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

Our top choices for Siesta Key cottages

A residential house with a white fence, a palm tree, and a parked car.

1. Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
South Village
9.6 out of 10, Exceptional, (90 reviews)
"Would definitely stay here again. Great location and great house! Owner was quick and helpful with communication."
United States
Clarissa S.
The price is £234
includes taxes & fees
11 Oct - 12 Oct
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Shared sunbathing deck by the pool, at the resort.

2. Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key
9.6 out of 10, Exceptional, (8 reviews)
"The most well maintained property I've ever stayed."
United States
Russ H.
The price is £244
includes taxes & fees
12 Oct - 13 Oct
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
A two-story building with a blue exterior and white railings.

3. Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Sarasota
9.2 out of 10, Wonderful, (192 reviews)
"Loved the location of this property! The property manager was easy to contact and the property was exactly as shown in the pictures. Would stay here again!"
United States
Tracie B.
The price is £323
includes taxes & fees
13 Oct - 14 Oct
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
A wooden deck with a glass door leading to a lake view, surrounded by greenery.

4. Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is £540
includes taxes & fees
12 Oct - 13 Oct
Siesta Heron 6 / Sunset
A pair of stacked front-loading washing machines in a commercial setting.

5. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
The price is £297
includes taxes & fees
16 Oct - 17 Oct
Beach View 100ft To Beach and SPA
A room with a dining table, chairs, a television, a sofa, and a lamp.

6. BlueDolphin Cottage Walk To Siesta Beach

BlueDolphin Cottage Walk To Siesta Beach
2.5 star property
Siesta Key Village
The price is £309
includes taxes & fees
19 Oct - 20 Oct
BlueDolphin Cottage Walk To Siesta Beach
A bathroom with a toilet, a glass-enclosed shower, and a framed picture on the wall.

7. Coastal Studio, Walk to St Armand's or Lido Beach

Coastal Studio, Walk to St Armand's or Lido Beach
Lido Key
10.0 out of 10, Exceptional, (1 review)
"5 Stars: This cozy studio was exactly what we were looking for. Alexander was pleasant and friendly, the check in/check out process was easy. The location was fabulous- perhaps slightly too far to walk to St.Armand’s , but a quick ride on the rentable VEO bikes/scooters. The accommodations were clean, and beachy. We did not have an opportunity to use the pool, so I do have any objective comments for the pool. If we are in the area again, we would definitely stay here again!"
United States
lisa o.
The price is £348
includes taxes & fees
25 Oct - 26 Oct
Coastal Studio, Walk to St Armand's or Lido Beach
A patio with a table set for two, a blue umbrella, and a white fence.

8. Studio by Lido Beach w heated pool

Studio by Lido Beach w heated pool
Lido Key
The price is £338
includes taxes & fees
16 Oct - 17 Oct
Studio by Lido Beach w heated pool
A modern house with a driveway, a tree with purple lighting, and a white car parked in front.

9. Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Sarasota
8.4 out of 10, Very good, (10 reviews)
"The house was truly lovely, and the hosts were exceptionally caring, kind, and attentive in their communication. It was wonderful to be so close to the beach, with stores conveniently nearby, making the stay feel comfortable and welcoming."
United States
Kandra R.
The price is £350
includes taxes & fees
11 Oct - 12 Oct
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
A rectangular pool with white lounge chairs and a white fence, surrounded by palm trees and a building with balconies.

10. Lido Key Casita w Pool Steps to the Beach

Lido Key Casita w Pool Steps to the Beach
Lido Key
The price is £311
includes taxes & fees
4 Nov - 5 Nov
Lido Key Casita w Pool Steps to the Beach
A bedroom with a bed, a ceiling fan, a window with curtains, a wooden wardrobe, and a framed picture on the wall.

11. Cozy Lido Studio by Beach & St Armand's

Cozy Lido Studio by Beach & St Armand's
Lido Key
The price is £360
includes taxes & fees
31 Oct - 1 Nov
Cozy Lido Studio by Beach & St Armand's
A single-story house with a blue exterior, a front door, and a small porch area.

12. Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.

Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
Desoto Lakes
The price is £205
includes taxes & fees
12 Oct - 13 Oct
Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
A two-story house with a green exterior, a blue door, and orange trim.

13. The "Grouper"

The "Grouper"
Sunny Shores
9.6 out of 10, Exceptional, (76 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is £166
includes taxes & fees
20 Oct - 21 Oct
The "Grouper"
A small, single-story house with a white exterior, a brick planter with palm trees, and a white picket fence.

14. Cozy Private Cottage, Minutes to Anna Maria Island

Cozy Private Cottage, Minutes to Anna Maria Island
Bradenton
10.0 out of 10, Exceptional, (13 reviews)
"Clean and nice place"
United States
Ismael
The price is £209
includes taxes & fees
11 Oct - 12 Oct
Cozy Private Cottage, Minutes to Anna Maria Island
A small house with a porch, surrounded by a grassy yard and dense foliage.

15. Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches

Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
Nokomis
The price is £193
includes taxes & fees
17 Oct - 18 Oct
Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
A small, single-story building with a gray exterior, a white door, and a window with shutters.

16. Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.0 out of 10, Wonderful, (29 reviews)
"We were enjoying our stay."
United States
Inna K.
The price is £104
includes taxes & fees
18 Oct - 19 Oct
Charming cottage for 2 across warm mineral springs park
A riverfront restaurant with outdoor seating and a view of the water.

17. NOKOMIS BEACH BUNGALOW 229 15 mins walk to the beach

NOKOMIS BEACH BUNGALOW 229 15 mins walk to the beach
Nokomis
9.2 out of 10, Wonderful, (33 reviews)
"Great location"
United States
Susan C.
The price is £241
includes taxes & fees
20 Oct - 21 Oct
NOKOMIS BEACH BUNGALOW 229 15 mins walk to the beach
A patio with two blue lounge chairs, a potted plant, and a gravel area.

18. Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
3.0 star property
Bradenton
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place to stay. Clean and a lot of amenities. We enjoyed all the little touches that went into decorating the house, giving it a beach house feel. We would definitely stay here again. "
United States
Rob
The price is £254
includes taxes & fees
11 Oct - 12 Oct
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
A beachfront property with a house, palm trees, and a view of the ocean.

19. Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (132 reviews)
"Beautiful gulf view."
United States
Audrey B.
The price is £543
includes taxes & fees
7 Nov - 8 Nov
Casey Key Beachfront Escape: Charming 1BR Cottage
A covered outdoor area with a wooden deck, green walls, and blue chairs.

20. Romantic Island Getaway! Just Steps from the Beach

Romantic Island Getaway! Just Steps from the Beach
Bradenton Beach
8.6 out of 10, Excellent, (4 reviews)
"It was nice to be so close to the beach, and walking distance to places to eat. I enjoyed driving around the island and seeing the little villages. The cottage was comfortable and had many conveniences. "
United States
Valerie T.
The price is £408
includes taxes & fees
19 Oct - 20 Oct
Romantic Island Getaway! Just Steps from the 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

SeaSpray Resort

SeaSpray Resort

10/10 Excellent
"The only problem was a 2 floor walk up ! We are 83 years old with disable stickers . They did help us with luggage. In the future will only repeat it we get ground floor"
BARRY 2-night trip
Posted 11 hours ago
SeaSpray Resort

Find out more about Siesta Key

Siesta Key Cottages information

Number of reviews
459
Accommodation
66 Cottages
Lowest Price
£104
Highest Price
£543

Frequently asked questions

Are there any family-friendly cottages in Siesta Key?
Put your feet up at The Inn On Siesta Key, a 3.5-star cottage only a quick drive from downtown. Conveniences here include a nearby beach and a picnic area. Another family-friendly option where you can swap the concrete jungle for wide open spaces is Flip Flop Cottages. WiFi and laundry facilities help make this 3-star cottage a hit with guests. Siesta Key has plenty of family-friendly attractions to visit when the kids are getting restless. Ed Smith Stadium and Sarasota BayWalk promise a fun-filled day for travellers young and old.
Why book your cottage in Siesta Key with Expedia?
Booking a cottage in Siesta Key is as easy as entering your travel dates and picking your ideal place for a holiday in the outdoors. From upscale retreats to inexpensive stays and cottages that offer perks like a pool, Expedia has something for all styles. As for terrific deals? We have them too!
How can I find cheap cottages in Siesta Key?
The simplest way to score cheap cottages in Siesta Key is with Expedia's user-friendly filter tool. Narrow down your search by star rating, budget and amenities to grab awesome rates with only a few clicks.

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