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
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Siesta Key vacation homes

5365 Calle Florida, Siesta Key, FL W/Pool | Private kitchen

1. Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (78 reviews)
"Great location, very clean and spacious."
United States
Jason
The price is SAR 457
SAR 1,306 total
includes taxes & fees
25 Aug - 26 Aug
Siesta Key Island Rentals
Coffee/tea maker, fridge, microwave, oven

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)
"Thanks for a great stay, Jayme! Perfect location and extremely accurate Vrbo listing! Beds super comfy!"
United States
Sue H.
The price is SAR 654
SAR 1,600 total
includes taxes & fees
16 Sep - 17 Sep
[lounge like locals] walk to siesta beach +bikes
House, Lakeside | Living area | 39-inch flat-screen TV with digital channels, TV, streaming services

3. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.6 out of 10, Excellent, (44 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is SAR 353
SAR 1,154 total
includes taxes & fees
24 Aug - 25 Aug
Siesta Heron Suites & Villas
Coffee/tea maker, fridge, microwave, oven

4. 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, (48 reviews)
"Perfect spot for beach vacation "
United States
Megan C.
The price is SAR 655
SAR 3,095 total
includes taxes & fees
20 Aug - 21 Aug
Condo with Private Beach Access, Great Shared Amenities - Private Beach House
Beach

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 SAR 432
SAR 775 total
includes taxes & fees
17 Sep - 18 Sep
The Mermaid at Tiny House Siesta
Outdoor dining

6. 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)
"Great location to downtown, beach. Kitchen and furnishing updated and in great condition. Negatives would be the lock on the backdoor, air conditioning from the ceiling that could not be controlled from our apartment. The pool was great and had plenty of seating. Only issue with the Dolphin apartment is the many windows, which kind of made it feel like living in a fish bowl. That might not be an issues for others. "
United States
Sandra C.
Dolphin Villa - Pool - Steps to Siesta Key Village
Property grounds

7. 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 SAR 479
SAR 1,601 total
includes taxes & fees
17 Sep - 18 Sep
Island Villa | Cozy Beach Retreat | Walk to Village
Exterior

8. Luxury Siesta Key townhome close to village,beaches, city and airport

Luxury Siesta Key townhome close to village,beaches, city and airport
Siesta Key
9.0 out of 10, Wonderful, (32 reviews)
"Perfect spot to stay near Siesta Key village, would definitely stay here again! "
United States
Dale R.
The price is SAR 316
SAR 860 total
includes taxes & fees
25 Aug - 26 Aug
Luxury Siesta Key townhome close to village,beaches, city and airport
Interior

9. 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 SAR 394
SAR 2,064 total
includes taxes & fees
20 Aug - 21 Aug
Beautiful 2 Bedroom Duplex Steps Away from the Beach
Beach nearby

10. 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 SAR 531
SAR 2,473 total
includes taxes & fees
20 Aug - 21 Aug
FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West
Beach

11. 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, (22 reviews)
"Great location to walk to siesta key village. "
United States
N A.
Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly
House | 4 bedrooms, high-speed internet

12. Coastal Home w Hot Tub Firepit and Music Lounge

Coastal Home w Hot Tub Firepit and Music Lounge
2.0 star property
Siesta Key
Coastal Home w Hot Tub Firepit and Music Lounge
Beach nearby

13. Private Beach Access w/shared Pool -Casita East

Private Beach Access w/shared Pool -Casita East
South Village
9.4 out of 10, Exceptional, (6 reviews)
"Great stay overall! Check-in was smooth and hassle-free, and the unit was very clean upon arrival. It had everything we needed for a comfortable visit, though a few additional amenities would have made it even better. That said, we really enjoyed our stay and would definitely consider coming back."
United States
John H.
Private Beach Access w/shared Pool -Casita East
Outdoor dining

14. 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 SAR 518
SAR 1,653 total
includes taxes & fees
1 Sep - 2 Sep
Everglades Villa • Sleeps 8 • Walk to Siesta Beach
Terrace/patio

15. Palm Haven at Cape Leyte

Palm Haven at Cape Leyte
2.0 star property
Siesta Key
The price is SAR 895
SAR 2,220 total
includes taxes & fees
24 Aug - 25 Aug
Palm Haven at Cape Leyte
Beach nearby

16. Sunset - Private Beach Access!

Sunset - Private Beach Access!
South Village
10.0 out of 10, Exceptional, (4 reviews)
"Great location, very short walk to the beach and comfortable to stay with your dogs!"
United States
Jeannette S.
The price is SAR 434
SAR 2,095 total
includes taxes & fees
20 Aug - 21 Aug
Sunset - Private Beach Access!
Beach

17. 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 SAR 807
SAR 2,245 total
includes taxes & fees
24 Aug - 25 Aug
Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals
Exterior

18. 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)
The price is SAR 394
SAR 2,064 total
includes taxes & fees
20 Aug - 21 Aug
Coastal 2 Bedroom Duplex Steps Away from the Beach
Condo (LuLu's Key House Green 1/1 Upstairs) | Exterior

19. Lulu's Key House Green 1/1 Upstairs

Lulu's Key House Green 1/1 Upstairs
3.5 star property
Siesta Key Village
The price is SAR 671
SAR 1,871 total
includes taxes & fees
25 Aug - 26 Aug
Lulu's Key House Green 1/1 Upstairs
Smart TV, DVD player

20. Siesta beach....one and only

Siesta beach....one and only
Sarasota
9.4 out of 10, Exceptional, (217 reviews)
"The host was very communicative and responsive. The pool was a big hit for our family. Comfy beds and a convenient drive to the beach and other venues. Would definitely stay here again. "
United States
Jennifer M.
The price is SAR 456
SAR 1,754 total
includes taxes & fees
17 Sep - 18 Sep
Siesta beach....one and only
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

SeaSpray Resort

SeaSpray Resort

10/10 Excellent
"We really enjoyed our stay. It was clean and had everything there that you needed to have a good time. Anthony was a very kind, generous, thoughtful person who helped guide us through our journey. I can definitely see why people return to the same place. It’s gorgeous!"
Anne 2-night trip
Posted 2 hours ago
SeaSpray Resort