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, (631 reviews)
"Love this place"
United States
Marialis
The price is CA $277
CA $313 total
includes taxes & fees
May 11 - May 12
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
The price is CA $287
CA $341 total
includes taxes & fees
May 11 - May 12
Casey Key Resort - Gulf Shores

Gulf View Condominiums

Gulf View Condominiums
3.5 star property
Manasota Key
The price is CA $517
CA $1,330 total
includes taxes & fees
May 31 - Jun 1
Gulf View Condominiums

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (274 reviews)
"Very clean & spacious pet friendly room. Would definitely stay there again."
United States
Brittany
The price is CA $159
CA $180 total
includes taxes & fees
Jun 1 - Jun 2
Kon Tiki Inn

Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
Siesta Heron 6 / Sunset

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (122 reviews)
"Amazing staff, and beautiful property. Very nice place to visit and kid friendly."
United States
Ahmad
The price is CA $355
CA $402 total
includes taxes & fees
Jun 2 - Jun 3
SeaSpray Resort

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.8 out of 10, Exceptional, (18 reviews)
"Great place and location "
United States
Cathy
The price is CA $156
CA $789 total
includes taxes & fees
May 14 - May 15
Chadwick Cove Resort & Marina

Minorga Sand Dollar on the Key

Minorga Sand Dollar on the Key
3.5 star property
Siesta Key Village
The price is CA $267
CA $744 total
includes taxes & fees
May 10 - May 11
Minorga Sand Dollar on the Key

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,249 reviews)
"Wonderful spot to stay! Traveled solo and Captiva was perfect "
United States
Angela
The price is CA $284
CA $344 total
includes taxes & fees
May 11 - May 12
Captiva Beach Resort

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,471 reviews)
"Great place to stay, beach 2 minute walk."
United States
Joseph
The price is CA $254
CA $323 total
includes taxes & fees
May 25 - May 26
Tropical Beach Resorts

Outdoor Kitchen & Gaming Garage: Bradenton Retreat

Outdoor Kitchen & Gaming Garage: Bradenton Retreat
3.0 star property
Bradenton
The price is CA $275
CA $915 total
includes taxes & fees
May 21 - May 22
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
The price is CA $656
CA $817 total
includes taxes & fees
May 15 - May 16
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
The price is CA $365
CA $757 total
includes taxes & fees
May 27 - May 28
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
The price is CA $308
CA $643 total
includes taxes & fees
May 15 - May 16
Siesta Key Island Rentals

Beach Road

Beach Road
2.0 star property
Siesta Key
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
The price is CA $203
CA $229 total
includes taxes & fees
May 10 - May 11
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
The price is CA $462
CA $945 total
includes taxes & fees
Jun 3 - Jun 4
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
The price is CA $146
CA $439 total
includes taxes & fees
May 12 - May 13
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
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Casey Key. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.