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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Siesta Key cottages

An outdoor patio with green metal chairs and tables, a red umbrella, and a building with balconies in the background.

1. Beach Tree Cottage,Walk To Beach& Siesta

Beach Tree Cottage,Walk To Beach& Siesta
2.0 star property
Siesta Key Village
The price is NZ$611
includes taxes & fees
2 Nov - 3 Nov
Beach Tree Cottage,Walk To Beach& Siesta
A small pink house with a white door, a blue car parked in front, and a white picket fence.

2. PinkMango Cottage Steps to Beach&Village

PinkMango Cottage Steps to Beach&Village
2.0 star property
Siesta Key Village
The price is NZ$683
includes taxes & fees
2 Nov - 3 Nov
PinkMango Cottage Steps to Beach&Village
A small, single-story building with a porch, surrounded by tropical vegetation.

3. BlueDolphin Cottage Walk To Siesta Beach

BlueDolphin Cottage Walk To Siesta Beach
2.5 star property
Siesta Key Village
The price is NZ$695
includes taxes & fees
2 Nov - 3 Nov
BlueDolphin Cottage Walk To Siesta Beach
A patio with a sun lounger, a table with chairs, and an umbrella.

4. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
The price is NZ$733
includes taxes & fees
5 Nov - 6 Nov
Beach View 100ft To Beach and SPA
A two-story building with a blue exterior and white railings.

5. 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)
"The property was perfect for our time in Siesta Key. Being right across the road from beach access and having the free trolly pick up/drop off right at the corner of the street was great! Only a quick few minute trolly ride to Siesta Key Village. We would definately stay here again!"
United States
Jacci W.
The price is NZ$679
includes taxes & fees
5 Nov - 6 Nov
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
A residential house with a white fence, a palm tree, and a parked car.

6. 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
9.8 out of 10, Exceptional, (91 reviews)
"Would definitely stay here again. Great location and great house! Owner was quick and helpful with communication."
United States
Clarissa S.
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Shared sunbathing deck by the pool, at the resort.

7. 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 NZ$570
includes taxes & fees
15 Nov - 16 Nov
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
A single-story house with a front porch, a small deck, and a garage.

8. Unwind Poolside + Walk to Beach! Sarasota Retreat

Unwind Poolside + Walk to Beach! Sarasota Retreat
3.0 star property
South Village
8.0 out of 10, Very good, (1 review)
"The location of the property was excellent. The home was clean and had everything we needed to prepare breakfast in the morning. The 3 bedrooms and 3 bathrooms made it easy for the six of us wash up and get ready for dinner after a fun fill day at the walkable beach. Beach was great. Having a pool at the property was great for the 2 youngsters. We also made use of the wagon that was available to carry items to the beach., The property is nothing fancy but a great value for the money. "
United States
Eleuterio
The price is NZ$1,086
includes taxes & fees
23 Nov - 24 Nov
Unwind Poolside + Walk to Beach! Sarasota Retreat
A wooden deck with a glass door leading to a lake view, surrounded by greenery.

9. Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is NZ$1,618
includes taxes & fees
6 Nov - 7 Nov
Siesta Heron 6 / Sunset
A yellow house with a porch, a mailbox, and a number 5306 on the door.

10. Yellow Palm Cottage, Heart of Siesta Key

Yellow Palm Cottage, Heart of Siesta Key
2.0 star property
Siesta Key Village
The price is NZ$833
includes taxes & fees
6 Nov - 7 Nov
Yellow Palm Cottage, Heart of Siesta Key
A rectangular pool with white lounge chairs and a white fence, surrounded by palm trees and a building with balconies.

11. Lido Key Casita w Pool Steps to the Beach

Lido Key Casita w Pool Steps to the Beach
Lido Key
10.0 out of 10, Exceptional, (1 review)
The price is NZ$712
includes taxes & fees
4 Nov - 5 Nov
Lido Key Casita w Pool Steps to the Beach
A patio with a table set for two, a blue umbrella, and a white fence.

12. Studio by Lido Beach w heated pool

Studio by Lido Beach w heated pool
Lido Key
The price is NZ$723
includes taxes & fees
26 Nov - 27 Nov
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.

13. 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)
"Very close drive to the beach! Nice place to stay!"
United States
Rocio S.
The price is NZ$650
includes taxes & fees
8 Nov - 9 Nov
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
A backyard with a tree, a wooden fence, a blue shed, and a house with a door.

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

Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
Desoto Lakes
Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
A bedroom with a bed, a ceiling fan, a window with curtains, a wooden wardrobe, and a framed picture on the wall.

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

Cozy Lido Studio by Beach & St Armand's
Lido Key
The price is NZ$723
includes taxes & fees
15 Nov - 16 Nov
Cozy Lido Studio by Beach & St Armand's
A two-story house with a green exterior, a blue door, and orange trim.

16. The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (79 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is NZ$360
includes taxes & fees
2 Nov - 3 Nov
The "Grouper"
A small, single-story house with a white exterior, a brick planter with palm trees, and a white picket fence.

17. Cozy Private Cottage, Minutes to Anna Maria Island

Cozy Private Cottage, Minutes to Anna Maria Island
Bradenton
9.8 out of 10, Exceptional, (14 reviews)
"Clean and nice place"
United States
Ismael
The price is NZ$516
includes taxes & fees
2 Nov - 3 Nov
Cozy Private Cottage, Minutes to Anna Maria Island
A deck with a table and chairs, a blue umbrella, and a white fence.

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

Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
Nokomis
The price is NZ$451
includes taxes & fees
21 Nov - 22 Nov
Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
A riverfront restaurant with outdoor seating and a view of the water.

19. 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, (34 reviews)
"Great location"
United States
Susan C.
The price is NZ$504
includes taxes & fees
2 Nov - 3 Nov
NOKOMIS BEACH BUNGALOW 229 15 mins walk to the beach
A beachfront property with a single-story house, a paved driveway, and a palm tree in the foreground.

20. Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (135 reviews)
"Cute little cottage right on the beach. Doesn’t get any better than that."
United States
kelly h.
The price is NZ$838
includes taxes & fees
3 Nov - 4 Nov
Casey Key Beachfront Escape: Charming 1BR Cottage
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 Beach Resorts

Tropical Beach Resorts

8/10 Good
"Great"
Raymond 5-night trip
Posted 2 hours ago
Tropical Beach Resorts

Find out more about Siesta Key

Siesta Key Cottages information

Number of reviews
550
Accommodation
63 Cottages
Lowest Price
NZ$360
Highest Price
NZ$1,618

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