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

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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, (686 reviews)
"Great stay!!"
United States
Genghis
$210 nightly
The price is $237
Oct 4 - Oct 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 #2 - 408 “Casey Key”

Jetties Pointe Cottage #2 - 408 “Casey Key”
Casey Key
9.6 out of 10, Exceptional, (14 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.
$347 nightly
The price is $387
Oct 11 - Oct 12
Total with taxes and fees
Jetties Pointe Cottage #2 - 408 “Casey Key”
A beach path leading to the sea with grass on either side.

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

Jetties Pointe Cottage #1 - 408 “Casey Key”
Casey Key
9.6 out of 10, Exceptional, (27 reviews)
"Great place to stay. Right on the beach! "
United States
William C.
$413 nightly
The price is $461
Oct 3 - Oct 4
Total with taxes and fees
Jetties Pointe Cottage #1 - 408 “Casey Key”
A beachside seating area with thatched umbrellas, chairs, and a table.

4. Jetties Pointe Cottage #6 - 408 “Casey Key”

Jetties Pointe Cottage #6 - 408 “Casey Key”
Casey Key
10.0 out of 10, Exceptional, (19 reviews)
"Unique property, right on the beach . Great view from balcony Plan to visit again"
United States
Tonya
$350 nightly
The price is $391
Oct 13 - Oct 14
Total with taxes and fees
Jetties Pointe Cottage #6 - 408 “Casey Key”
A beach path leading to the sea with grass on either side.

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

Jetties Pointe Cottage #5 - 408 “Casey Key”
Casey Key
9.8 out of 10, Exceptional, (36 reviews)
"Amazing view and beach access, really great stay."
United States
Evan T.
$350 nightly
The price is $391
Oct 13 - Oct 14
Total with taxes and fees
Jetties Pointe Cottage #5 - 408 “Casey Key”
A living room with a sofa, a TV, and a balcony with a table and chairs.

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

Jetties Pointe Cottage #4 - 408 “Casey Key”
Casey Key
9.8 out of 10, Exceptional, (25 reviews)
"We really enjoyed our stay."
United States
Shay T.
$441 nightly
The price is $491
Oct 19 - Oct 20
Total with taxes and fees
Jetties Pointe Cottage #4 - 408 “Casey Key”
A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

7. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,314 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
$177 nightly
The price is $197
Oct 6 - Oct 7
Total with taxes and fees
Captiva Beach Resort
An aerial view of a coastal town with beachfront properties, a marina, and clear blue waters.

8. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
8.8 out of 10, Excellent, (30 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
$561 nightly
The price is $604
Oct 6 - Oct 7
Total with taxes and fees
Chadwick Cove Resort & Marina
A covered patio with a sofa, a table, and potted plants.

9. Turtle Nest

Turtle Nest
Sarasota
10.0 out of 10, Exceptional, (12 reviews)
"I absolutely loved the location. It was quiet and views of the water"
United States
Felicia
$490 nightly
The price is $546
Oct 5 - Oct 6
Total with taxes and fees
Turtle Nest
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

10. 2BR Beach & Trolley–Beach Club Siesta 204B by RVA

2BR Beach & Trolley–Beach Club Siesta 204B by RVA
South Village
8.6 out of 10, Excellent, (48 reviews)
"Excellent"
United States
Yamila
$416 nightly
The price is $464
Oct 3 - Oct 4
Total with taxes and fees
2BR Beach & Trolley–Beach Club Siesta 204B by RVA
A beach with clear turquoise water, people swimming and sunbathing, and a sailboat in the distance.

11. 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.
$238 nightly
The price is $265
Oct 4 - Oct 5
Total with taxes and fees
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
A beach with clear blue water and a sandy shore.

12. Beachfront Getaway in Siesta Key

Beachfront Getaway in Siesta Key
South Village
9.6 out of 10, Exceptional, (41 reviews)
"Our stay at Seacrest was great. It was just as described and more. Dior was a great host and promptly answered any questions we had. The location was great as well. "
United States
Nicholas W.
$333 nightly
The price is $371
Oct 4 - Oct 5
Total with taxes and fees
Beachfront Getaway in Siesta Key
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

13. The Beach Club at Siesta Key #106A Resort by RVA

The Beach Club at Siesta Key #106A Resort by RVA
South Village
9.0 out of 10, Wonderful, (68 reviews)
"Our family had a blast - great beach and pools."
United States
Nicholas M.
$416 nightly
The price is $464
Oct 3 - Oct 4
Total with taxes and fees
The Beach Club at Siesta Key #106A Resort by RVA
A wooden pathway leading to a building with a white exterior and a view of the water.

14. Turtle Bay 1A – Manasota Key Gulf & Bay Retreat | Beach, Pool & Bay Dock

Turtle Bay 1A – Manasota Key Gulf & Bay Retreat | Beach, Pool & Bay Dock
Manasota Key
9.8 out of 10, Exceptional, (22 reviews)
"Great location with easy access to beach, bay and restaurants. "
United States
Steve A.
$463 nightly
The price is $501
Oct 3 - Oct 4
Total with taxes and fees
Turtle Bay 1A – Manasota Key Gulf & Bay Retreat | Beach, Pool & Bay Dock
A wooden pathway leading to a beach with lush greenery on either side.

15. 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.
$270 nightly
The price is $301
Oct 4 - Oct 5
Total with taxes and fees
Oceanfront Bliss–Longboat Key Beach 106 by RVA
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

16. Beach Club at Siesta Key Poolside D

Beach Club at Siesta Key Poolside D
4.0 star property
South Village
9.6 out of 10, Exceptional, (4 reviews)
"Nice getaway. "
United States
Jeff
$471 nightly
The price is $532
Oct 8 - Oct 9
Total with taxes and fees
Beach Club at Siesta Key Poolside D
A wooden pathway leading to a beach with lush greenery on either side.

17. Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (84 reviews)
"Check in and out was easy, the pool and condo were great, and the location was awesome!"
United States
Bailey B.
$320 nightly
The price is $357
Oct 3 - Oct 4
Total with taxes and fees
Drift & Dune – Longboat Beachfront #101 RVA
An aerial view of a beach resort with a long sandy beach, clear turquoise waters, and a dense residential area with buildings and greenery in the background.

18. House of The Sun on Crescent Beach: Beachfront Bliss w/ Heated Pool, Tennis & Free VIP Perks Daily!

House of The Sun on Crescent Beach: Beachfront Bliss w/ Heated Pool, Tennis & Free VIP Perks Daily!
South Village
9.2 out of 10, Wonderful, (144 reviews)
"Accommodations were perfect for our family of 6. Extremely convenient to have private beach access along with chairs and ability to get umbrellas for shade."
United States
James N.
$733 nightly
The price is $817
Oct 22 - Oct 23
Total with taxes and fees
House of The Sun on Crescent Beach: Beachfront Bliss w/ Heated Pool, Tennis & Free VIP Perks Daily!
A beach with tall grasses and a sunset.

19. Renovated condo with easy beach access on Siesta

Renovated condo with easy beach access on Siesta
Siesta Key
9.2 out of 10, Wonderful, (80 reviews)
"The place was cute and clean. It was a nice stay:)"
United States
Angie
$401 nightly
The price is $447
Oct 3 - Oct 4
Total with taxes and fees
Renovated condo with easy beach access on Siesta
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.

20. 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)
"Great location"
United States
Daphane
$340 nightly
The price is $380
Oct 4 - Oct 5
Total with taxes and fees
Walk to the Beach and More from this Fully Renovated Unit W/ 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.
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Top Casey Key Hotel Reviews

Carlisle Inn

Carlisle Inn

10/10 Excellent
"I’ve never stayed at a hotel where it was so clear that every staff member truly cares about the property. The front desk team was friendly and professional, and the hotel had a lovely little pool and a well-equipped kitchen. The rooms and hallways were clean and spacious, and the atmosphere was quiet, warm, and welcoming."
Anduela 1-night trip
Posted 1 hour ago
Carlisle Inn

Find out more about Casey Key

Casey Key Condo Rentals information

Number of reviews
642
Accommodation
539 Condo Rentals
Lowest Price
$197
Highest Price
$817

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