A yellow lifeguard tower with an American flag on a beach with people and umbrellas.

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Siesta Key vacation homes

A wooden deck with blue lounge chairs, orange chairs, and a barbecue area.

1. Dolphin Villa | Pool | Steps to Siesta Key Village

Dolphin Villa | Pool | Steps to Siesta Key Village
Siesta Key Village
9.4 out of 10, Exceptional, (17 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
The price is ￥15,475
￥55,478 total
includes taxes & fees
Oct 13 - Oct 14
Dolphin Villa | Pool | Steps to Siesta Key Village
A modern kitchen with white cabinets, a stainless steel refrigerator, and a large island with bar stools.

2. [lounge like locals] walk to siesta beach +bikes

[lounge like locals] walk to siesta beach +bikes
Siesta Key
9.8 out of 10, Exceptional, (37 reviews)
"Beautiful stay , I walked each day to the beach and really is 13 min walk to get to the beach - pickle ball courts available to play in the morning -the beach is excellent - the place have everything we need beds and shower was really nice -Really excellent we will come back."
United States
Moreixa C.
The price is ￥11,414
￥43,917 total
includes taxes & fees
Oct 13 - Oct 14
[lounge like locals] walk to siesta beach +bikes
A wooden deck with white railings, red chairs, and a view of a residential area with palm trees and a blue house.

3. Island Villa | Cozy Beach Retreat | Walk to Village

Island Villa | Cozy Beach Retreat | Walk to Village
Siesta Key Village
8.4 out of 10, Very good, (14 reviews)
"Great place to stay and very close to restaurants "
United States
Amber B.
The price is ￥15,475
￥61,178 total
includes taxes & fees
Oct 14 - Oct 15
Island Villa | Cozy Beach Retreat | Walk to Village
A spacious living room with a leather sofa, a glass coffee table, and a wooden dining table. Large windows provide ample natural light and a view of the outdoors.

4. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (46 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is ￥12,915
￥46,436 total
includes taxes & fees
Oct 13 - Oct 14
Siesta Heron Suites & Villas
A beach with waves and a bird flying near the shore.

5. The Mermaid at Tiny House Siesta

The Mermaid at Tiny House Siesta
Sarasota
10.0 out of 10, Exceptional, (4 reviews)
"Traveled with my kids and this place was so great! Super cute and comfortable. We loved the Mermaid Tiny House."
United States
Kadina A.
The price is ￥13,773
￥27,674 total
includes taxes & fees
Oct 13 - Oct 14
The Mermaid at Tiny House Siesta
A wooden deck with blue lounge chairs, orange chairs, and a barbecue area.

6. Everglades Villa • Sleeps 8 • Walk to Siesta Beach

Everglades Villa • Sleeps 8 • Walk to Siesta Beach
Siesta Key Village
9.0 out of 10, Wonderful, (15 reviews)
"We loved staying here for my bachelorette!"
United States
Kelsey E.
The price is ￥21,847
￥69,707 total
includes taxes & fees
Oct 22 - Oct 23
Everglades Villa • Sleeps 8 • Walk to Siesta Beach
A spacious living room with a stone fireplace, comfortable seating, and a view of the outdoors.

7. Siesta beach....one and only

Siesta beach....one and only
Sarasota
9.4 out of 10, Exceptional, (220 reviews)
"Nice stay perfect location"
United States
tom f.
The price is ￥19,235
￥73,955 total
includes taxes & fees
Oct 13 - Oct 14
Siesta beach....one and only
A beach with clear turquoise water, a sandy shore, and a few beach umbrellas.

8. 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, (18 reviews)
"The Tiny House is a perfect location to explore Siesta Key and the surrounding areas. It had just what we needed but was in close proximity (walking distance) to many bars and restaurants but was still exceptionally quiet."
United States
Wayne
The price is ￥16,148
￥30,358 total
includes taxes & fees
Oct 16 - Oct 17
Sea Turtle- Full Sized living at Tiny House Siesta
A staircase leading to a door with a welcome mat, a television on a stand, and a wooden ceiling.

9. Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach

Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach
Sarasota
The price is ￥12,506
￥26,243 total
includes taxes & fees
Oct 18 - Oct 19
Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach
An aerial view of a beach with clear turquoise waters, a sandy shore, and a coastal town with buildings and greenery.

10. Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Siesta Key Village
10.0 out of 10, Exceptional, (27 reviews)
"Nice little spot that very close to the beach and everything else in the village. You can just park and not have to get in your vehicle the entire stay."
United States
Michael J.
The price is ￥52,945
￥102,021 total
includes taxes & fees
Oct 25 - Oct 26
Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
A modern kitchen with white cabinetry, stainless steel appliances, and a tiled backsplash.

11. 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, (50 reviews)
"Our stay at Private Beach House was excellent! The location was perfect, the beach was beautiful, and the house was very comfortable and convenient. We absolutely enjoyed our time there and would definitely stay again. We did have an issue with the water for one night, but we called and they were very responsive and had it resolved in less than an hour. We really appreciated how quickly they took care of it. Overall, we had a wonderful stay and would definitely recommend Private Beach House!"
United States
Kelmarie
The price is ￥31,570
￥129,029 total
includes taxes & fees
Oct 13 - Oct 14
Condo with Private Beach Access, Great Shared Amenities - Private Beach House
Exterior

12. 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 ￥29,493
￥77,021 total
includes taxes & fees
Oct 18 - Oct 19
2 Bedroom Unit with Pool - 2 min walk to Siesta Beach
A swimming pool with lounge chairs and palm trees in the background.

13. NEW! Conch Cottage | Walkable to Beach & Village, Heated Community Pool, Coastal Siesta Key Retreat

NEW! Conch Cottage | Walkable to Beach & Village, Heated Community Pool, Coastal Siesta Key Retreat
Siesta Key Village
The price is ￥64,364
￥127,371 total
includes taxes & fees
Oct 18 - Oct 19
NEW! Conch Cottage | Walkable to Beach & Village, Heated Community Pool, Coastal Siesta Key Retreat
A beach with clear turquoise water, people swimming and walking along the shore, and a sailboat in the distance.

14. 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, (72 reviews)
"It was very clean and close to the beach. Perfect location."
United States
Cortney
The price is ￥38,469
￥99,219 total
includes taxes & fees
Oct 13 - Oct 14
Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals
A sandy beach with a clear sky and palm trees.

15. FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West

FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West
South Village
9.2 out of 10, Wonderful, (7 reviews)
"We had an incredible stay and this is such a great option IN siesta Key that is close to the beaches, has private beach access and is a stand alone building. The unit also has an outdoor shower which was such a great surprise. We will be back!"
United States
Amber M.
The price is ￥22,824
￥103,700 total
includes taxes & fees
Oct 13 - Oct 14
FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West
A modern kitchen with a stainless steel refrigerator, granite countertop, white cabinetry, and a dining area with a table and chairs.

16. Beautiful 2 Bedroom Duplex Steps Away from the Beach

Beautiful 2 Bedroom Duplex Steps Away from the Beach
South Village
9.4 out of 10, Exceptional, (3 reviews)
"The property is beautiful! It was everything we wanted and needed. Very clean with all the amenities. The hostess responded promptly when ever we contacted them and the check-in and out was so simple! Loved that we could walk to grab a bite to eat or just check out some shopping. The best part was the 3 min walk to the private beach which was very clean and the perfect beach for shelling! We loved this place so much we are concerning rented both 1 and 2 units next season so we can bring our...
United States
Tajsha G.
The price is ￥20,196
￥90,981 total
includes taxes & fees
Oct 13 - Oct 14
Beautiful 2 Bedroom Duplex Steps Away from the Beach
Living area

17. Unique & Artsy Beach Getaway: Pool ~ Hot Tub ~ Pkg

Unique & Artsy Beach Getaway: Pool ~ Hot Tub ~ Pkg
Siesta Key Village
8.0 out of 10, Very good, (5 reviews)
"Great location got a little loud with upstairs guest dog running across floors. "
United States
Jessica W.
The price is ￥33,863
￥88,488 total
includes taxes & fees
Oct 28 - Oct 29
Unique & Artsy Beach Getaway: Pool ~ Hot Tub ~ Pkg
A pool area with a mural of a shark, two pools, hot tubs, and beach access.

18. Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool

Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool
Siesta Key Village
8.8 out of 10, Excellent, (13 reviews)
"Nice place for a quick each stay"
United States
M L.
The price is ￥28,673
￥80,884 total
includes taxes & fees
Oct 13 - Oct 14
Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool
An aerial view of a coastal resort area with beachfront hotels, a swimming pool, and a road.

19. Coastal 2 Bedroom Duplex Steps Away from the Beach

Coastal 2 Bedroom Duplex Steps Away from the Beach
South Village
9.6 out of 10, Exceptional, (5 reviews)
"nice place"
United States
Haydee C.
The price is ￥20,196
￥90,981 total
includes taxes & fees
Oct 13 - Oct 14
Coastal 2 Bedroom Duplex Steps Away from the Beach
Living area

20. Island House -w/ heated pool 1 mi to Siesta beach!

Island House -w/ heated pool 1 mi to Siesta beach!
Sarasota
6.0 out of 10, (2 reviews)
"The pool was very tiny. It is not a short walk to siesta key beach. The locals shared how much of a pain it is getting from that area to the beach and that you can’t drive yourself, you need a ride share."
United States
erin w.
The price is ￥25,475
￥55,954 total
includes taxes & fees
Oct 18 - Oct 19
Island House -w/ heated pool 1 mi to Siesta 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

Tropical Breeze Resort

Tropical Breeze Resort

10/10 Excellent
"Excedió nuestras expectativas, lástima que fue una sola noche . Muy completo"
Luz D 1-night trip
Posted 1 hour ago
Tropical Breeze Resort

Find out more about Siesta Key

Siesta Key Vacation Homes information

Number of reviews
364
Accommodation
901 Vacation Homes
Lowest Price
￥26,243
Highest Price
￥129,029