, Exceptional, (49 reviews)
"We enjoyed our stay alot of stores n restaurants nearby, don’t need to use the car. "
United States
maureen p.
The price is CA $191
CA $430 total
includes taxes & fees
Oct 19 - Oct 20
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

10. 2BR Beach Style w Pool Beach Club Siesta 204C RVA

2BR Beach Style w Pool Beach Club Siesta 204C RVA
South Village
9.0 out of 10, Wonderful, (81 reviews)
"Good"
United States
Gelsy
The price is CA $281
CA $671 total
includes taxes & fees
Oct 28 - Oct 29
2BR Beach Style w Pool Beach Club Siesta 204C RVA
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

11. Relax & Unwind – 1BR Beach Club Siesta Key 110D RVA

Relax & Unwind – 1BR Beach Club Siesta Key 110D RVA
South Village
9.0 out of 10, Wonderful, (76 reviews)
"Great stay. As advertised and very clean!"
United States
Seth S.
The price is CA $245
CA $514 total
includes taxes & fees
Oct 19 - Oct 20
Relax & Unwind – 1BR Beach Club Siesta Key 110D RVA
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

12. Dream Sunsets & Coastal Bliss–Beach Club 108A / RVA

Dream Sunsets & Coastal Bliss–Beach Club 108A / RVA
South Village
9.0 out of 10, Wonderful, (77 reviews)
"Great beach! "
United States
Annie B.
The price is CA $283
CA $674 total
includes taxes & fees
Oct 19 - Oct 20
Dream Sunsets & Coastal Bliss–Beach Club 108A / RVA
A coastal hotel with a beach view, multiple pools, and a parking area with several cars.

13. Cabbage Palm Cottage - 1125 “Siesta Key”

Cabbage Palm Cottage - 1125 “Siesta Key”
Sarasota
10.0 out of 10, Exceptional, (13 reviews)
"Great Place!"
United States
Christopher W.
The price is CA $198
CA $639 total
includes taxes & fees
Oct 19 - Oct 20
Cabbage Palm Cottage - 1125 “Siesta Key”
A beach with a clear sky and calm sea.

14. Heart of Village: Dog-Friendly w/ Pool & Parking

Heart of Village: Dog-Friendly w/ Pool & Parking
Siesta Key Village
9.2 out of 10, Wonderful, (17 reviews)
"Love the place. Perfect location. Close to village, close to beach. Highly suggest and will definitely be back in the future. Host was very friendly and accommodating."
United States
Jeffrey B.
The price is CA $257
CA $607 total
includes taxes & fees
Nov 17 - Nov 18
Heart of Village: Dog-Friendly w/ Pool & Parking
A bedroom with a bed, a TV, a window, and a view of the outside.

15. Ivory & Ocean •walk to Lido beach •private patio

Ivory & Ocean •walk to Lido beach •private patio
Lido Key
10.0 out of 10, Exceptional, (6 reviews)
The price is CA $92
CA $322 total
includes taxes & fees
Oct 19 - Oct 20
Ivory & Ocean •walk to Lido beach •private patio
A room with a sliding glass door leading to an outdoor area with a pool and chairs. There is a brown leather sofa with patterned cushions and a framed picture on the wall.

16. Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool

Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool
Siesta Key
9.4 out of 10, Exceptional, (100 reviews)
"The place was excellent!!! Very beautiful and close to the beach. Super cozy. It was perfect and just what I had in mind."
United States
Amy P.
The price is CA $329
CA $564 total
includes taxes & fees
Nov 9 - Nov 10
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool
A wooden pathway leading to a beach with lush greenery on either side.

17. Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (108 reviews)
"It was a great location. It had a nice pool area, plenty of beach chairs and beach goodies to use."
United States
Laurie L.
The price is CA $184
CA $430 total
includes taxes & fees
Oct 20 - Oct 21
Oceanfront Bliss–Longboat Key Beach 106 by RVA
A rooftop lounge with a fire feature, seating, and a view of the cityscape.

18. Heated Pool Apartment Near Siesta Key 1BR

Heated Pool Apartment Near Siesta Key 1BR
Sarasota
9.2 out of 10, Wonderful, (47 reviews)
"The condo is small but it was clean and we had a great time. Short drive to Siesta Key public beach and close to shopping. Doris was a great host and answered any questions we had."
United States
Melissa M.
The price is CA $133
CA $413 total
includes taxes & fees
Oct 19 - Oct 20
Heated Pool Apartment Near Siesta Key 1BR
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Casey Key Hotel Reviews

Find out more about Casey Key

Casey Key Condo Rentals information

Number of reviews
Accommodation
 Condo Rentals
Lowest Price
Highest Price

Frequently asked questions

Why book your condo in Casey Key with Expedia?
Getting away should be a piece of cake, so if you're searching for condos at an affordable rate, Expedia has got your back. Keep costs down and opt for something small and affordable, or splurge on a luxury condo and spoil your favorite people. Take advantage of our search filters to find a stay in Casey Key that meets your needs.
How can I find cheap condos in Casey Key?
With Expedia's helpful filter tool, sourcing cheap condos in Casey Key has never been easier. To discover stays that are easy on your bank balance, narrow down your search by amenities, star rating and budget.

Explore a world of travel with Expedia