Casey Key Vacation Rentals

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Our top choices for Casey Key vacation rentals

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (633 reviews)
"Love this place"
United States
Marialis
$221 nightly
The price is $249
May 18 - May 19
Total with taxes and fees
A Beach Retreat

Casey Key Resort - Gulf Shores

Casey Key Resort - Gulf Shores
3.0 star property
Casey Key
8.4 out of 10, Very Good, (274 reviews)
"Great place"
United States
tony
$221 nightly
The price is $250
May 19 - May 20
Total with taxes and fees
Casey Key Resort - Gulf Shores

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.6 out of 10, Exceptional, (19 reviews)
"Great place and location "
United States
Cathy
$538 nightly
The price is $579
May 18 - May 19
Total with taxes and fees
Chadwick Cove Resort & Marina

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (125 reviews)
"Enjoyed our stay great location easy walk to village and the beach"
United States
Gregory
$299 nightly
The price is $338
May 27 - May 28
Total with taxes and fees
SeaSpray Resort

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
$296 nightly
The price is $334
May 18 - May 19
Total with taxes and fees
Cedar Run Resort - Roam Hospitality

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (276 reviews)
"Property is super cute and clean and has everything you need!"
United States
Vanessa
$117 nightly
The price is $132
Jun 1 - Jun 2
Total with taxes and fees
Kon Tiki Inn

Outdoor Kitchen & Gaming Garage: Bradenton Retreat

Outdoor Kitchen & Gaming Garage: Bradenton Retreat
3.0 star property
Bradenton
$596 nightly
The price is $669
May 16 - May 17
Total with taxes and fees
Outdoor Kitchen & Gaming Garage: Bradenton Retreat

Lulu's Key House Leatherback 2/2 Downstairs

Lulu's Key House Leatherback 2/2 Downstairs
4.0 star property
Siesta Key Village
$602 nightly
The price is $678
Jun 3 - Jun 4
Total with taxes and fees
Lulu's Key House Leatherback 2/2 Downstairs

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (198 reviews)
"This property was everything we wanted...although not on the beach, it was a short walk to the beach and chairs, umbrellas, coolers and wagons were provided to the beach. The pool area was very comfortable and clean. We like that there were only 6 units...each was unique and very clean. We stayed in "The Nook" which was perfect for our getaway."
United States
Michele
$401 nightly
The price is $453
May 20 - May 21
Total with taxes and fees
The Inn On Siesta Key

Gulf View Condominiums

Gulf View Condominiums
3.5 star property
Manasota Key
$896 nightly
The price is $973
May 30 - May 31
Total with taxes and fees
Gulf View Condominiums

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,250 reviews)
"Wonderful spot to stay! Traveled solo and Captiva was perfect "
United States
Angela
$246 nightly
The price is $276
May 17 - May 18
Total with taxes and fees
Captiva Beach Resort

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,483 reviews)
"This was such a great place to stay. The pool was GREAT and the beach access was fantastic"
United States
Laurie A
$184 nightly
The price is $208
May 20 - May 21
Total with taxes and fees
Tropical Beach Resorts

Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
$751 nightly
The price is $848
May 21 - May 22
Total with taxes and fees
Siesta Heron 6 / Sunset

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very Good, (42 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
$298 nightly
The price is $337
May 20 - May 21
Total with taxes and fees
Siesta Heron Suites & Villas

Sarasota Family Home Private Heated Pool Relax

Sarasota Family Home Private Heated Pool Relax
2.0 star property
Whitfield Estates
$499 nightly
The price is $564
May 18 - May 19
Total with taxes and fees
Sarasota Family Home Private Heated Pool Relax

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,312 reviews)
"Excellent location, great place to stay! "
United States
Lynn
$135 nightly
The price is $152
May 17 - May 18
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key

4 Mi to Siesta Key Beach: Condo w/ Private Patio

4 Mi to Siesta Key Beach: Condo w/ Private Patio
3.5 star property
Sarasota
$291 nightly
The price is $326
Jun 13 - Jun 14
Total with taxes and fees
4 Mi to Siesta Key Beach: Condo w/ Private Patio

Minorga Sand Dollar on the Key

Minorga Sand Dollar on the Key
3.5 star property
Siesta Key Village
$483 nightly
The price is $544
May 20 - May 21
Total with taxes and fees
Minorga Sand Dollar on the Key

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very Good, (366 reviews)
"Cute place perfect for our holiday beach stay."
United States
Shelly
$207 nightly
The price is $233
May 17 - May 18
Total with taxes and fees
Tiny House Siesta

Beach Road - Bari

Beach Road - Bari
3.0 star property
Siesta Key
$619 nightly
The price is $700
Jun 15 - Jun 16
Total with taxes and fees
Beach Road - Bari
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

Find out more about Casey Key

Everything you need to know about Casey Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Casey Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Casey Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Casey Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Casey Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Casey Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $132 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Casey Key rentals

At Expedia, we put the best Casey Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Casey Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Casey Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Casey Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.