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

Siesta Key Vacation Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Siesta Key vacation rentals

A pool area with a waterfall feature, lounge chairs, and palm trees.

1. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,989 reviews)
"This Resort is wonderful"
United States
Liliana
The price is AED 511
AED 673 total
includes taxes & fees
21 Oct - 22 Oct
Tropical Beach Resorts
A modern living room with a flat-screen TV on a wooden cabinet, a grey sofa with patterned cushions, and a large window with sheer curtains.

2. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (199 reviews)
"Best short vacation"
United States
Rommel
The price is AED 741
AED 837 total
includes taxes & fees
8 Nov - 9 Nov
SeaSpray Resort
A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

3. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,322 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is AED 540
AED 673 total
includes taxes & fees
20 Oct - 21 Oct
Captiva Beach Resort
An outdoor patio with a grill, white chairs, and a red umbrella.

4. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,470 reviews)
"This place was perfect!"
United States
Kat
The price is AED 475
AED 536 total
includes taxes & fees
22 Oct - 23 Oct
Hibiscus Suites - Gateway to Siesta Key
A compact living space with a kitchen, a dining area, and a sofa with cushions.

5. Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (388 reviews)
"It's a very cute tiny house in a great location. Walking distance to Siesta Keys beach and numerous restaurants. I loved the decor in the sea turtle house. I would definitely stay here again next time I'm in Florida."
United States
Staci
The price is AED 224
AED 748 total
includes taxes & fees
1 Nov - 2 Nov
Tiny House Siesta
A beach with a clear sky and calm sea.

6. The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (212 reviews)
"The property was perfect. Walk to down town and the beach. Loved the provisions for the beach which made it so convenient. Room was super clean and overall the property was well maintained."
United States
Stephen
The price is AED 909
AED 1,230 total
includes taxes & fees
20 Oct - 21 Oct
The Inn On Siesta Key
A patio area with a grill, potted plants, and a building with a teal door.

7. Beach Tree Cottage,Walk To Beach& Siesta

Beach Tree Cottage,Walk To Beach& Siesta
2.0 star property
Siesta Key Village
The price is AED 489
AED 1,287 total
includes taxes & fees
20 Oct - 21 Oct
Beach Tree Cottage,Walk To Beach& Siesta
A bedroom with a bed, two bedside lamps, a small table, and a window with blinds.

8. Yellow Palm Cottage, Heart of Siesta Key

Yellow Palm Cottage, Heart of Siesta Key
2.0 star property
Siesta Key Village
The price is AED 542
AED 1,347 total
includes taxes & fees
20 Oct - 21 Oct
Yellow Palm Cottage, Heart of Siesta Key
A kitchen with a sink, stove, microwave, and refrigerator.

9. BlueDolphin Cottage Walk To Siesta Beach

BlueDolphin Cottage Walk To Siesta Beach
2.5 star property
Siesta Key Village
The price is AED 552
AED 1,358 total
includes taxes & fees
20 Oct - 21 Oct
BlueDolphin Cottage Walk To Siesta Beach
A living room with a sofa, armchair, coffee table, and a potted plant.

10. Siesta Vibe Pool Walk To Crescent Beach

Siesta Vibe Pool Walk To Crescent Beach
2.0 star property
South Village
The price is AED 439
AED 1,432 total
includes taxes & fees
20 Oct - 21 Oct
Siesta Vibe Pool Walk To Crescent Beach
A beach with tall grasses and a sunset.

11. Beachside Studio Located Across from Main Beach and Half Mile to Village

Beachside Studio Located Across from Main Beach and Half Mile to Village
Sarasota
9.0 out of 10, Wonderful, (171 reviews)
"Great place to stay right by the beach!"
United States
Justin S.
The price is AED 524
AED 969 total
includes taxes & fees
20 Oct - 21 Oct
Beachside Studio Located Across from Main Beach and Half Mile to Village
A beach with a small cluster of palm trees in the foreground and a sandy beach extending to the horizon.

12. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (44 reviews)
"The space was clean and well-equipped, and the host was easily reachable and responded quickly when I asked a question. The private beach access was nice. I would stay here again. "
United States
Natalie M.
The price is AED 605
AED 1,375 total
includes taxes & fees
18 Nov - 19 Nov
[Beach Elements] pool view withprivate beach access
A wooden deck with blue lounge chairs, orange chairs, and a barbecue area.

13. 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 AED 401
AED 1,350 total
includes taxes & fees
22 Oct - 23 Oct
Dolphin Villa | Pool | Steps to Siesta Key Village
A two-story building with a wooden staircase leading to a balcony.

14. Siesta Key APT On OceanW/FREE WIFI, BEACH AMENTITIES, ONSITE MANAGER, &LAUNDRY

Siesta Key APT On OceanW/FREE WIFI, BEACH AMENTITIES, ONSITE MANAGER, &LAUNDRY
Siesta Key
8.4 out of 10, Very good, (15 reviews)
"Great place to stay, very close to the beach and restaurants "
United States
Yeimy R.
Siesta Key APT On OceanW/FREE WIFI, BEACH AMENTITIES, ONSITE MANAGER, &LAUNDRY
A beach with clear turquoise water, people swimming and sunbathing, and a sailboat in the distance.

15. Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
South Village
9.6 out of 10, Exceptional, (49 reviews)
"We enjoyed our stay alot of stores n restaurants nearby, don’t need to use the car. "
United States
maureen p.
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
A modern kitchen with white cabinets, a stainless steel refrigerator, and a large island with bar stools.

16. [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 AED 340
AED 1,149 total
includes taxes & fees
20 Oct - 21 Oct
[lounge like locals] walk to siesta beach +bikes
A narrow hallway with a bed on the left, a TV mounted on the wall, and a door leading to a kitchen area.

17. Tiny Coral Oasis- beachy tiny house for your getaway

Tiny Coral Oasis- beachy tiny house for your getaway
Sarasota
9.0 out of 10, Wonderful, (20 reviews)
"Cute tiny house Clean and comfortable Had a great time"
United States
DeAnna T.
The price is AED 356
AED 687 total
includes taxes & fees
24 Oct - 25 Oct
Tiny Coral Oasis- beachy tiny house for your getaway
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.

18. 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 AED 316
AED 1,096 total
includes taxes & fees
20 Oct - 21 Oct
Siesta Heron Suites & Villas
A wooden deck with white railings, red chairs, and a view of a residential area with palm trees and a blue house.

19. 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 AED 380
AED 1,447 total
includes taxes & fees
20 Oct - 21 Oct
Island Villa | Cozy Beach Retreat | Walk to Village
A beach with clear turquoise water and gentle waves.

20. Siesta Key, Sea Horse Villa, Pool. Daily rentals

Siesta Key, Sea Horse Villa, Pool. Daily rentals
South Village
9.4 out of 10, Exceptional, (55 reviews)
"Perfect weekend getaway stay for my husband and I! The cottage had everything we needed, was thoroughly cleaned and location was perfect for restaurant hopping and beach going. Would definitely stay again!"
United States
Allie A.
The price is AED 393
AED 982 total
includes taxes & fees
20 Oct - 21 Oct
Siesta Key, Sea Horse Villa, Pool. Daily rentals
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

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

10/10 Excellent
"The restaurant and bar were very nice. We enjoyed the food and live music. The pool area was also very nice. The rooms had beach chairs and a cooler which was very nice. The beach was just steps away from the hotel which is amazing. All the staff at the hotel were very accommodating. We will be back again."
Adam 2-night trip
Posted 5 hours ago
Siesta Key Beach Resort and Suites

Frequently asked questions

Can I find a vacation rental in Siesta Key?

Yes, we give you a choice of vacation rentals in Siesta Key close to St. Boniface Episcopal Church Labyrinth, or you can go with a more secluded option if you'd like a relaxing place to stay. Visitors to Siesta Key like the popular beaches and live music. You can also check out the entertainment venues while you're visiting.

What are some of the best vacation rentals in Siesta Key?

Siesta Key Island Rentals: Visitors give good reviews to this Siesta Key vacation home rental, which comes with free WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind. Another good choice for your trip to Siesta Key is Siesta Heron Suites & Villas.

How many vacation rentals are there in Siesta Key?

With 401 Expedia vacation rentals, you're sure to find just the right place for your Siesta Key stay.

What can I see and do in Siesta Key?

Siesta Key Beach and Crescent Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Jim Neville Marine Preserve. While here, Safe Harbor Siesta Key and Point of Rocks are other places worth a visit.

What are vacation rentals like in Siesta Key?

Vacation rentals are private accommodations you can stay in for several days or longer in Siesta Key. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.