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Check prices for these dates

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

Our top choices for Siesta Key cottages

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 HK$2,016
HK$3,572 total
includes taxes & fees
11 Feb - 12 Feb
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
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 HK$3,746
HK$4,665 total
includes taxes & fees
16 Feb - 17 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.
The price is HK$3,405
HK$7,800 total
includes taxes & fees
21 Feb - 22 Feb
Yellow Palm Cottage steps from the beach
Interior

Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is HK$6,110
HK$9,260 total
includes taxes & fees
17 Feb - 18 Feb
Siesta Heron 6 / Sunset
Exterior

Blue Dolphin Cottage steps from the beach

Blue Dolphin Cottage steps from the beach
Siesta Key Village
The price is HK$3,045
HK$7,207 total
includes taxes & fees
24 Feb - 25 Feb
Blue Dolphin Cottage steps from the beach
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.
Haven cottage Across street from beach and Heated Pool
Interior

Beach Road

Beach Road
2.0 star property
Siesta Key
The price is HK$7,851
HK$10,367 total
includes taxes & fees
22 Feb - 23 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 HK$2,013
HK$5,508 total
includes taxes & fees
1 Mar - 2 Mar
Family Fun: Ping Pong, Bbq, Walk to Park Nearby
Interior

Beach Gear Provided! Omas House in Bradenton!

Beach Gear Provided! Omas House in Bradenton!
3.0 star property
Bradenton
The price is HK$1,149
HK$3,673 total
includes taxes & fees
11 Feb - 12 Feb
Beach Gear Provided! Omas House in Bradenton!
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.
7mi to Anna Maria Newly Renovated Private Cottage
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 HK$1,461
HK$3,091 total
includes taxes & fees
9 Mar - 10 Mar
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
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 HK$1,547
HK$3,512 total
includes taxes & fees
17 Feb - 18 Feb
Casey Key Beachfront Escape: Charming 1BR 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.
The price is HK$586
HK$1,348 total
includes taxes & fees
8 Mar - 9 Mar
#3 Small house walking distance to Warm Mineral Spring
Interior

Moon Dreams Cottage 1.7 mi to Nokomis Beach

Moon Dreams Cottage 1.7 mi to Nokomis Beach
Nokomis
The price is HK$1,164
HK$3,017 total
includes taxes & fees
24 Feb - 25 Feb
Moon Dreams Cottage 1.7 mi to Nokomis Beach
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.
The price is HK$781
HK$1,039 total
includes taxes & fees
12 Feb - 13 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 HK$508
HK$1,260 total
includes taxes & fees
1 Mar - 2 Mar
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.
The price is HK$774
HK$1,648 total
includes taxes & fees
4 Mar - 5 Mar
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 HK$960
HK$3,403 total
includes taxes & fees
17 Feb - 18 Feb
Stylish Retro Vibes Private BBQ & Beach Access
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 HK$2,719
HK$5,201 total
includes taxes & fees
20 Feb - 21 Feb
Direct Beachfront 2BR Cottage on Casey Key!
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 HK$2,805
HK$5,638 total
includes taxes & fees
7 Mar - 8 Mar
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

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Room was clean and comfortable. A pleasant walk to the beach. Staff was friendly and helpful. We loved the location - so close to the bridge."
james 7-night trip
Posted 3 days ago
Tropical Beach Resorts

Find out more about Siesta Key

Siesta Key Cottages information

Number of reviews
624
Accommodation
33 Cottages
Lowest Price
HK$1,260
Highest Price
HK$7,800

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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