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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

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
The price is €383
includes taxes & fees
10 Feb - 11 Feb
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.
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.
The price is €427
includes taxes & fees
9 Feb - 10 Feb
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Interior

Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
2.0 star property
Siesta Key
The price is €1,033
includes taxes & fees
9 Feb - 10 Feb
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.
The price is €563
includes taxes & fees
10 Feb - 11 Feb
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
The price is €805
includes taxes & fees
24 Feb - 25 Feb
Blue Dolphin Cottage steps from the beach
Interior

Beach Road

Beach Road
2.0 star property
Siesta Key
The price is €1,051
includes taxes & fees
18 Feb - 19 Feb
Beach Road
Interior

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

Family Fun: Ping Pong, Bbq, Walk to Park Nearby
3.0 star property
Fruitville
The price is €473
includes taxes & fees
10 Feb - 11 Feb
Family Fun: Ping Pong, Bbq, Walk to Park Nearby
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.
The price is €302
includes taxes & fees
5 Feb - 6 Feb
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
House (3 Bedrooms) | Interior

3 Mi to Downtown Bradenton: Family Home w/ Yard!

3 Mi to Downtown Bradenton: Family Home w/ Yard!
3.0 star property
Bradenton
The price is €401
includes taxes & fees
8 Feb - 9 Feb
3 Mi to Downtown Bradenton: Family Home w/ Yard!
Exterior

Cozy Beach Cottage

Cozy Beach Cottage
Manasota Beach
9.4 out of 10, Exceptional, (24 reviews)
"Wonderful location for a peaceful getaway "
United States
pamela
The price is €418
includes taxes & fees
7 Feb - 8 Feb
Cozy Beach Cottage
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.
The price is €292
includes taxes & fees
28 Feb - 1 Mar
7mi to Anna Maria Newly Renovated Private Cottage
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.
The price is €381
includes taxes & fees
8 Feb - 9 Feb
Casey Key Beachfront Escape: Charming 1BR Cottage
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
The price is €77
includes taxes & fees
5 Feb - 6 Feb
1-bedroom cottage in a park like setting! Close to Spring Training and Beaches.
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.
The price is €141
includes taxes & fees
1 Mar - 2 Mar
Charming cottage for 2 across warm mineral springs park
Interior

Moon Dreams Cottage 1.7 mi to Nokomis Beach

Moon Dreams Cottage 1.7 mi to Nokomis Beach
Nokomis
The price is €328
includes taxes & fees
24 Feb - 25 Feb
Moon Dreams Cottage 1.7 mi to Nokomis Beach
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.
The "Grouper"
Interior

Stylish Retro Vibes Private BBQ & Beach Access

Stylish Retro Vibes Private BBQ & Beach Access
3.0 star property
Sarasota
The price is €368
includes taxes & fees
8 Feb - 9 Feb
Stylish Retro Vibes Private BBQ & Beach Access
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, (122 reviews)
"Great location"
United States
Steve H.
The price is €612
includes taxes & fees
7 Mar - 8 Mar
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Terrace/patio

Direct Beachfront 2BR Cottage on Casey Key!

Direct Beachfront 2BR Cottage on Casey Key!
Casey Key
9.2 out of 10, Wonderful, (69 reviews)
"This is a great spot, this was our 2nd time staying and we will definitely be back. "
United States
Jason W.
The price is €833
includes taxes & fees
20 Feb - 21 Feb
Direct Beachfront 2BR Cottage on Casey Key!
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

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

10/10 Excellent
"The view was fantastic and staff went out of their way to make your visit enjoyable! "
Vera Jean 5-night trip
Posted 2 days ago
The Residences at Siesta Key Beach by Hyatt Vacation Club

Find out more about Siesta Key

Siesta Key Cottages information

Number of reviews
637
Accommodation
33 Cottages
Lowest Price
€141
Highest Price
€833

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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