Holiday Homes in Siesta Key

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Featured Holiday Homes in Siesta Key

The Mermaid at Tiny House Siesta

2.0 star property
Sarasota
10.0 out of 10, Exceptional, (2)
"It was exactly as listed on here. No problems with the check in it was very smooth as well as the check out process. Location was AMAZING, we were able to walk just 10 minutes to a longhorn to eat dinner and right next to it there was a bar near the beach and we were able to go back to the property just by walking. Really calm the area and the tiny house is very comfortable."
United States
Jackeline R.
The price is AU$323
includes taxes & fees
1 Dec - 2 Dec
The Mermaid at Tiny House Siesta

[escape to paradise] siesta key beach getaway

Siesta Key
10.0 out of 10, Exceptional, (22)
"Great place and location"
United States
Karen A.
The price is AU$433
includes taxes & fees
24 Nov - 25 Nov
[escape to paradise] siesta key beach getaway

Siesta Heron Suites & Villas

3.5 star property
Siesta Key
8.4 out of 10, Very good, (37)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
The price is AU$538
includes taxes & fees
26 Nov - 27 Nov
Siesta Heron Suites & Villas

2 Bedroom 2 Bath home near Siesta Key Beach

Sarasota
8.4 out of 10, Very good, (30)
"This place was very comfortable, and a great location, close to everything we needed. Check in/out was a breeze.Will keep this on our saved list for next time."
United States
Michael C.
The price is AU$367
includes taxes & fees
2 Dec - 3 Dec
2 Bedroom 2 Bath home near Siesta Key Beach

Oceanfront home

Vamo
9.8 out of 10, Exceptional, (85)
"Our stay at this home was absolutely incredible! The views were just as beautiful as pictured, and the house itself was spotless, neat, and stocked with everything we could possibly need. We especially appreciated that the property is dog-friendly, the fenced-in yard was perfect for our dogs to be outside with us worry-free.The host was wonderful, always extremely responsive and quick to get back to us with anything we needed. The location was also ideal, with a grocery store nearby and...
United States
Jill H.
Oceanfront home

Gulf Villa in Siesta Key | Beachfront Vibes & Dock

Siesta Key Village
8.8 out of 10, Excellent, (11)
"My absolute favorite place to stay! Clean, friendly and perfect location to the beach and village."
United States
Tisha P.
The price is AU$686
includes taxes & fees
24 Nov - 25 Nov
Gulf Villa in Siesta Key | Beachfront Vibes & Dock

Siesta Key Villa w/d Beach Access | Pool & More

Siesta Key Village
9.8 out of 10, Exceptional, (18)
"From check in to comfort to location - everything was great! super cute property, great location within walking distance of downtown area. We had a wonderful time, would definitely stay there again "
United States
Kristin H.
Siesta Key Villa w/d Beach Access | Pool & More

Close to Sarasota Beach/Pet Friendly

Siesta Key Village
9.2 out of 10, Wonderful, (5)
"Great house great location will definitely come back to this property "
United States
Matthew Y.
The price is AU$675
includes taxes & fees
23 Nov - 24 Nov
Close to Sarasota Beach/Pet Friendly

Siesta beach....one and only

Sarasota
9.6 out of 10, Exceptional, (189)
"We had a wonderful time.the host was wonderful .we had a leak in the bathroom and he came right over and fixed in in a matter of minutes .we were very impressed.we would stay there again."
United States
Martha C.
The price is AU$678
includes taxes & fees
1 Dec - 2 Dec
Siesta beach....one and only

[Ocean Oasis] guest house on siesta key

Siesta Key
The price is AU$410
includes taxes & fees
1 Dec - 2 Dec
[Ocean Oasis] guest house on siesta key

LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.

Siesta Key
9.6 out of 10, Exceptional, (111)
"Beautiful property! "
United States
Jeff M.
LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.

Location! Siesta Beach 1 mile away. Home with Hot Spa.

Sarasota
10.0 out of 10, Exceptional, (1)
The price is AU$852
includes taxes & fees
24 Nov - 25 Nov
Location! Siesta Beach 1 mile away. Home with Hot Spa.

Everglades Villa Near Siesta key beach w/d Private Dock

Siesta Key Village
9.0 out of 10, Wonderful, (12)
"Great location!! Short walk to beach and Siesta Village. Plenty of room, beds are comfortable, has one very large bathroom and another small one but not sure where the 3rd bathroom is that was listed in the description. Pool was nice and relaxing, everything was clean. Only issue was the noise upstairs, the last night was the only night that I slept well because the people staying above us left so I advise bringing ear plugs"
United States
Amber
The price is AU$720
includes taxes & fees
25 Nov - 26 Nov
Everglades Villa Near Siesta key beach w/d Private Dock

3 Min Walk to Siesta Key Beach | Patio & More

Siesta Key Village
8.0 out of 10, Very good, (10)
"We had a wonderful stay! The location was perfect, and the property was exceptionally clean. The hosts were excellent with communication and always responded promptly. Highly recommend!"
United States
Amy P.
3 Min Walk to Siesta Key Beach | Patio & More

NEW POOL Walk to beach, 1 bed 1 bath SPECIALS DAILY WEEKLY SPECIALS

South Village
9.4 out of 10, Exceptional, (44)
"Beautiful place close to the beach’s and love it would stay here again "
United States
Steve D.
The price is AU$346
includes taxes & fees
30 Nov - 1 Dec
NEW POOL Walk to beach, 1 bed 1 bath SPECIALS DAILY WEEKLY SPECIALS

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

Siesta Key
10.0 out of 10, Exceptional, (2)
"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

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

Siesta Key
9.2 out of 10, Wonderful, (33)
"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 AU$721
includes taxes & fees
30 Nov - 1 Dec
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

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

Siesta Key
9.0 out of 10, Wonderful, (44)
"This rental was in a great area with access to the free trolley. The beach was amazing! I would definitely stay here again."
United States
Renee B.
The price is AU$997
includes taxes & fees
23 Nov - 24 Nov
Condo with Private Beach Access, Great Shared Amenities - Private Beach House

Perfect for Families, Steps to Siesta Key Beach and Village!

Siesta Key Village
9.8 out of 10, Exceptional, (62)
"Loved the convenience of this property to the beach and the center of town. Will definitely look to stay here again when we return to Siesta Key. "
United States
Michele M.
The price is AU$1,135
includes taxes & fees
23 Nov - 24 Nov
Perfect for Families, Steps to Siesta Key Beach and Village!

Stay at Summer Salt: Shared Heated Pool, Steps to Siesta Key Village and Beach

Siesta Key Village
9.6 out of 10, Exceptional, (40)
"The property was well kept, appeared to have been updated recently with new appliances. The location in the village and proximity to restaurants, shopes was perfect. Within walking distance to the beach. Management company was very responsive."
United States
Vicki V.
The price is AU$719
includes taxes & fees
23 Nov - 24 Nov
Stay at Summer Salt: Shared Heated Pool, Steps to Siesta Key Village and Beach
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 Holiday Homes information

Number of reviews
739
Accommodation
891 Holiday Homes
Lowest Price
AU$323
Highest Price
AU$1,135

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