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

Casey Key Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Casey Key vacation rentals

A wooden structure with a thatched roof overlooking a beach.

1. Casey Key Resort

Casey Key Resort
3.0 star property
Casey Key
8.4 out of 10, Very good, (284 reviews)
"Nice little property,very well kept.Host was very nice and helpful.Will be back again."
United States
Greg
The price is P10,721
P13,187 total
includes taxes & fees
Sep 30 - Oct 1
Casey Key Resort
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

2. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (684 reviews)
"Great stay!!"
United States
Genghis
The price is P11,808
P13,343 total
includes taxes & fees
Sep 28 - Sep 29
A Beach Retreat
An outdoor patio with a grill, white chairs, and a red umbrella.

3. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,453 reviews)
"This place was perfect!"
United States
Kat
The price is P7,439
P8,406 total
includes taxes & fees
Sep 28 - Sep 29
Hibiscus Suites - Gateway to Siesta Key
A pool area with a waterfall feature, lounge chairs, and palm trees.

4. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,921 reviews)
"Amazing resort,"
United States
kurt
The price is P8,444
P11,165 total
includes taxes & fees
Sep 29 - Sep 30
Tropical Beach Resorts
A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

5. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,309 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is P9,233
P11,492 total
includes taxes & fees
Sep 29 - Sep 30
Captiva Beach Resort
A modern kitchen with stainless steel appliances, granite countertops, and wooden cabinets.

6. Explore Sarasota: Condo w/ Pool Access, Near Dtwn

Explore Sarasota: Condo w/ Pool Access, Near Dtwn
3.5 star property
Sarasota
The price is P4,748
P16,592 total
includes taxes & fees
Sep 28 - Sep 29
Explore Sarasota: Condo w/ Pool Access, Near Dtwn
A modern living room with a flat-screen TV on a wooden cabinet, a grey sofa with patterned cushions, and a large window with sheer curtains.

7. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (183 reviews)
"Property and room were beautiful!! Right across the street from the beach ⛱️"
United States
Michelle Suzanne
The price is P14,001
P15,821 total
includes taxes & fees
Sep 28 - Sep 29
SeaSpray Resort
A beach with tall grasses and a sunset sky.

8. Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is P22,241
P41,617 total
includes taxes & fees
Sep 30 - Oct 1
Siesta Heron 6 / Sunset
A compact living space with a kitchen, a dining area, and a sofa with cushions.

9. Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (386 reviews)
"It's a very cute tiny house in a great location. Walking distance to Siesta Keys beach and numerous restaurants. I loved the decor in the sea turtle house. I would definitely stay here again next time I'm in Florida."
United States
Staci
The price is P3,933
P12,875 total
includes taxes & fees
Oct 13 - Oct 14
Tiny House Siesta
A spacious living room with a leather sofa, a glass coffee table, and a wooden dining table. Large windows provide ample natural light and a view of the outdoors.

10. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (45 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is P6,061
P19,415 total
includes taxes & fees
Sep 30 - Oct 1
Siesta Heron Suites & Villas
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

11. Minorga Sand Dollar on the Key

Minorga Sand Dollar on the Key
3.5 star property
Siesta Key Village
The price is P17,178
P40,590 total
includes taxes & fees
Oct 10 - Oct 11
Minorga Sand Dollar on the Key
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

12. Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.4 out of 10, Exceptional, (81 reviews)
"The property was clean and had great decor! They provide everything you need for the beach and the pool is a great added bonus. Perfect location with being so close the restaurants and the beach. We are already planning our next stay!"
United States
Meghan
The price is P6,572
P20,505 total
includes taxes & fees
Sep 30 - Oct 1
Siesta Key Island Rentals
A wooden-paneled room with a round table and four chairs, a flat-screen TV mounted on the wall, and a refrigerator in the background.

13. Sun Outdoors Sarasota

Sun Outdoors Sarasota
2.5 star property
Fordville
The price is P28,114
P31,769 total
includes taxes & fees
Oct 9 - Oct 10
Sun Outdoors Sarasota
An aerial view of a coastal town with beachfront properties, a marina, and clear blue waters.

14. 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
The price is P10,042
P39,361 total
includes taxes & fees
Sep 28 - Sep 29
Chadwick Cove Resort & Marina
A covered outdoor area with white furniture, including chairs and a table, overlooking a beach.

15. Gulf View Condominiums

Gulf View Condominiums
3.5 star property
Manasota Key
The price is P26,568
P64,117 total
includes taxes & fees
Sep 28 - Sep 29
Gulf View Condominiums
A residential backyard with a lawn, a wooden deck, and a white house with a grey roof.

16. 4 Mi to Dtwn! Studio w/ Screened Porch in Sarasota

4 Mi to Dtwn! Studio w/ Screened Porch in Sarasota
3.0 star property
Ridge Wood Heights
The price is P7,497
P15,812 total
includes taxes & fees
Sep 28 - Sep 29
4 Mi to Dtwn! Studio w/ Screened Porch in Sarasota
A water slide in a pool area with a rocky backdrop and a small waterfall.

17. Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
9.4 out of 10, Exceptional, (8 reviews)
"I would stay again, very accommodating"
United States
Deliondra
The price is P9,371
P28,451 total
includes taxes & fees
Sep 28 - Sep 29
Cedar Run Resort - Roam Hospitality
A clear view of a beach with a wooden picnic table and palm trees.

18. Beach Road

Beach Road
2.0 star property
Siesta Key
Beach Road
A modern living room with a sofa, coffee table, and artwork on the walls.

19. Pineapple Paradise 1 13 min to Beach Fire Pit

Pineapple Paradise 1 13 min to Beach Fire Pit
2.0 star property
Central Sarasota
Pineapple Paradise 1 13 min to Beach Fire Pit
A living room with a sofa, armchair, coffee table, and a potted plant.

20. Siesta Vibe Pool Walk To Crescent Beach

Siesta Vibe Pool Walk To Crescent Beach
2.0 star property
South Village
The price is P7,464
P24,365 total
includes taxes & fees
Sep 28 - Sep 29
Siesta Vibe Pool Walk To Crescent Beach
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

Inn at the Beach

Inn at the Beach

10/10 Excellent
"The perfect place to stay! Well well kept property and just steps away from the beach. Well well went to the pier and it was only an 8 minute drive. The front desk staff were amazing and so friendly. When we checked out they remembered where we were from and what we had planned. They felt like home away from home. Will always stay here in the future"
Megan 1-night trip
Posted 1 hour ago
Inn at the Beach

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