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Our top choices for Siesta Key holiday homes

Beachy Sarasota Duplex

Beachy Sarasota Duplex
Sarasota
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 HK$1,806
HK$4,534 total
includes taxes & fees
9 Mar - 10 Mar
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, (26 reviews)
"Clean and comfortable. "
United States
Laney
The price is HK$1,602
HK$3,517 total
includes taxes & fees
8 Mar - 9 Mar
[escape to paradise] siesta key beach getaway

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, (34 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 HK$2,520
HK$4,449 total
includes taxes & fees
3 Mar - 4 Mar
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, (18 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 HK$2,808
HK$5,171 total
includes taxes & fees
27 Feb - 28 Feb
Beachside villa in Siesta Key | Canal Front | pool

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

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, (4 reviews)
"Loved the location! "
United States
Angel J
The price is HK$3,784
HK$6,563 total
includes taxes & fees
4 Mar - 5 Mar
Lulu's Key House Kemp Ridley 1/1 Downstairs

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

NEW POOL Walk to beach, 1 bed 1 bath SPECIALS DAILY WEEKLY SPECIALS
South Village
9.4 out of 10, Exceptional, (44 reviews)
"Beautiful place close to the beach’s and love it would stay here again "
United States
Steve D.
The price is HK$2,727
HK$4,045 total
includes taxes & fees
28 Feb - 1 Mar
NEW POOL Walk to beach, 1 bed 1 bath SPECIALS DAILY WEEKLY SPECIALS

The Mermaid at Tiny House Siesta

The Mermaid at Tiny House Siesta
Sarasota
10.0 out of 10, Exceptional, (2 reviews)
"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 HK$961
HK$1,684 total
includes taxes & fees
2 Mar - 3 Mar
The Mermaid at Tiny House Siesta

Pet Friendly home, Close to Sarasota Beach!

Pet Friendly home, Close to Sarasota Beach!
Siesta Key Village
9.4 out of 10, Exceptional, (6 reviews)
"Great house great location will definitely come back to this property "
United States
Matthew Y.
Pet Friendly home, Close to Sarasota Beach!

Modern beach Retreat | Canal view | Private dock

Modern beach Retreat | Canal view | Private dock
Siesta Key Village
8.2 out of 10, Very good, (12 reviews)
"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.
The price is HK$3,460
HK$6,414 total
includes taxes & fees
22 Mar - 23 Mar
Modern beach Retreat | Canal view | Private dock

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (59 reviews)
"Wonderful stay,Great owners,Fun times"
United States
Cornelia
The price is HK$2,698
HK$4,525 total
includes taxes & fees
24 Feb - 25 Feb
Siesta Key Island Rentals

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, (77 reviews)
"Property was beautiful and clean, just as described. Great location close to the beach and the village - could walk everywhere. "
United States
Naomi J.
The price is HK$3,548
HK$8,768 total
includes taxes & fees
22 Feb - 23 Feb
Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly

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)
"Great location, clean, good communication. "
United States
Alexandra P.
The price is HK$4,646
HK$7,914 total
includes taxes & fees
23 Mar - 24 Mar
Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ

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)
"Good "
United States
Yohana
The price is HK$4,892
HK$11,125 total
includes taxes & fees
22 Feb - 23 Feb
Dog Friendly, Private Heated Pool, Steps to the Beach and Shops! -Aruba

Sea Turtle- Full Sized living at Tiny House Siesta

Sea Turtle- Full Sized living at Tiny House Siesta
Sarasota
9.4 out of 10, Exceptional, (15 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 HK$1,313
HK$2,081 total
includes taxes & fees
17 Mar - 18 Mar
Sea Turtle- Full Sized living at Tiny House Siesta

Shared Heated Pool, Steps to Siesta Key Village/Beach, Large Backyard

Shared Heated Pool, Steps to Siesta Key Village/Beach, Large Backyard
Siesta Key Village
9.6 out of 10, Exceptional, (28 reviews)
"Simple and easy booking and check in!"
United States
DAVID M.
Shared Heated Pool, Steps to Siesta Key Village/Beach, Large Backyard

Siesta beach....one and only

Siesta beach....one and only
Sarasota
9.6 out of 10, Exceptional, (194 reviews)
"Ideal location in lovely Sarasota, close to both Siesta Key and Key Lido beaches. Pool area was great for relaxing and enjoying the sun in a peaceful location. Simon’s Coffee House is 2 minutes walk and is great for both breakfast and lunch, friendly staff and good service. Throughly enjoyed our stay."
United Kingdom
Sean D.
The price is HK$1,681
HK$4,326 total
includes taxes & fees
25 Feb - 26 Feb
Siesta beach....one and only

Sunset - Private Beach Access!

Sunset - Private Beach Access!
South Village
Sunset - Private Beach Access!

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

Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly
Siesta Key Village
9.6 out of 10, Exceptional, (18 reviews)
"Great location to walk to siesta key village. "
United States
N A.
Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly

Stunning Haven: 2 Pools & Hot Tubs ~ Walk to Beach

Stunning Haven: 2 Pools & Hot Tubs ~ Walk to Beach
Siesta Key Village
10.0 out of 10, Exceptional, (11 reviews)
"The property was just like the pictures. The owner was very responsive and we enjoyed our stay."
United States
Joan G.
Stunning Haven: 2 Pools & Hot Tubs ~ Walk to 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

Find out more about Siesta Key

Siesta Key Vacation Homes information

Number of reviews
589
Accommodation
899 Vacation Homes
Lowest Price
HK$1,684
Highest Price
HK$11,125

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