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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Siesta Key cottages

The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Terrace/patio

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (194 reviews)
"Very charming place! Great location for the beach and restaurants. Would definitely stay again."
United States
Blaine
$436 nightly
The price is $493
Feb 16 - Feb 17
Total with taxes and fees
The Inn On Siesta Key
Exterior

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.
$879 nightly
The price is $957
Feb 21 - Feb 22
Total with taxes and fees
Yellow Palm Cottage steps from the beach
Exterior

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.
$528 nightly
The price is $591
Feb 22 - Feb 23
Total with taxes and fees
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
House (2 Bedrooms) | Interior

Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
$1,059 nightly
The price is $1,197
Feb 17 - Feb 18
Total with taxes and fees
Siesta Heron 6 / Sunset
Property grounds

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.
$648 nightly
The price is $722
Feb 16 - Feb 17
Total with taxes and fees
Haven cottage Across street from beach and Heated Pool
Exterior

Blue Dolphin Cottage steps from the beach

Blue Dolphin Cottage steps from the beach
Siesta Key Village
$820 nightly
The price is $893
Feb 24 - Feb 25
Total with taxes and fees
Blue Dolphin Cottage steps from the beach
Interior

Beach Road

Beach Road
2.0 star property
Siesta Key
$1,235 nightly
The price is $1,395
Feb 22 - Feb 23
Total with taxes and fees
Beach Road
House (3 Bedrooms) | Front of property

Siesta Heron 7

Siesta Heron 7
3.0 star property
Siesta Key
Siesta Heron 7
Interior

Stylish Retro Vibes Private BBQ & Beach Access

Stylish Retro Vibes Private BBQ & Beach Access
3.0 star property
Sarasota
$333 nightly
The price is $376
Feb 18 - Feb 19
Total with taxes and fees
Stylish Retro Vibes Private BBQ & Beach Access
Exterior

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.
$324 nightly
The price is $361
Mar 9 - Mar 10
Total with taxes and fees
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Exterior

1-bedroom cottage in a park like setting! Close to Spring Training and Beaches.

1-bedroom cottage in a park like setting! Close to Spring Training and Beaches.
Bayou Oaks
10.0 out of 10, Exceptional, (1 review)
"Charming cottage equipped with everything needed for a comfortable stay. "
United States
Marilinne C.
$120 nightly
The price is $133
Feb 15 - Feb 16
Total with taxes and fees
1-bedroom cottage in a park like setting! Close to Spring Training and Beaches.
Property grounds

7mi to Anna Maria Newly Renovated Private Cottage

7mi to Anna Maria Newly Renovated Private Cottage
Bradenton
10.0 out of 10, Exceptional, (3 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.
$292 nightly
The price is $327
Feb 28 - Mar 1
Total with taxes and fees
7mi to Anna Maria Newly Renovated Private Cottage
Exterior

#3 Small house walking distance to Warm Mineral Spring

#3 Small house walking distance to Warm Mineral Spring
Warm Mineral Springs
9.0 out of 10, Wonderful, (12 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.
$155 nightly
The price is $173
Mar 1 - Mar 2
Total with taxes and fees
#3 Small house walking distance to Warm Mineral Spring
House (3 Bedrooms) | Interior

Beach Gear Provided! Omas House in Bradenton!

Beach Gear Provided! Omas House in Bradenton!
3.0 star property
Bradenton
$419 nightly
The price is $470
Feb 23 - Feb 24
Total with taxes and fees
Beach Gear Provided! Omas House in Bradenton!
Terrace/patio

Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (112 reviews)
"Simple old-school beach shack - so hard to find these days, absolutely loved it. Right on the water, best location along Nokomis Beach/Casey Key...short walk to restaurants also....absolutely fantastic."
United States
HAYLEY S.
$401 nightly
The price is $448
Feb 17 - Feb 18
Total with taxes and fees
Casey Key Beachfront Escape: Charming 1BR Cottage
Exterior

Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.4 out of 10, Exceptional, (13 reviews)
"Property was perfect for the price."
United States
William M.
$145 nightly
The price is $161
Mar 1 - Mar 2
Total with taxes and fees
Charming cottage for 2 across warm mineral springs park
Exterior

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (45 reviews)
"We really enjoyed our stay here. So close to AMI "
United States
Taylor B.
$189 nightly
The price is $211
Mar 4 - Mar 5
Total with taxes and fees
The "Grouper"
Interior

Moon Dreams Cottage 1.7 mi to Nokomis Beach

Moon Dreams Cottage 1.7 mi to Nokomis Beach
Nokomis
$346 nightly
The price is $386
Feb 24 - Feb 25
Total with taxes and fees
Moon Dreams Cottage 1.7 mi to Nokomis Beach
Interior

Family Fun: Ping Pong, Bbq, Walk to Park Nearby

Family Fun: Ping Pong, Bbq, Walk to Park Nearby
3.0 star property
Fruitville
$635 nightly
The price is $718
Mar 1 - Mar 2
Total with taxes and fees
Family Fun: Ping Pong, Bbq, Walk to Park Nearby
Property grounds

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 location"
United States
Steve H.
$627 nightly
The price is $699
Mar 12 - Mar 13
Total with taxes and fees
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
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

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

10/10 Excellent
"Right by beach n good band at bar. Free beach stuff to use and great pool too. Will return."
Kelly 2-night trip
Posted 6 hours ago
Siesta Key Beach Resort and Suites

Find out more about Siesta Key

Siesta Key Cottages information

Number of reviews
555
Accommodation
33 Cottages
Lowest Price
$161
Highest Price
$957

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.

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