Search Vacation Homes in Siesta Key

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Siesta Key

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (35)
"Great vacation stay "
The price is SAR 699
SAR 1,465 total
includes taxes & fees
18 Jun - 19 Jun
Siesta Key Island Rentals

Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

9.2 out of 10, Wonderful, (10)
"We had a great stay at this property! We had five adults and one infant with plenty of room to be comfortable. We enjoyed the short walk to the beach and that beach chairs were provided by the HOA (umbrellas are not but there was one at the property). The owners were wonderful, fast responses to any messages and made sure we had everything we needed to have a great time! Definitely recommend this property if you’re in Siesta Key and looking to be very close to the beach!"
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

Experience paradise steps away from Siesta Key Beach

9.8 out of 10, Exceptional, (199)
"It was clean and beautiful. We had a great time!!!"
Experience paradise steps away from Siesta Key Beach

2-Car Garage, Private Pool & Beach Access, BBQ grill & Pool/Beach Things

10.0 out of 10, Exceptional, (97)
"Our stay was amazing, Tammy was great with communication, everything at the house was labeled. Beach chairs were awesome. Nothing bad to say about this stay!"
2-Car Garage, Private Pool & Beach Access, BBQ grill & Pool/Beach Things

Siesta beach....one and only

9.4 out of 10, Exceptional, (179)
"My family and I had a great stay during our time at the home. "
The price is SAR 709
SAR 2,027 total
includes taxes & fees
22 Jun - 23 Jun
Siesta beach....one and only

Spacious, beautifully decorated Townhouse ~ Private Beach~ Shuffleboard ~ Pool

9.8 out of 10, Exceptional, (74)
"Townhouse is beautiful, just steps to the beach. Amazing host, great location! Minor inconvenience of lots of construction in front of buildings, kinda loud and lots of construction vehicles."
The price is SAR 1,986
SAR 3,587 total
includes taxes & fees
22 Jun - 23 Jun
Spacious, beautifully decorated Townhouse ~ Private Beach~ Shuffleboard ~ Pool

Latitude Adjustment | Waterfront Home w/ Private Heated Pool! Walk to Siesta Village & Beach!

10.0 out of 10, Exceptional, (48)
"Pretty and clean home on siesta key very well located to beaches and the village:)"
Latitude Adjustment | Waterfront Home w/ Private Heated Pool! Walk to Siesta Village & Beach!

Resort Style Backyard! Private Dock and Beach Views! - Sea Spray

9.6 out of 10, Exceptional, (73)
"A great experience for all "
Resort Style Backyard! Private Dock and Beach Views! - Sea Spray

Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"

9.6 out of 10, Exceptional, (124)
"we had a good stay"
Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"

New-Private Beach Access-Rock Wall-Zip Line & Waterslide-Rooftop-Gulf Views

10.0 out of 10, Exceptional, (1)
New-Private Beach Access-Rock Wall-Zip Line & Waterslide-Rooftop-Gulf Views

Island Escape | Home on Siesta Key w/ Private Heated Pool & Ping Pong Table!

10.0 out of 10, Exceptional, (22)
"Just like the pics and great location for beach and village amenities."
Island Escape | Home on Siesta Key w/ Private Heated Pool & Ping Pong Table!

Driftwood Cottage - Your Ultimate Siesta Key Hideaway Awaits in this 8-Guest Retreat

Driftwood Cottage - Your Ultimate Siesta Key Hideaway Awaits in this 8-Guest Retreat

Steps From Siesta Key Beach! 1BR w/ Heated Pool

9.8 out of 10, Exceptional, (24)
"The place was perfect for us. It was great to have access to the private beach. The pool was very nice as well."
Steps From Siesta Key Beach! 1BR w/ Heated Pool

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very Good, (31)
"A very comfortable stay in Siesta Key. Our apartment had been fully redeveloped since Hurricane Milton. Excellent job. Pool was really good. Nikes to ride. Kayaks to addle in the lagoon. All in allan exceptional choice. "
The price is SAR 442
SAR 1,254 total
includes taxes & fees
17 Jun - 18 Jun
Siesta Heron Suites & Villas

LAST MINUTE! THE BEACH SIESTA KEY VACATION BEST VALUE HOUSE!

9.4 out of 10, Exceptional, (32)
"Very nice location, clean, nice amenities"
LAST MINUTE! THE BEACH SIESTA KEY VACATION BEST VALUE HOUSE!

3 houses from the Beach! Private Pool, Spa, and Ping Pong Table - Sunset Gulf

9.6 out of 10, Exceptional, (57)
"Place was great, many rooms with great views. Really exceptional, Beautiful pool and patio, great bedrooms."
3 houses from the Beach! Private Pool, Spa, and Ping Pong Table - Sunset Gulf

Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.)

10.0 out of 10, Exceptional, (33)
"We were very happy with this place. "
Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.)

Suite w/ Shared Pool, Free WiFi, Central AC - Steps to the White Sand Beach

9.0 out of 10, Wonderful, (51)
"Some errors in listing. No laundry, pool not heated. Otherwise very good place."
Suite w/ Shared Pool, Free WiFi, Central AC - Steps to the White Sand Beach

Vacation Home w/ Ocean View, Steps to Beach, Pool w/ Waterslide, Mini Golf

10.0 out of 10, Exceptional, (33)
"Excellent property for a family getaway. All( from 8 months to 70 years old) enjoyed the pool and location close to the beach!"
Vacation Home w/ Ocean View, Steps to Beach, Pool w/ Waterslide, Mini Golf

Beautiful 2BR 2BA Home with Private Pool & Jacuzzi - Includes Pool Table

9.2 out of 10, Wonderful, (81)
"The hosts Laurel and Kevin are the best. Quick to address any questions or needs you might have come up. They are still doing repairs from the hurricane but mainly on outside property nothing that effected our stay. A very quiet area."
Beautiful 2BR 2BA Home with Private Pool & Jacuzzi - Includes Pool Table
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