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

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Our top choices for Siesta Key cottages

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (199 reviews)
"This property was everything we wanted...although not on the beach, it was a short walk to the beach and chairs, umbrellas, coolers and wagons were provided to the beach. The pool area was very comfortable and clean. We like that there were only 6 units...each was unique and very clean. We stayed in "The Nook" which was perfect for our getaway."
United States
Michele
The price is HK$2,799
HK$3,597 total
includes taxes & fees
1 Jul - 2 Jul
The Inn On Siesta Key

Yellow Palm Cottage steps from the beach

Yellow Palm Cottage steps from the beach
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
"This place was so cute and quaint! It was just a short walk to the village and to the beach. The grounds were beautiful! A little oasis in the backyard. . Would stay here again!!!"
United States
Tami B.
The price is HK$972
HK$4,748 total
includes taxes & fees
30 Jun - 1 Jul
Yellow Palm Cottage steps from the beach

Pink Mango Cottage steps from the beach

Pink Mango Cottage steps from the beach
Siesta Key Village
The price is HK$972
HK$4,748 total
includes taxes & fees
30 Jun - 1 Jul
Pink Mango Cottage steps from the beach

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, (184 reviews)
"Right across the beach Less then 5 minutes Good space - rooms nice ad clean "
United States
ASHISH
The price is HK$3,058
HK$5,036 total
includes taxes & fees
3 Jul - 4 Jul
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

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

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 HK$2,133
HK$4,794 total
includes taxes & fees
1 Jul - 2 Jul
Unwind Poolside + Walk to Beach! Sarasota Retreat

Lookout Cottage Across street from Beach and Heated Pool

Lookout Cottage Across street from Beach and Heated Pool
Siesta Key
10.0 out of 10, Exceptional, (1 review)
"The place was beautiful, tastefully furnished and decorated, and so clean! Plenty of towels and nice sheets. Loved the amenities like the pool and the beach chairs. The best part is the location - right across the street from a fantastic beach, close enough to walk to the main business district but not so close that you have to deal with all the people of you don’t want to. Perfect place for a couple looking for some R&R!"
United States
Keeley L.
The price is HK$2,681
HK$5,232 total
includes taxes & fees
29 Jun - 30 Jun
Lookout Cottage Across street from Beach and Heated Pool

Blue Dolphin Cottage steps from the beach

Blue Dolphin Cottage steps from the beach
Siesta Key Village
The price is HK$923
HK$4,682 total
includes taxes & fees
30 Jun - 1 Jul
Blue Dolphin Cottage steps from the beach

Siesta Heron 7

Siesta Heron 7
3.0 star property
Siesta Key
The price is HK$4,893
HK$8,420 total
includes taxes & fees
29 Jun - 30 Jun
Siesta Heron 7

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.
The price is HK$3,516
HK$7,294 total
includes taxes & fees
5 Jul - 6 Jul
Nook Cottage Across street from beach and Heated Pool

Haven cottage Across street from beach and Heated Pool

Haven cottage Across street from beach and Heated Pool
Siesta Key
9.8 out of 10, Exceptional, (7 reviews)
"Enjoyed the property, a very nice little unit, very clean and enjoyable"
United States
Michael M.
The price is HK$3,396
HK$6,306 total
includes taxes & fees
12 Jul - 13 Jul
Haven cottage Across street from beach and Heated Pool

Beach Road

Beach Road
2.0 star property
Siesta Key
The price is HK$9,777
HK$12,361 total
includes taxes & fees
3 Jul - 4 Jul
Beach Road

Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is HK$5,284
HK$8,040 total
includes taxes & fees
5 Jul - 6 Jul
Siesta Heron 6 / Sunset

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (71 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is HK$776
HK$1,685 total
includes taxes & fees
29 Jun - 30 Jun
The "Grouper"

Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt.

Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt.
Bradenton Beach
9.6 out of 10, Exceptional, (14 reviews)
"It is a nice place. The furnitures in the bathroom and the bedrooms a little old but overall is a nice little place. "
United States
kelly n.
The price is HK$1,090
HK$3,135 total
includes taxes & fees
28 Jun - 29 Jun
Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt.

Coastal Luxury 7mi to Anna Maria Private Cottage

Coastal Luxury 7mi to Anna Maria Private Cottage
Bradenton
10.0 out of 10, Exceptional, (9 reviews)
"Place was clean, cozy and cute! Host communication was friendly, clear and concise. Would absolutely recommend!"
United States
Tracee Candace L.
The price is HK$565
HK$1,929 total
includes taxes & fees
30 Jun - 1 Jul
Coastal Luxury 7mi to Anna Maria Private Cottage

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, (24 reviews)
"Easy check in, clean and cozy."
United States
Robert J.
The price is HK$353
HK$1,087 total
includes taxes & fees
2 Jul - 3 Jul
Charming cottage for 2 across warm mineral springs park

Pet-friendly Bradenton Home ~ 3 Mi to Cortez Beach

Pet-friendly Bradenton Home ~ 3 Mi to Cortez Beach
3.0 star property
Bradenton
10.0 out of 10, Exceptional, (3 reviews)
The price is HK$1,372
HK$2,878 total
includes taxes & fees
28 Jun - 29 Jun
Pet-friendly Bradenton Home ~ 3 Mi to Cortez Beach

Cozy Lido Key Studio Steps to Beach & Kayaking

Cozy Lido Key Studio Steps to Beach & Kayaking
Lido Key
The price is HK$776
HK$2,734 total
includes taxes & fees
1 Jul - 2 Jul
Cozy Lido Key Studio Steps to Beach & Kayaking

Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!

Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!
Southgate
9.6 out of 10, Exceptional, (15 reviews)
"Place had everything needed. Host was very communicative and helpful. "
United States
Chris R.
The price is HK$706
HK$3,397 total
includes taxes & fees
30 Jun - 1 Jul
Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!
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

Find out more about Siesta Key

Siesta Key Cottages information

Number of reviews
538
Accommodation
57 Cottages
Lowest Price
HK$1,087
Highest Price
HK$12,361

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?
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