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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Siesta Key cottages

Exterior

Cottage in Siesta Key Village

Blue Dolphin Cottage steps from the beach
Blue Dolphin Cottage steps from the beach
The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Terrace/patio

Cottage in Siesta Key

The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (194 reviews)
"Great place to stay! "
United States
Carlos
The price is £352
includes taxes & fees
26 Feb - 27 Feb
The Inn On Siesta Key
Terrace/patio

Cottage in Siesta Key

Cabana Cottage Across street from Beach and Heated Pool
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 £912
includes taxes & fees
3 Mar - 4 Mar
Cabana Cottage Across street from Beach and Heated Pool
House (2 Bedrooms) | Interior

Cottage in Siesta Key

Siesta Heron 6 / Sunset
3.0 star property
The price is £852
includes taxes & fees
3 Mar - 4 Mar
Siesta Heron 6 / Sunset
Property grounds

Cottage in Siesta Key

Haven cottage Across street from beach and Heated Pool
9.8 out of 10, Exceptional, (7 reviews)
"It was a beautiful place. Great staff. Awesome experience."
United States
Nicholas M.
The price is £533
includes taxes & fees
26 Feb - 27 Feb
Haven cottage Across street from beach and Heated Pool
Terrace/patio

Cottage in Siesta Key

Nook Cottage Across street from beach and Heated Pool
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 £749
includes taxes & fees
28 Feb - 1 Mar
Nook Cottage Across street from beach and Heated Pool
House (3 Bedrooms) | Front of property

Cottage in Siesta Key

Siesta Heron 7
3.0 star property
The price is £857
includes taxes & fees
3 Mar - 4 Mar
Siesta Heron 7
Exterior

Cottage in Manasota Beach

Cozy Beach Cottage
9.4 out of 10, Exceptional, (24 reviews)
"Wonderful location for a peaceful getaway "
United States
pamela
The price is £376
includes taxes & fees
28 Feb - 1 Mar
Cozy Beach Cottage
Terrace/patio

Cottage in Casey Key

Direct Beachfront 2BR Cottage on 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 £544
includes taxes & fees
26 Feb - 27 Feb
Direct Beachfront 2BR Cottage on Casey Key!
Interior

Cottage in Fruitville

Family Fun: Ping Pong, Bbq, Walk to Park Nearby
3.0 star property
The price is £400
includes taxes & fees
1 Mar - 2 Mar
Family Fun: Ping Pong, Bbq, Walk to Park Nearby
Exterior

Cottage in Warm Mineral Springs

#3 Small house walking distance to Warm Mineral Spring
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 £127
includes taxes & fees
1 Mar - 2 Mar
#3 Small house walking distance to Warm Mineral Spring
Property grounds

Cottage in Bradenton

7mi to Anna Maria Newly Renovated Private Cottage
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

Cottage in Sunny Shores

The "Grouper"
9.4 out of 10, Exceptional, (46 reviews)
"We really enjoyed our stay here. So close to AMI "
United States
Taylor B.
The price is £159
includes taxes & fees
4 Mar - 5 Mar
The "Grouper"
Exterior

Cottage in Warm Mineral Springs

Charming cottage for 2 across warm mineral springs park
9.0 out of 10, Wonderful, (14 reviews)
"Property was perfect for the price."
United States
William M.
The price is £123
includes taxes & fees
1 Mar - 2 Mar
Charming cottage for 2 across warm mineral springs park
Property grounds

Cottage in Anna Maria

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
9.6 out of 10, Exceptional, (123 reviews)
"Great place and great location........"
United States
chris w.
The price is £536
includes taxes & fees
12 Mar - 13 Mar
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Interior

Cottage in Nokomis

Moon Dreams Cottage 1.7 mi to Nokomis Beach
Moon Dreams Cottage 1.7 mi to Nokomis Beach
Exterior

Cottage in Sarasota

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
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 £251
includes taxes & fees
9 Mar - 10 Mar
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Property grounds

Cottage in Bradenton Beach

Romantic Island Getaway! Just Steps from the 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 £628
includes taxes & fees
13 Mar - 14 Mar
Romantic Island Getaway! Just Steps from the Beach
Terrace/patio

Cottage in Casey Key

Casey Key Beachfront Escape: Charming 1BR Cottage
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 £520
includes taxes & fees
3 Mar - 4 Mar
Casey Key Beachfront Escape: Charming 1BR Cottage
Property grounds

Cottage in Bradenton

3716 7th Ave W
3.0 star property
The price is £2,283
includes taxes & fees
14 Mar - 15 Mar
3716 7th Ave W
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
"beautiful new pool, great proximity to beach, clean, quiet, fun location walkable to several restaurants and bars with live music. friendly front desk staff. "
MaryEllen 3-night trip
Posted 1 day ago
Tropical Beach Resorts

Find out more about Siesta Key

Siesta Key Cottages information

Number of reviews
423
Accommodation
33 Cottages
Lowest Price
£123
Highest Price
£912

Frequently asked questions

Are there any family-friendly cottages in Siesta Key?
Put your feet up at The Inn On Siesta Key, a 3.5-star cottage only a quick drive from downtown. Conveniences here include a nearby beach and a picnic area. Another family-friendly option where you can swap the concrete jungle for wide open spaces is Flip Flop Cottages. WiFi and laundry facilities help make this 3-star cottage a hit with guests. Siesta Key has plenty of family-friendly attractions to visit when the kids are getting restless. Ed Smith Stadium and Sarasota BayWalk promise a fun-filled day for travellers 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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