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Our top choices for Siesta Key vacation homes

Beachy Sarasota Duplex

Beachy Sarasota Duplex
Sarasota
10.0 out of 10, Exceptional, (4 reviews)
"Great experience. House was in a great location and having a Dunkin walking distance was a plus. Definitely would recommend. Thank you A"
United States
pete t.
The price is ¥19,363
¥69,215 total
includes taxes & fees
May 12 - May 13
Beachy Sarasota Duplex

[escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (30 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 ¥23,559
¥60,033 total
includes taxes & fees
Apr 19 - Apr 20
[escape to paradise] siesta key beach getaway

Modern beach Retreat | Canal view | Private dock

Modern beach Retreat | Canal view | Private dock
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 ¥27,400
¥76,030 total
includes taxes & fees
Apr 19 - Apr 20
Modern beach Retreat | Canal view | Private dock

Sarasota Duplex near Siesta Key

Sarasota Duplex near Siesta Key
Sarasota
9.4 out of 10, Exceptional, (6 reviews)
"We enjoyed our stay! Location was great!!"
United States
Jacy N.
The price is ¥17,536
¥66,832 total
includes taxes & fees
May 12 - May 13
Sarasota Duplex near Siesta Key

Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ

Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ
Siesta Key Village
9.0 out of 10, Wonderful, (13 reviews)
"We enjoyed our stay at Everglades Villa. The location was the best feature as we were able to walk to Siesta Key Village and the beach. "
United States
Lisa S.
The price is ¥33,793
¥84,588 total
includes taxes & fees
Apr 21 - Apr 22
Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ

FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West

FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West
South Village
8.8 out of 10, Excellent, (5 reviews)
"Very nice. Walking distance to beach and restaurants"
United States
Mark P.
The price is ¥19,042
¥98,932 total
includes taxes & fees
Apr 18 - Apr 19
FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West

Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More
Siesta Key
9.2 out of 10, Wonderful, (36 reviews)
"Very nice, clean and quiet place."
United States
Monika Z.
The price is ¥45,013
¥81,348 total
includes taxes & fees
Apr 29 - Apr 30
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

Beachside villa in Siesta Key | Canal Front | pool

Beachside villa in Siesta Key | Canal Front | pool
Siesta Key Village
9.8 out of 10, Exceptional, (19 reviews)
"Nice clean and a short walk to everything!"
United States
Ralph S.
The price is ¥25,707
¥64,886 total
includes taxes & fees
May 6 - May 7
Beachside villa in Siesta Key | Canal Front | pool

Private Beach Access w/shared Pool -Casita East

Private Beach Access w/shared Pool -Casita East
South Village
9.2 out of 10, Wonderful, (5 reviews)
"A beautiful beach cottage that's minutes from a lesser-known but just as beautiful stretch of Siesta Key. We'll be returning for sure :)"
United States
Leigh T.
Private Beach Access w/shared Pool -Casita East

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (65 reviews)
"We had a wonderful time-perfect location to beach and village. Was nice to come back to a very comfortable and relaxing home. Definitely recommend-5 stars! "
United States
Laura
The price is ¥30,342
¥67,411 total
includes taxes & fees
Apr 19 - Apr 20
Siesta Key Island Rentals

Condo with Private Beach Access, Great Shared Amenities - Private Beach House

Condo with Private Beach Access, Great Shared Amenities - Private Beach House
Siesta Key
9.2 out of 10, Wonderful, (45 reviews)
"Very nice property! Beautiful beach! We had a problem with one of the showers and it was solved right away.The communication with the management was excellent , they reached to us several times though texts to make sure everything was ok.We highly recommend this property!"
United States
Fernanda L.
Condo with Private Beach Access, Great Shared Amenities - Private Beach House

Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly

Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly
Siesta Key Village
9.8 out of 10, Exceptional, (80 reviews)
"Loved this spot! We have stayed a MANY rentals on Siesta, this was our fave!!"
United States
wendy a.
Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very Good, (41 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is ¥19,651
¥54,156 total
includes taxes & fees
Apr 22 - Apr 23
Siesta Heron Suites & Villas

Dog Friendly, Private Heated Pool, Steps to the Beach and Shops! -Aruba

Dog Friendly, Private Heated Pool, Steps to the Beach and Shops! -Aruba
Siesta Key Village
9.6 out of 10, Exceptional, (57 reviews)
"What a beautiful place in an excellent location central to everything!! We loved the house and would absolutely stay here again if we make it back to vacation in Siesta Key!"
United States
Mandy H.
The price is ¥89,268
¥212,131 total
includes taxes & fees
Apr 18 - Apr 19
Dog Friendly, Private Heated Pool, Steps to the Beach and Shops! -Aruba

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 ¥17,949
¥32,434 total
includes taxes & fees
May 12 - May 13
The Mermaid at Tiny House Siesta

Sea Turtle- Full Sized living at Tiny House Siesta

Sea Turtle- Full Sized living at Tiny House Siesta
Sarasota
9.2 out of 10, Wonderful, (17 reviews)
"Cute Tiny House community. Some shops, etc. within walking distance. The place worked well for our short stay. "
United States
Amy H.
The price is ¥19,696
¥34,408 total
includes taxes & fees
Apr 20 - Apr 21
Sea Turtle- Full Sized living at Tiny House Siesta

2 Bedroom Unit with Pool - 2 min walk to Siesta Beach

2 Bedroom Unit with Pool - 2 min walk to Siesta Beach
Siesta Key
10.0 out of 10, Exceptional, (2 reviews)
"My husband, parents and I only stayed for three nights, but it was an absolute perfect spot for us! Very close to the beach and trolley stops to get you pretty much anywhere on Siesta Key. The place was very clean and adorably decorated. The pool and hot tub were exactly as described and made our trip even better. We Would definitely stay here again!"
United States
Melissa B.
The price is ¥41,429
¥90,655 total
includes taxes & fees
Apr 27 - Apr 28
2 Bedroom Unit with Pool - 2 min walk to Siesta Beach

Lulu's Key House Leatherback 2/2 Downstairs

Lulu's Key House Leatherback 2/2 Downstairs
4.0 star property
Siesta Key Village
The price is ¥60,605
¥118,316 total
includes taxes & fees
May 2 - May 3
Lulu's Key House Leatherback 2/2 Downstairs

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 ¥45,538
¥111,202 total
includes taxes & fees
May 4 - May 5
Mimosa | Located in Siesta Key Village w/ Heated Pool and Just Steps to Beach!

Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals

Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals
South Village
9.6 out of 10, Exceptional, (70 reviews)
"The room was clean and the owner was so kind! "
United States
Gloria
The price is ¥46,146
¥107,604 total
includes taxes & fees
Apr 23 - Apr 24
Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals
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
439
Accommodation
913 Vacation Homes
Lowest Price
¥32,434
Highest Price
¥212,131