A yellow lifeguard tower with an American flag on a beach with people and umbrellas.

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Our top choices for Siesta Key vacation homes

Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach

Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach
Sarasota
The price is ¥15,521
¥29,907 total
includes taxes & fees
Aug 11 - Aug 12
Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach

The Mermaid at Tiny House Siesta

The Mermaid at Tiny House Siesta
Sarasota
10.0 out of 10, Exceptional, (3 reviews)
"The inside was very clean, we were very impressed! Being only a few minutes away from the beach, the location was perfect for what we had in mind. Area was surrounded by places to go shop as well. Would definitely stay again!"
United States
Jaret
The price is ¥18,270
¥33,014 total
includes taxes & fees
Jul 26 - Jul 27
The Mermaid at Tiny House Siesta

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.6 out of 10, Excellent, (44 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is ¥17,686
¥52,506 total
includes taxes & fees
Jul 16 - Jul 17
Siesta Heron Suites & Villas

Coastal 2 Bedroom Duplex Steps Away from the Beach

Coastal 2 Bedroom Duplex Steps Away from the Beach
South Village
10.0 out of 10, Exceptional, (2 reviews)
"nice place"
United States
Haydee C.
Coastal 2 Bedroom Duplex Steps Away from the Beach

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (72 reviews)
"Great location, very clean and spacious."
United States
Jason
The price is ¥30,483
¥69,054 total
includes taxes & fees
Jul 21 - Jul 22
Siesta Key Island Rentals

[escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (31 reviews)
"Very clean and great location! Beds very comfortable and owner very responsive and accommodating! Highly recommend staying here!"
United States
Tim T.
The price is ¥14,988
¥49,478 total
includes taxes & fees
Jul 14 - Jul 15
[escape to paradise] siesta key beach getaway

2 Bedroom 2 Bath home near Siesta Key Beach

2 Bedroom 2 Bath home near Siesta Key Beach
Sarasota
8.6 out of 10, Excellent, (40 reviews)
"Great little place -perfect for a few days in siesta "
United States
Linda K.
The price is ¥19,240
¥50,237 total
includes taxes & fees
Jul 16 - Jul 17
2 Bedroom 2 Bath home near Siesta Key Beach

Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly

Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly
Siesta Key Village
9.4 out of 10, Exceptional, (20 reviews)
"Great location to walk to siesta key village. "
United States
N A.
The price is ¥18,917
¥92,971 total
includes taxes & fees
Jul 14 - Jul 15
Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly

Island Villa | Cozy Beach Retreat | Walk to Village

Island Villa | Cozy Beach Retreat | Walk to Village
Siesta Key Village
8.4 out of 10, Very Good, (13 reviews)
"Great place to stay and very close to restaurants "
United States
Amber B.
The price is ¥26,030
¥75,753 total
includes taxes & fees
Aug 11 - Aug 12
Island Villa | Cozy Beach Retreat | Walk to Village

Sunset - Private Beach Access!

Sunset - Private Beach Access!
South Village
10.0 out of 10, Exceptional, (3 reviews)
"Great time"
United States
La Belle P.
The price is ¥20,210
¥91,943 total
includes taxes & fees
Jul 14 - Jul 15
Sunset - Private Beach Access!

Sunrise - Perfect Couples Retreat!

Sunrise - Perfect Couples Retreat!
South Village
6.0 out of 10, (1 review)
"The house was very clean and the check in and check out process was easy. I felt like we were deceived because the listing stated we were renting the entire house, with 3 bedrooms but it's not the entire home. The home is split into 2 and there's 2 bedrooms plus the livingroom with the sofa bed. Overall we liked the location but they need to fix the details instead of deceiving people. Also, you only get one parking space and the "private" beach entrance includes all the other condos in the area...
United States
ANTONIO
Sunrise - Perfect Couples Retreat!

Lulu's Key House Kemp Ridley 1/1 Downstairs

Lulu's Key House Kemp Ridley 1/1 Downstairs
3.5 star property
Siesta Key Village
10.0 out of 10, Exceptional, (5 reviews)
"Absolutely beautiful place. Very clean, easy check-in, wonderful location"
United States
Christine
The price is ¥42,983
¥97,286 total
includes taxes & fees
Jul 17 - Jul 18
Lulu's Key House Kemp Ridley 1/1 Downstairs

Villa Fiesta - 312 “Siesta Key”

Villa Fiesta - 312 “Siesta Key”
Siesta Key Village
The price is ¥41,975
¥111,788 total
includes taxes & fees
Jul 14 - Jul 15
Villa Fiesta - 312 “Siesta Key”

Flamingo 1BR Beach-side Villa in Siesta Key - Pool

Flamingo 1BR Beach-side Villa in Siesta Key - Pool
Siesta Key Village
8.0 out of 10, Very Good, (4 reviews)
"You truly do not need a vehicle to stay here. You can literaly walk to EVERYTHING within 3 to 5 min. A very comfortable, cute and welcoming place. "
United States
tammy U.
Flamingo 1BR Beach-side Villa in Siesta Key - Pool

Pet Friendly home, Close to Sarasota Beach!

Pet Friendly home, Close to Sarasota Beach!
Siesta Key Village
9.0 out of 10, Wonderful, (8 reviews)
"Great communication from host and close to everything!"
United States
stacey m.
The price is ¥25,001
¥100,877 total
includes taxes & fees
Jul 14 - Jul 15
Pet Friendly home, Close to Sarasota Beach!

FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West

FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West
South Village
9.2 out of 10, Wonderful, (7 reviews)
"Everything was very clean and exactly as described. Communication was clear and timely but not overbearing"
United States
Barb S.
FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West

Mira Bella - 6630B “Siesta Key”

Mira Bella - 6630B “Siesta Key”
South Village
Mira Bella - 6630B “Siesta Key”

Mimosa | Located in Siesta Key Village w/ Heated Pool and Just Steps to Beach!

Mimosa | Located in Siesta Key Village w/ Heated Pool and Just Steps to Beach!
Siesta Key Village
8.8 out of 10, Excellent, (15 reviews)
"Nice place! Would stay here again. Perfect location. "
United States
Laura
The price is ¥59,400
¥127,445 total
includes taxes & fees
Jul 27 - Jul 28
Mimosa | Located in Siesta Key Village w/ Heated Pool and Just Steps to Beach!

Key Life Beach l Shared Pool, Walk to the Beach!

Key Life Beach l Shared Pool, Walk to the Beach!
Siesta Key
The price is ¥52,331
¥159,095 total
includes taxes & fees
Jul 14 - Jul 15
Key Life Beach l Shared Pool, Walk to the Beach!

Private Beach Access w/shared Pool -Casita East

Private Beach Access w/shared Pool -Casita East
South Village
9.4 out of 10, Exceptional, (6 reviews)
"Great stay overall! Check-in was smooth and hassle-free, and the unit was very clean upon arrival. It had everything we needed for a comfortable visit, though a few additional amenities would have made it even better. That said, we really enjoyed our stay and would definitely consider coming back."
United States
John H.
The price is ¥24,486
¥108,488 total
includes taxes & fees
Jul 19 - Jul 20
Private Beach Access w/shared Pool -Casita East
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 Siesta Key Hotel Reviews

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Siesta Key Vacation Homes information

Number of reviews
77
Accommodation
933 Vacation Homes
Lowest Price
¥52,506
Highest Price
¥116,805