Casey Key Holiday Rentals

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Our top choices for Casey Key holiday rentals

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (598 reviews)
"The location is ideal, rooms are nice and the owners are extremely accommodating. "
United States
Catherine
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, (268 reviews)
"Very helpful and nice staff. Lovely room, great location. Adorable cottage"
United States
Hilary
Casey Key Resort - Gulf Shores

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (351 reviews)
"Clean room, easy check in, beach nearby 15 minute walk, Florida Fun Rides scooter rental place nearby"
United States
Justice
The price is NZ$356
includes taxes & fees
5 Mar - 6 Mar
Tiny House Siesta

Calm Japandi Retreat With Patio, Near Downtown

Calm Japandi Retreat With Patio, Near Downtown
3.0 star property
Arlington Park
The price is NZ$638
includes taxes & fees
2 Mar - 3 Mar
Calm Japandi Retreat With Patio, Near Downtown

Gulf View Condominiums

Gulf View Condominiums
3.5 star property
Manasota Key
The price is NZ$1,900
includes taxes & fees
19 Mar - 20 Mar
Gulf View Condominiums

Beach Club Modern Condo C Bldg

Beach Club Modern Condo C Bldg
3.0 star property
South Village
The price is NZ$1,538
includes taxes & fees
14 Mar - 15 Mar
Beach Club Modern Condo C Bldg

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (95 reviews)
"Clean, comfortable, well stocked. Staff made our stay a breeze. Would definitely come back again."
Canada
Robert
The price is NZ$925
includes taxes & fees
23 Feb - 24 Feb
SeaSpray Resort

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (254 reviews)
"Great place! "
United States
Michelle
The price is NZ$528
includes taxes & fees
24 Mar - 25 Mar
Kon Tiki Inn

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,315 reviews)
"Wonderful stay!"
United States
Victoria
The price is NZ$578
includes taxes & fees
13 Mar - 14 Mar
Tropical Beach Resorts

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,203 reviews)
"Staff really were accommodating. The location was perfect and the rooms were clean and quiet. We enjoyed the pool and beach."
United States
Glenn
The price is NZ$624
includes taxes & fees
22 Feb - 23 Feb
Captiva Beach Resort

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (16 reviews)
"Great place and location "
United States
Cathy
The price is NZ$1,031
includes taxes & fees
27 Feb - 28 Feb
Chadwick Cove Resort & Marina

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (194 reviews)
"Great place to stay! "
United States
Carlos
The price is NZ$857
includes taxes & fees
23 Feb - 24 Feb
The Inn On Siesta Key

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (59 reviews)
"Wonderful stay,Great owners,Fun times"
United States
Cornelia
The price is NZ$939
includes taxes & fees
24 Feb - 25 Feb
Siesta Key Island Rentals

Stylish Retro Vibes Private BBQ & Beach Access

Stylish Retro Vibes Private BBQ & Beach Access
3.0 star property
Sarasota
Stylish Retro Vibes Private BBQ & Beach Access

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (39 reviews)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
The price is NZ$805
includes taxes & fees
4 Mar - 5 Mar
Siesta Heron Suites & Villas

Lulu's Key House Loggerhead 2/2 Upstairs

Lulu's Key House Loggerhead 2/2 Upstairs
3.5 star property
Siesta Key Village
The price is NZ$1,428
includes taxes & fees
23 Feb - 24 Feb
Lulu's Key House Loggerhead 2/2 Upstairs

The Ringling Beach House

The Ringling Beach House
3.5 star property
Siesta Key
9.0 out of 10, Wonderful, (353 reviews)
"great location, very clean, quiet"
United States
Joaquin
The Ringling Beach House

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,257 reviews)
"Very clean, and staff was extremely nice. "
United States
Maribeth
The price is NZ$565
includes taxes & fees
22 Feb - 23 Feb
Hibiscus Suites - Gateway to Siesta Key

Artsy Getaway With Vibrant Design Flair

Artsy Getaway With Vibrant Design Flair
3.5 star property
Arlington Park
Artsy Getaway With Vibrant Design Flair

Minorga on the Gulf

Minorga on the Gulf
3.0 star property
Siesta Key Village
The price is NZ$1,504
includes taxes & fees
24 Feb - 25 Feb
Minorga on the Gulf
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Casey Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Casey Key holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Casey Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Casey Key holiday rentals we have selected for you start as low as NZ$356 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Casey Key rentals

At Expedia, we put the best Casey Key holiday 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 holiday.

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.