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

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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, (693 reviews)
"Enjoyed our stay"
United States
Robin
$205 nightly
The price is $231
Nov 4 - Nov 5
Total with taxes and fees
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.
$344 nightly
The price is $383
Oct 20 - Oct 21
Total with taxes and fees
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.
$349 nightly
The price is $388
Oct 24 - Oct 25
Total with taxes and fees
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.
$420 nightly
The price is $468
Oct 21 - Oct 22
Total with taxes and fees
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.
$413 nightly
The price is $461
Oct 21 - Oct 22
Total with taxes and fees
Jetties Pointe Cottage #3 - 408 “Casey Key”
A modern kitchen with white cabinets, stainless steel appliances, and a black countertop.

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
$177 nightly
The price is $198
Oct 20 - Oct 21
Total with taxes and fees
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
$557 nightly
The price is $600
Oct 20 - Oct 21
Total with taxes and fees
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.
$493 nightly
The price is $549
Oct 20 - Oct 21
Total with taxes and fees
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.
$241 nightly
The price is $268
Oct 20 - Oct 21
Total with taxes and fees
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
Siesta Sands private beach on Siesta Key. Blue umbrellas for rent. It's here for you!

10. Siesta Resort | Private Beach | Gulf Views | Pool

Siesta Resort | Private Beach | Gulf Views | Pool
South Village
9.8 out of 10, Exceptional, (101 reviews)
"It was all great, really enjoyed our stay."
United States
Roger K.
Siesta Resort | Private Beach | Gulf Views | Pool
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

11. 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
$425 nightly
The price is $474
Oct 25 - Oct 26
Total with taxes and fees
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.

12. 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.
$326 nightly
The price is $363
Oct 20 - Oct 21
Total with taxes and fees
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.

13. 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.
$427 nightly
The price is $476
Oct 20 - Oct 21
Total with taxes and fees
Dream Sunsets & Coastal Bliss–Beach Club 108A / RVA
Complex heated pool and private tennis court overlooking Crescent Beach!. (complex aerial view). What are you waiting for?!!

14. House of Sun: Beachfront | VIP Perks | Bunkbeds

House of Sun: Beachfront | VIP Perks | Bunkbeds
South Village
9.2 out of 10, Wonderful, (145 reviews)
"Felt like a VIP! Great roomy condo, comfortable beds, well appointed kitchen (even scissors!). Wagon to cart stuff to beach. Siesta Key Especial!!!"
United States
Maryann D.
House of Sun: Beachfront | VIP Perks | Bunkbeds
A coastal hotel with a beach view, multiple pools, and a parking area with several cars.

15. 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.
Cabbage Palm Cottage - 1125 “Siesta Key”
A beach with a clear sky and calm sea.

16. 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.
$403 nightly
The price is $424
Nov 17 - Nov 18
Total with taxes and fees
Heart of Village: Dog-Friendly w/ Pool & Parking
A bedroom with a bed, a TV, a window, and a view of the outside.

17. 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)
$234 nightly
The price is $246
Nov 9 - Nov 10
Total with taxes and fees
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.

18. 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.
$354 nightly
The price is $395
Nov 9 - Nov 10
Total with taxes and fees
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.

19. 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.
$273 nightly
The price is $304
Oct 20 - Oct 21
Total with taxes and fees
Oceanfront Bliss–Longboat Key Beach 106 by RVA
A rooftop lounge with a fire feature, seating, and a view of the cityscape.

20. 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.
$260 nightly
The price is $290
Oct 20 - Oct 21
Total with taxes and fees
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.
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Top Casey Key Hotel Reviews

Hyatt Place Sarasota/Bradenton Airport

Hyatt Place Sarasota/Bradenton Airport

10/10 Excellent
"The room was clean, nice and very spacious The pool area was very nice and it was open late. The breakfast which was included with your stay was one of the best breakfasts I’ve had at a hotel with many options. Myself and my family would stay again."
Serene 1-night trip
Posted 1 hour ago
Hyatt Place Sarasota/Bradenton Airport

Find out more about Casey Key

Casey Key Condo Rentals information

Number of reviews
759
Accommodation
539 Condo Rentals
Lowest Price
$198
Highest Price
$600

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