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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Siesta Key cottages

Exterior

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 HK$777
HK$2,386 total
includes taxes & fees
17 Aug - 18 Aug
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Exterior

2. 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, (189 reviews)
"Right across the beach Less then 5 minutes Good space - rooms nice ad clean "
United States
ASHISH
The price is HK$1,607
HK$3,217 total
includes taxes & fees
2 Sept - 3 Sept
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Terrace/patio

3. Nook Cottage Across street from beach and Heated Pool

Nook Cottage Across street from beach and Heated Pool
Siesta Key
10.0 out of 10, Exceptional, (4 reviews)
"They have really thought of everything and gone above and beyond to make our stay as comfortable as possible. Everything was very clean! Paige was a wonderful guide and host for the local area!"
United States
Derek N.
Nook Cottage Across street from beach and Heated Pool
Interior

4. Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is HK$2,990
HK$5,449 total
includes taxes & fees
23 Aug - 24 Aug
Siesta Heron 6 / Sunset
Pool

5. Cabana Cottage Across street from Beach and Heated Pool

Cabana Cottage Across street from Beach and Heated Pool
Siesta Key
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful property and fantastic location. Everything you need at your fingertips for an enjoyable beach stay without ever having to leave the island!"
United States
Meghan J.
Cabana Cottage Across street from Beach and Heated Pool
Interior

6. Beach Road

Beach Road
2.0 star property
Siesta Key
The price is HK$4,614
HK$6,528 total
includes taxes & fees
2 Sept - 3 Sept
Beach Road
Outdoor dining

7. Siesta Heron 7

Siesta Heron 7
3.0 star property
Siesta Key
The price is HK$4,896
HK$8,425 total
includes taxes & fees
17 Aug - 18 Aug
Siesta Heron 7
Exterior

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

Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
Nokomis
The price is HK$565
HK$1,966 total
includes taxes & fees
10 Sept - 11 Sept
Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
1 bedroom, iron/ironing board, WiFi, bed sheets

9. Cozy Lido Key Bungalow by Pool & Beach

Cozy Lido Key Bungalow by Pool & Beach
Lido Key
The price is HK$691
HK$2,630 total
includes taxes & fees
21 Aug - 22 Aug
Cozy Lido Key Bungalow by Pool & Beach
1 bedroom, iron/ironing board, WiFi, bed sheets

10. Lido Bungalow Walk to Beach & St. Armand's Circle

Lido Bungalow Walk to Beach & St. Armand's Circle
Lido Key
The price is HK$691
HK$2,630 total
includes taxes & fees
17 Aug - 18 Aug
Lido Bungalow Walk to Beach & St. Armand's Circle
Hair dryer, towels, soap, shampoo

11. Sunny Lido Studio - Modern Touches

Sunny Lido Studio - Modern Touches
Lido Key
The price is HK$777
HK$2,736 total
includes taxes & fees
17 Aug - 18 Aug
Sunny Lido Studio - Modern Touches
Interior

12. Home < 1-mi Walk to Warm Mineral Springs Park!

Home < 1-mi Walk to Warm Mineral Springs Park!
3.0 star property
North Port
The price is HK$1,177
HK$3,499 total
includes taxes & fees
14 Aug - 15 Aug
Home < 1-mi Walk to Warm Mineral Springs Park!
Exterior

13. The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (73 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is HK$777
HK$1,663 total
includes taxes & fees
17 Aug - 18 Aug
The "Grouper"
Exterior

14. Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.2 out of 10, Wonderful, (27 reviews)
"We were enjoying our stay."
United States
Inna K.
The price is HK$314
HK$1,044 total
includes taxes & fees
24 Aug - 25 Aug
Charming cottage for 2 across warm mineral springs park
Property grounds

15. Coastal Luxury 7mi to Anna Maria Private Cottage

Coastal Luxury 7mi to Anna Maria Private Cottage
Bradenton
10.0 out of 10, Exceptional, (11 reviews)
"Very nice location. "
United States
Daniel o.
The price is HK$1,169
HK$2,731 total
includes taxes & fees
9 Sept - 10 Sept
Coastal Luxury 7mi to Anna Maria Private Cottage
Property grounds

16. Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Anna Maria
9.6 out of 10, Exceptional, (128 reviews)
"Very nice property! Clean and lovely water view!"
United States
Sadie E.
The price is HK$2,346
HK$5,130 total
includes taxes & fees
14 Aug - 15 Aug
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Property grounds

17. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is HK$18,518
HK$24,212 total
includes taxes & fees
26 Aug - 27 Aug
3716 7th Ave W
Outdoor dining

18. Cozy Lido Key Studio Steps to Beach & Kayaking

Cozy Lido Key Studio Steps to Beach & Kayaking
Lido Key
The price is HK$691
HK$2,630 total
includes taxes & fees
23 Aug - 24 Aug
Cozy Lido Key Studio Steps to Beach & Kayaking
Interior

19. 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 HK$1,373
HK$2,636 total
includes taxes & fees
9 Sept - 10 Sept
Pet-friendly Bradenton Home 1.5 Mi to Cortez 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 Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Todo me encantó lo que si eres alérgico a la picadura de jejenes tienes que llevar repelente"
Maidel 4-night trip
Posted 9 hours ago
Tropical Beach Resorts

Find out more about Siesta Key

Siesta Key Cottages information

Number of reviews
329
Accommodation
57 Cottages
Lowest Price
HK$1,044
Highest Price
HK$24,212

Frequently asked questions

Are there any family-friendly cottages in Siesta Key?
Many visitors needing a family-friendly cottage in Siesta Key choose The Inn On Siesta Key. With a 3.5-star rating and amenities including a nearby beach and laundry facilities, it'll feel like your home away from home. Another great option for holidaying families is Flip Flop Cottages. Laundry facilities and a barbecue grill help make this 3-star cottage a comfortable base for your Siesta Key trip. Siesta Key has lots of family-friendly attractions to visit that'll entertain the kids. Siesta Key Beach and Lido Beach promise a fun-fuelled day for travellers both 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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