Vacation rentals in Siesta Key
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Vacation rentals in Siesta Key
![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/79af1b6d_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
4.22 km from city centre
The price is CA $341 per night
CA $341
CA $418 total
includes taxes & fees
9 Mar - 10 Mar
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Pool
Kitchen
![The Ringling Beach House](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/59dd995a_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Ringling Beach House
523 Beach Road, Siesta Key, FL
0.72 km from city centre
The price is CA $400 per night
CA $400
CA $597 total
includes taxes & fees
24 Feb - 25 Feb
Stay at this 3.5-star apartment in Siesta Key. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Pool
Kitchen
![Captiva Beach Resort](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Captiva Beach Resort
6772 Sara Sea Circle, Siesta Key, FL
Free cancellation
Reserve now, pay when you stay
4.31 km from city centre
The price is CA $394 per night
CA $394
CA $494 total
includes taxes & fees
19 Feb - 20 Feb
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Pool
Kitchen
![The Residences at Siesta Key Beach by Hyatt Vacation Club](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/95f89fb9_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Residences at Siesta Key Beach by Hyatt Vacation Club
915 Seaside Drive, Siesta Key, FL
4.12 km from city centre
The price is CA $1,461 per night
CA $1,461
CA $1,723 total
includes taxes & fees
3 Mar - 4 Mar
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Pool
Breakfast included
![Siesta Heron Suites & Villas](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/abc50d21_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Siesta Heron Suites & Villas
8254 Midnight Pass Rd, Siesta Key, FL
6.53 km from city centre
The price is CA $414 per night
CA $414
CA $753 total
includes taxes & fees
19 Mar - 20 Mar
Stay at this 3.5-star vacation home in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Siesta Key Beach and Turtle Beach are located nearby.
Pool
Kitchen
![Siesta Key Island Rentals](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/e97667de_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Siesta Key Island Rentals
515 Beach Rd, Siesta Key, FL
0.67 km from city centre
Stay at this 3-star vacation home in Siesta Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Washer
Dryer
![The Inn On Siesta Key](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/c95eb815_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Inn On Siesta Key
515 Beach Road, Siesta Key, FL
0.68 km from city centre
The price is CA $471 per night
CA $471
CA $586 total
includes taxes & fees
19 Feb - 20 Feb
Stay at this 3.5-star beach cottage in Siesta Key. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Pool
Kitchen
![WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US](https://images.trvl-media.com/lodging/69000000/68500000/68498100/68498047/69b25432_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US
3.22 km from city centre
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Pool
Kitchen
![Amazing view of the Gulf!! Siesta Key at its best.](https://images.trvl-media.com/lodging/85000000/84520000/84518800/84518738/414d1b9f_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Amazing view of the Gulf!! Siesta Key at its best.
1.56 km from city centre
Stay at this condo in Siesta Key. Enjoy private pools, a fitness center, and a pool table. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Pool
Kitchen
![Stunning Home, Resort Pool Area w/ Waterslide and Spa, Gulf Views](https://images.trvl-media.com/lodging/74000000/73780000/73778600/73778592/7c661527_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Stunning Home, Resort Pool Area w/ Waterslide and Spa, Gulf Views
0.25 km from city centre
Stay at this vacation home in Siesta Key. Enjoy free WiFi, private pools, and a garden. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Pool
Hot tub
![SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B](https://images.trvl-media.com/lodging/84000000/83070000/83062100/83062026/3347f374_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
1.14 km from city centre
Stay at this vacation home in Siesta Key. Enjoy a beach locale, an in-room coffeemaker, and air conditioning. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
![☀️Direct on the #1 beach! Sunset views! Beach & Pool Open! Beach Loungers! CLEAN](https://images.trvl-media.com/lodging/20000000/19900000/19897000/19897000/b213b8a0_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
☀️Direct on the #1 beach! Sunset views! Beach & Pool Open! Beach Loungers! CLEAN
3.51 km from city centre
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
![Beachfront Condo - 2-Bedroom - Luxury - Directly on Crescent Beach](https://images.trvl-media.com/lodging/34000000/33550000/33546200/33546121/df59a863_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Beachfront Condo - 2-Bedroom - Luxury - Directly on Crescent Beach
3.51 km from city centre
Book a stay at this family-friendly condo in Siesta Key. Enjoy a beach locale, cable/satellite TV service, and in-room washers/dryers. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
![Siesta Palms By the Beach](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/984b49c7_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Siesta Palms By the Beach
1017 Point of Rocks Rd, Siesta Key, FL
4.35 km from city centre
Stay at this 3.5-star aparthotel in Siesta Key. Enjoy free WiFi, free parking, and a garden. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Pool
Hot tub
![SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND](https://images.trvl-media.com/lodging/71000000/70550000/70546800/70546750/cba0859c_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND
0.83 km from city centre
The price is CA $2,124 per night
CA $2,124
CA $3,260 total
includes taxes & fees
2 Mar - 3 Mar
Book a stay at this beach vacation home in Siesta Key. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Kitchen
Washer
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.
Top vacation rental destinations
Other Property Types
Most popular
Hotels
Flights
Activities