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, (630 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, (273 reviews)
"Great place"
United States
tony
$246 nightly
The price is $278
May 11 - May 12
Total with taxes and fees
Casey Key Resort - Gulf Shores

Gulf View Condominiums

Gulf View Condominiums
3.5 star property
Manasota Key
$886 nightly
The price is $963
May 7 - May 8
Total with taxes and fees
Gulf View Condominiums

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (272 reviews)
"Very clean & spacious pet friendly room. Would definitely stay there again."
United States
Brittany
$117 nightly
The price is $132
Jun 1 - Jun 2
Total with taxes and fees
Kon Tiki Inn

Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
$687 nightly
The price is $777
May 10 - May 11
Total with taxes and fees
Siesta Heron 6 / Sunset

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (119 reviews)
"Amazing staff, and beautiful property. Very nice place to visit and kid friendly."
United States
Ahmad
$293 nightly
The price is $331
May 25 - May 26
Total with taxes and fees
SeaSpray Resort

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (17 reviews)
"Great place and location "
United States
Cathy
$478 nightly
The price is $511
May 10 - May 11
Total with taxes and fees
Chadwick Cove Resort & Marina

Minorga Sand Dollar on the Key

Minorga Sand Dollar on the Key
3.5 star property
Siesta Key Village
$478 nightly
The price is $539
May 10 - May 11
Total with taxes and fees
Minorga Sand Dollar on the Key

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,247 reviews)
"Wonderful spot to stay! Traveled solo and Captiva was perfect "
United States
Angela
$232 nightly
The price is $260
May 10 - May 11
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, (5,469 reviews)
"Great place to stay, beach 2 minute walk."
United States
Joseph
$209 nightly
The price is $236
May 25 - May 26
Total with taxes and fees
Tropical Beach Resorts

Outdoor Kitchen & Gaming Garage: Bradenton Retreat

Outdoor Kitchen & Gaming Garage: Bradenton Retreat
3.0 star property
Bradenton
$596 nightly
The price is $669
May 21 - May 22
Total with taxes and fees
Outdoor Kitchen & Gaming Garage: Bradenton Retreat

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
$351 nightly
The price is $396
May 11 - May 12
Total with taxes and fees
The Inn On Siesta Key

Sarasota Family Home Private Heated Pool Relax

Sarasota Family Home Private Heated Pool Relax
2.0 star property
Whitfield Estates
$492 nightly
The price is $556
May 27 - May 28
Total with taxes and fees
Sarasota Family Home Private Heated Pool Relax

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (66 reviews)
"Excellent location , minute walk to local bars and supermarket. Right across from beautiful siesta key beach."
United States
Alessandra
$334 nightly
The price is $377
May 7 - May 8
Total with taxes and fees
Siesta Key Island Rentals

Beach Road

Beach Road
2.0 star property
Siesta Key
$863 nightly
The price is $975
May 10 - May 11
Total with taxes and fees
Beach Road

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,307 reviews)
"Excellent location, great place to stay! "
United States
Lynn
$149 nightly
The price is $168
Jun 2 - Jun 3
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very Good, (365 reviews)
"Exelente estancia "
Mexico
alicia
Tiny House Siesta

Lulu's Key House Leatherback 2/2 Downstairs

Lulu's Key House Leatherback 2/2 Downstairs
4.0 star property
Siesta Key Village
$608 nightly
The price is $684
Jun 3 - Jun 4
Total with taxes and fees
Lulu's Key House Leatherback 2/2 Downstairs

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
$295 nightly
The price is $333
May 12 - May 13
Total with taxes and fees
Siesta Heron Suites & Villas

Unwind Poolside + Walk to Beach! Sarasota Retreat

Unwind Poolside + Walk to Beach! Sarasota Retreat
3.0 star property
South Village
8.0 out of 10, Very Good, (1 review)
"The location of the property was excellent. The home was clean and had everything we needed to prepare breakfast in the morning. The 3 bedrooms and 3 bathrooms made it easy for the six of us wash up and get ready for dinner after a fun fill day at the walkable beach. Beach was great. Having a pool at the property was great for the 2 youngsters. We also made use of the wagon that was available to carry items to the beach., The property is nothing fancy but a great value for the money. "
United States
Eleuterio
$480 nightly
The price is $538
May 17 - May 18
Total with taxes and fees
Unwind Poolside + Walk to Beach! Sarasota Retreat
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.