Holiday Homes in Siesta Key

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Our top choices for Siesta Key holiday homes

9.8 out of 10, Exceptional, (27 reviews)
"Clean and great location! Would stay again! "
United States
Laura W.
The price is €348
includes taxes & fees
31 Mar - 1 Apr
[escape to paradise] siesta key beach getaway

Holiday Home in Sarasota

Beachy Sarasota Duplex
10.0 out of 10, Exceptional, (3 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 €437
includes taxes & fees
14 Apr - 15 Apr
Beachy Sarasota Duplex

Holiday Home in Siesta Key Village

Modern beach Retreat | Canal view | Private dock
8.2 out of 10, Very good, (12 reviews)
"Great place to stay and very close to restaurants "
United States
Amber B.
The price is €408
includes taxes & fees
22 Mar - 23 Mar
Modern beach Retreat | Canal view | Private dock
9.6 out of 10, Exceptional, (124 reviews)
"You are in your own piece of paradise when you stay here. Many amenities available. Ven, our host was always available when needed."
United States
Elizabeth D.
The price is €446
includes taxes & fees
25 Mar - 26 Mar
1 mile to Siesta Key! Early Bird Special & Low Wkly Rates! Heated Pool! BBQ
9.0 out of 10, Wonderful, (13 reviews)
"Great location, clean, good communication. "
United States
Alexandra P.
The price is €531
includes taxes & fees
23 Mar - 24 Mar
Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ
9.2 out of 10, Wonderful, (35 reviews)
"We stayed in building 6 which had amazing space and private entrence. The bikes allowed us to ride to the beach every morning. Would recommend. "
United States
lucas c.
The price is €586
includes taxes & fees
3 Apr - 4 Apr
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More
9.8 out of 10, Exceptional, (77 reviews)
"This house was clean and in a perfect location within walking distance to the beach and the village. Perfect size for our family of 5 for a 2 night stay in November."
United States
Patrick G.
The price is €822
includes taxes & fees
23 Mar - 24 Mar
Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly
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.
The price is €709
includes taxes & fees
22 Mar - 23 Mar
Condo with Private Beach Access, Great Shared Amenities - Private Beach House

Holiday Home in Sarasota

The Mermaid at Tiny House Siesta
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 Mermaid at Tiny House Siesta

Holiday Home in Siesta Key Village

Beachside villa in Siesta Key | Canal Front | pool
9.8 out of 10, Exceptional, (19 reviews)
"The room was very clean and close to everything. We had to buy toilet paper and Kleenex as there wasn’t enough for the room. Enjoyed our stay"
United States
Kelly F.
The price is €411
includes taxes & fees
28 Mar - 29 Mar
Beachside villa in Siesta Key | Canal Front | pool

Holiday Home in Sarasota

Sarasota Duplex near Siesta Key
9.4 out of 10, Exceptional, (6 reviews)
"We enjoyed our stay! Location was great!!"
United States
Jacy N.
The price is €437
includes taxes & fees
14 Apr - 15 Apr
Sarasota Duplex near Siesta Key
10.0 out of 10, Exceptional, (3 reviews)
"We had an amazing stay! The home was clean, comfortable, and beautifully set up with everything we needed. The tropical vibe really made it feel like a vacation, and the location was perfect—just minutes from Siesta Key Beach. The host was very responsive and welcoming, which made the stay even better. We would absolutely stay here again and highly recommend it to anyone visiting the area."
United States
Matt A.
5 Min to Siesta Key Beach • Spacious 2BR Getaway
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.
2 Bedroom Unit with Pool - 2 min walk to Siesta Beach

Holiday Home in Siesta Key

Siesta Heron Suites & Villas
3.5 star property
8.4 out of 10, Very good, (41 reviews)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
The price is €428
includes taxes & fees
26 Mar - 27 Mar
Siesta Heron Suites & Villas
9.4 out of 10, Exceptional, (16 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 €191
includes taxes & fees
23 Mar - 24 Mar
Sea Turtle- Full Sized living at Tiny House Siesta

Holiday Home in Siesta Key

LUXURY HOUSE BY THE CANAL ☀️
9.6 out of 10, Exceptional, (115 reviews)
"Very nice place in a beautiful neighborhood "
United States
Luis G.
LUXURY HOUSE BY THE CANAL ☀️
10.0 out of 10, Exceptional, (46 reviews)
"The host was amazing as was the property and amenities. "
United States
Todd K.
The price is €720
includes taxes & fees
28 Mar - 29 Mar
Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks
9.6 out of 10, Exceptional, (57 reviews)
"Good "
United States
Yohana
The price is €1,035
includes taxes & fees
27 Mar - 28 Mar
Dog Friendly, Private Heated Pool, Steps to the Beach and Shops! -Aruba
9.6 out of 10, Exceptional, (49 reviews)
"Great place, awesome location.was a very nice stay. Would be go back. "
United States
Ben D.
The price is €1,026
includes taxes & fees
12 Apr - 13 Apr
JUST One Block From Beach and One Block From Village – Island Time East

Holiday Home in South Village

Sunset - Private Beach Access!
Sunset - Private Beach Access!
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

Find out more about Siesta Key

Siesta Key Holiday Homes information

Number of reviews
519
Accommodation
899 Holiday Homes
Lowest Price
€191
Highest Price
€1,035

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