Search Vacation Homes in Siesta Key
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 805 Vacation Homes in Siesta Key with updated reviews, rates, and availability.

Siesta Key Island Rentals
Siesta Key Island Rentals
9.6 out of 10, Exceptional, (29)

SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND
9.6 out of 10, Exceptional, (44)
The price is AED 2,931
AED 5,186 total
includes taxes & fees
6 May - 7 May

Close to Beach Access #7, Short Walk to the Village
Close to Beach Access #7, Short Walk to the Village
9.8 out of 10, Exceptional, (45)
The price is AED 731
AED 1,996 total
includes taxes & fees
2 May - 3 May

Pelicans Place | Your Family Beach Getaway Steps from Siesta Key Beach & Village
Pelicans Place | Your Family Beach Getaway Steps from Siesta Key Beach & Village
9.6 out of 10, Exceptional, (10)
The price is AED 1,294
AED 3,352 total
includes taxes & fees
21 May - 22 May

SKV 315 - Pool, Walk to Village, Beach, Restaurants, Bars, Shops!!
SKV 315 - Pool, Walk to Village, Beach, Restaurants, Bars, Shops!!
9.6 out of 10, Exceptional, (30)

Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.)
Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.)
10.0 out of 10, Exceptional, (31)

Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts
Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts
9.8 out of 10, Exceptional, (113)

Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool
9.4 out of 10, Exceptional, (6)
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Siesta Key

Tropical Beach Resorts
Tropical Beach Resorts
9.4 out of 10, Exceptional, (4642)
The price is AED 538
AED 691 total
includes taxes & fees
27 May - 28 May

Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
10.0 out of 10, Exceptional, (20)

Captiva Beach Resort
Captiva Beach Resort
9.0 out of 10, Wonderful, (1087)
The price is AED 700
AED 915 total
includes taxes & fees
4 May - 5 May
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.
Recent reviews of Siesta Key hotels
Recent reviews of Siesta Key hotels

Siesta Key Beachside Villas
5/5 Excellent
Little Gem
"This resort was better than described and illustrated. Easy check-in & check-out. Very close proximity to the village and beach. Highly recommend booking a stay. We were in a king studio that was very large with a huge bathroom. Recently renovated due to 2023 storms. We will be back"
A verified traveler stayed at Siesta Key Beachside Villas
Posted 2 days ago