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 ¥61,417
¥79,455 total
includes taxes & fees
Jul 2 - Jul 3
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 ¥20,056
¥97,972 total
includes taxes & fees
Jun 30 - Jul 1
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 ¥20,056
¥97,972 total
includes taxes & fees
Jun 30 - Jul 1
Pink Mango Cottage steps from the beach

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 ¥39,313
¥98,656 total
includes taxes & fees
Jul 12 - Jul 13
Unwind Poolside + Walk to Beach! Sarasota Retreat

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 ¥63,094
¥103,911 total
includes taxes & fees
Jul 3 - Jul 4
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

Blue Dolphin Cottage steps from the beach

Blue Dolphin Cottage steps from the beach
Siesta Key Village
The price is ¥19,053
¥96,620 total
includes taxes & fees
Jun 30 - Jul 1
Blue Dolphin Cottage steps from the beach

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 ¥60,532
¥135,147 total
includes taxes & fees
Jun 28 - Jun 29
Nook Cottage Across street from beach and Heated Pool

Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is ¥109,040
¥165,901 total
includes taxes & fees
Jul 7 - Jul 8
Siesta Heron 6 / Sunset

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 ¥70,069
¥130,119 total
includes taxes & fees
Jul 12 - Jul 13
Haven cottage Across street from beach and Heated Pool

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 ¥55,330
¥107,962 total
includes taxes & fees
Jun 29 - Jun 30
Lookout Cottage Across street from Beach and Heated Pool

Beach Road

Beach Road
2.0 star property
Siesta Key
The price is ¥201,740
¥255,069 total
includes taxes & fees
Jul 3 - Jul 4
Beach Road

Siesta Heron 7

Siesta Heron 7
3.0 star property
Siesta Key
The price is ¥88,231
¥159,327 total
includes taxes & fees
Jun 29 - Jun 30
Siesta Heron 7

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 ¥25,721
¥78,820 total
includes taxes & fees
Jul 7 - Jul 8
Home < 1-mi Walk to Warm Mineral Springs Park!

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 ¥7,280
¥22,431 total
includes taxes & fees
Jul 1 - Jul 2
Charming cottage for 2 across warm mineral springs park

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 ¥16,015
¥34,775 total
includes taxes & fees
Jul 1 - Jul 2
The "Grouper"

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 ¥11,648
¥39,798 total
includes taxes & fees
Jun 30 - Jul 1
Coastal Luxury 7mi to Anna Maria Private Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (124 reviews)
"A beautiful location and super comfortable!"
United States
K B.
The price is ¥64,388
¥113,495 total
includes taxes & fees
Jun 28 - Jun 29
Casey Key Beachfront Escape: Charming 1BR Cottage

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 ¥22,487
¥64,682 total
includes taxes & fees
Jun 28 - Jun 29
Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt.

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 ¥14,560
¥70,083 total
includes taxes & fees
Jun 30 - Jul 1
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
203
Accommodation
54 Cottages
Lowest Price
¥54,268
Highest Price
¥499,192

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 vacationing 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-fueled day for travelers 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 vacation 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.