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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Casey Key holiday rentals

Beachside One Bedroom Suite | Premium bedding, pillow-top beds, individually decorated

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (599 reviews)
"The location is ideal, rooms are nice and the owners are extremely accommodating. "
United States
Catherine
A Beach Retreat
Outdoor wedding area

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
Exterior

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 7.106.685 ₫
19.746.337 ₫ total
includes taxes & fees
31 Mar - 1 Apr
Chadwick Cove Resort & Marina
Deluxe Suite, 2 Bedrooms | In-room safe, iron/ironing board, free WiFi

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 15.427.677 ₫
17.433.275 ₫ total
includes taxes & fees
5 Apr - 6 Apr
SeaSpray Resort
House (3 Bedrooms) | Interior

5 Mi to Golf & Trails: North Port Retreat w/ Pool

5 Mi to Golf & Trails: North Port Retreat w/ Pool
3.0 star property
North Port
10.0 out of 10, Exceptional, (1 review)
"The house had everything we needed, great location & neighborhood also."
United States
Gina
The price is 3.351.424 ₫
11.963.536 ₫ total
includes taxes & fees
15 Mar - 16 Mar
5 Mi to Golf & Trails: North Port Retreat w/ Pool
Interior

Family Fun: Ping Pong, Bbq, Walk to Park Nearby

Family Fun: Ping Pong, Bbq, Walk to Park Nearby
3.0 star property
Fruitville
The price is 7.465.005 ₫
19.272.558 ₫ total
includes taxes & fees
15 Mar - 16 Mar
Family Fun: Ping Pong, Bbq, Walk to Park Nearby
Terrace/patio

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (258 reviews)
"Great place! "
United States
Michelle
The price is 4.288.842 ₫
4.846.392 ₫ total
includes taxes & fees
2 Apr - 3 Apr
Kon Tiki Inn
Beach nearby, white sand, beach umbrellas, beach towels

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 14.564.556 ₫
17.907.701 ₫ total
includes taxes & fees
9 Mar - 10 Mar
The Inn On Siesta Key
Luxury Condo, Beach View | Balcony

Gulf View Condominiums

Gulf View Condominiums
3.5 star property
Manasota Key
The price is 13.389.862 ₫
29.402.795 ₫ total
includes taxes & fees
19 Mar - 20 Mar
Gulf View Condominiums
447 Avenida De Mayo, Siesta Key, FL W/Pool | Private kitchen

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (60 reviews)
"Wonderful stay,Great owners,Fun times"
United States
Cornelia
The price is 10.260.322 ₫
15.873.635 ₫ total
includes taxes & fees
14 Mar - 15 Mar
Siesta Key Island Rentals
Exterior

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,208 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 7.404.499 ₫
8.811.055 ₫ total
includes taxes & fees
1 Apr - 2 Apr
Captiva Beach Resort
Exterior

Coastal Breeze Siesta - Turtle

Coastal Breeze Siesta - Turtle
2.0 star property
Siesta Key
10.0 out of 10, Exceptional, (1 review)
"Great little place to stay and enjoy the nearby beaches and restaurants! The communication was on point. We will be back "
United States
Jacob
The price is 8.084.001 ₫
16.032.376 ₫ total
includes taxes & fees
1 Apr - 2 Apr
Coastal Breeze Siesta - Turtle
Property grounds

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,340 reviews)
"Wonderful stay!"
United States
Victoria
The price is 6.140.053 ₫
7.619.016 ₫ total
includes taxes & fees
11 Mar - 12 Mar
Tropical Beach Resorts
House, Lakeside | Living area | 39-inch flat-screen TV with digital channels, TV, streaming services

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (40 reviews)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
The price is 9.492.605 ₫
15.995.103 ₫ total
includes taxes & fees
12 Mar - 13 Mar
Siesta Heron Suites & Villas
House (4 Bedrooms) | Interior

Outdoor Kitchen & Gaming Garage: Bradenton Retreat

Outdoor Kitchen & Gaming Garage: Bradenton Retreat
3.0 star property
Bradenton
The price is 5.264.793 ₫
17.532.285 ₫ total
includes taxes & fees
24 Mar - 25 Mar
Outdoor Kitchen & Gaming Garage: Bradenton Retreat
Interior

Stylish Retro Vibes Private BBQ & Beach Access

Stylish Retro Vibes Private BBQ & Beach Access
3.0 star property
Sarasota
The price is 1.885.896 ₫
9.905.503 ₫ total
includes taxes & fees
9 Mar - 10 Mar
Stylish Retro Vibes Private BBQ & Beach Access
Aerial view

The Ringling Beach House

The Ringling Beach House
3.5 star property
Siesta Key
9.0 out of 10, Wonderful, (354 reviews)
"great location, very clean, quiet"
United States
Joaquin
The Ringling Beach House
Outdoor pool

4BR Spacious Paradise

4BR Spacious Paradise
2.0 star property
Siesta Key Village
The price is 12.628.061 ₫
22.124.609 ₫ total
includes taxes & fees
2 Apr - 3 Apr
4BR Spacious Paradise
Cabin (Tiny House - Green Lifeguard Stand) | Living area | Flat-screen TV, Netflix, streaming services

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (352 reviews)
"Clean room, easy check in, beach nearby 15 minute walk, Florida Fun Rides scooter rental place nearby"
United States
Justice
The price is 2.907.423 ₫
6.467.837 ₫ total
includes taxes & fees
15 Mar - 16 Mar
Tiny House Siesta
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,263 reviews)
"Very clean, and staff was extremely nice. "
United States
Maribeth
The price is 6.555.846 ₫
7.408.107 ₫ total
includes taxes & fees
5 Apr - 6 Apr
Hibiscus Suites - Gateway to Siesta Key
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

Hyatt Place Sarasota/Bradenton Airport

Hyatt Place Sarasota/Bradenton Airport

2/10 Terrible
"Husband was injured when the grab bar in the shower came out of the wall"
Kris 2-night trip
Posted 6 hours ago
Hyatt Place Sarasota/Bradenton Airport