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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, (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 ¥31,585
¥83,754 total
includes taxes & fees
Mar 8 - Mar 9
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, (27 reviews)
"Clean and comfortable. "
United States
Laney
The price is ¥24,913
¥59,107 total
includes taxes & fees
Mar 4 - Mar 5
[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 ¥63,508
¥106,704 total
includes taxes & fees
Mar 13 - Mar 14
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

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 ¥23,408
¥38,389 total
includes taxes & fees
Mar 17 - Mar 18
Sea Turtle- Full Sized living at Tiny House Siesta

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 ¥18,414
¥33,214 total
includes taxes & fees
Mar 2 - Mar 3
The Mermaid at Tiny House Siesta

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 ¥41,634
¥91,470 total
includes taxes & fees
Mar 4 - Mar 5
Modern beach Retreat | Canal view | Private dock

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)
"Absolutely beautiful place. Very clean, easy check-in, wonderful location"
United States
Christine
The price is ¥65,018
¥118,401 total
includes taxes & fees
Mar 4 - Mar 5
Lulu's Key House Kemp Ridley 1/1 Downstairs

Newly Renovated Beach-Side villa | Pool | Dock

Newly Renovated Beach-Side villa | Pool | Dock
Siesta Key Village
9.4 out of 10, Exceptional, (14 reviews)
"The place was clean and location was perfect! 2 blocks to the beach and 2 blocks to the village. It’s really great and helpful that they provided beach wagon, chairs and umbrella. "
United States
Amy
Newly Renovated Beach-Side villa | Pool | Dock

Tropical 2BR Duplex • 5 Min to Siesta Key Beach

Tropical 2BR Duplex • 5 Min to Siesta Key Beach
Sarasota
10.0 out of 10, Exceptional, (2 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.
The price is ¥34,331
¥41,915 total
includes taxes & fees
Mar 29 - Mar 30
Tropical 2BR Duplex • 5 Min to Siesta Key Beach

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

Condo with Private Beach Access, Great Shared Amenities - Private Beach House
Siesta Key
9.0 out of 10, Wonderful, (44 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 ¥45,841
¥154,817 total
includes taxes & fees
Mar 2 - Mar 3
Condo with Private Beach Access, Great Shared Amenities - Private Beach House

Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks

Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks
Sarasota
10.0 out of 10, Exceptional, (44 reviews)
"The host was amazing as was the property and amenities. "
United States
Todd K.
Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks

Sarasota Duplex near Siesta Key

Sarasota Duplex near Siesta Key
Sarasota
9.2 out of 10, Wonderful, (5 reviews)
"We enjoyed our stay! Location was great!!"
United States
Jacy N.
The price is ¥22,432
¥72,788 total
includes taxes & fees
Mar 2 - Mar 3
Sarasota Duplex near Siesta Key

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very Good, (40 reviews)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
The price is ¥37,391
¥98,504 total
includes taxes & fees
Mar 2 - Mar 3
Siesta Heron Suites & Villas

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 ¥72,860
¥134,401 total
includes taxes & fees
Mar 12 - Mar 13
Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ

3 Bedroom 2 Bathroom POOL-Walk to beach, 2 night minimum SPECIALS

3 Bedroom 2 Bathroom POOL-Walk to beach, 2 night minimum SPECIALS
South Village
9.6 out of 10, Exceptional, (67 reviews)
"Live it, good property I a perfect location I will recommended for sure"
United States
Betty R.
The price is ¥62,264
¥107,732 total
includes taxes & fees
Mar 4 - Mar 5
3 Bedroom 2 Bathroom POOL-Walk to beach, 2 night minimum SPECIALS

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 ¥71,783
¥131,051 total
includes taxes & fees
Mar 30 - Mar 31
2 Bedroom Unit with Pool - 2 min walk to Siesta Beach

Siesta beach....one and only

Siesta beach....one and only
Sarasota
9.6 out of 10, Exceptional, (195 reviews)
"Great location and spacious for 6 people."
United States
Jason M G.
The price is ¥33,566
¥88,265 total
includes taxes & fees
Mar 7 - Mar 8
Siesta beach....one and only

Key Life Reef l Semi-Private Pool, Walk to the Beach!

Key Life Reef l Semi-Private Pool, Walk to the Beach!
Siesta Key
9.8 out of 10, Exceptional, (6 reviews)
"Exactly what we were looking for. A place near the beach with a pool. Clean, modern, attentive manager. Would recommend highly."
United States
isabel b.
The price is ¥70,130
¥172,427 total
includes taxes & fees
Mar 2 - Mar 3
Key Life Reef l Semi-Private Pool, Walk to the Beach!

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (60 reviews)
"Wonderful stay,Great owners,Fun times"
United States
Cornelia
The price is ¥51,729
¥87,827 total
includes taxes & fees
Mar 2 - Mar 3
Siesta Key Island Rentals

Sunset - Private Beach Access!

Sunset - Private Beach Access!
South Village
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 Vacation Homes information

Number of reviews
584
Accommodation
899 Vacation Homes
Lowest Price
¥33,214
Highest Price
¥172,427