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Our top choices for Siesta Key cottages

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, (178 reviews)
"Wonderful property with an excellent location! Beach access was across the street and the trolley pick-up was at the end of the block. The village was within walking distance as well. The property was very clean and the beds were comfortable. The washer and dryer is located right outside of the unit and beach chairs and a cooler were provided. We look forward to booking this property again in the future! "
United States
Alison B.
The price is ¥62,108
¥101,642 total
includes taxes & fees
Mar 4 - Mar 5
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

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, (85 reviews)
"Great stay - flexible early check-in!"
United States
Jill P.
The price is ¥15,449
¥45,265 total
includes taxes & fees
Mar 26 - Mar 27
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (194 reviews)
"Great place to stay! "
United States
Carlos
The price is ¥64,298
¥82,357 total
includes taxes & fees
Mar 3 - Mar 4
The Inn On Siesta Key

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.
The price is ¥71,708
¥185,506 total
includes taxes & fees
Mar 3 - Mar 4
Cabana 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)
"It was a beautiful place. Great staff. Awesome experience."
United States
Nicholas M.
The price is ¥72,775
¥122,419 total
includes taxes & fees
Mar 3 - Mar 4
Haven cottage Across street from beach and Heated Pool

Pink Mango Cottage steps from the beach

Pink Mango Cottage steps from the beach
Siesta Key Village
The price is ¥58,659
¥141,578 total
includes taxes & fees
Mar 6 - Mar 7
Pink Mango Cottage steps from the beach

Siesta Heron 7

Siesta Heron 7
3.0 star property
Siesta Key
The price is ¥144,572
¥229,095 total
includes taxes & fees
Mar 10 - Mar 11
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.
Nook Cottage Across street from beach and Heated Pool

Beach Road

Beach Road
2.0 star property
Siesta Key
Beach Road

Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is ¥117,038
¥179,309 total
includes taxes & fees
Mar 3 - Mar 4
Siesta Heron 6 / Sunset

Stylish Retro Vibes Private BBQ & Beach Access

Stylish Retro Vibes Private BBQ & Beach Access
3.0 star property
Sarasota
The price is ¥18,234
¥66,922 total
includes taxes & fees
Mar 10 - Mar 11
Stylish Retro Vibes Private BBQ & Beach Access

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, (14 reviews)
"Property was perfect for the price."
United States
William M.
The price is ¥9,363
¥24,281 total
includes taxes & fees
Mar 2 - Mar 3
Charming cottage for 2 across warm mineral springs park

#3 Small house walking distance to Warm Mineral Spring

#3 Small house walking distance to Warm Mineral Spring
Warm Mineral Springs
9.2 out of 10, Wonderful, (13 reviews)
"Property was very nice and exactly what I was looking for while working remote. Would absolutely recommend it to anyone and look forward to coming back in the future."
United States
Jake R.
The price is ¥9,363
¥24,281 total
includes taxes & fees
Mar 16 - Mar 17
#3 Small house walking distance to Warm Mineral Spring

Steps to Riverwalk! Dtwn Bradenton Snowbird Haven

Steps to Riverwalk! Dtwn Bradenton Snowbird Haven
3.0 star property
Bradenton
The price is ¥28,245
¥88,630 total
includes taxes & fees
Mar 2 - Mar 3
Steps to Riverwalk! Dtwn Bradenton Snowbird Haven

Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (112 reviews)
"Great location for a quick beach getaway!"
United States
Thomas D.
The price is ¥62,108
¥106,042 total
includes taxes & fees
Mar 3 - Mar 4
Casey Key Beachfront Escape: Charming 1BR Cottage

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (48 reviews)
"We really enjoyed our stay here. So close to AMI "
United States
Taylor B.
The price is ¥15,449
¥32,922 total
includes taxes & fees
Mar 4 - Mar 5
The "Grouper"

7mi to Anna Maria Newly Renovated Private Cottage

7mi to Anna Maria Newly Renovated Private Cottage
Bradenton
10.0 out of 10, Exceptional, (4 reviews)
"I stayed for 9 days. It was in a great location in Bradenton...just minutes from the beach, shopping and dining. It was clean and quiet. I would stay there again."
United States
MO L.
7mi to Anna Maria Newly Renovated Private Cottage

Romantic Island Getaway! Just Steps from the Beach

Romantic Island Getaway! Just Steps from the Beach
Bradenton Beach
8.8 out of 10, Excellent, (3 reviews)
"It was great! Check in was super easy and anything you would need is nearby. "
United States
Thomas N.
The price is ¥39,325
¥106,625 total
includes taxes & fees
Mar 13 - Mar 14
Romantic Island Getaway! Just Steps from the Beach

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, (123 reviews)
"Great place and great location........"
United States
chris w.
The price is ¥56,022
¥112,609 total
includes taxes & fees
Mar 12 - Mar 13
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

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

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Sarasota
10.0 out of 10, Exceptional, (1 review)
"Perfect vacation get away. Host are very good to work with. Everything was exactly as we wanted it! "
United States
Kara F.
The price is ¥23,876
¥53,859 total
includes taxes & fees
Mar 9 - Mar 10
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
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
597
Accommodation
33 Cottages
Lowest Price
¥24,281
Highest Price
¥185,506

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.