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Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for Siesta Key cottages

Exterior

Blue Dolphin Cottage steps from the beach

Blue Dolphin Cottage steps from the beach
Siesta Key Village
$736 nightly
The price is $798
Feb 24 - Feb 25
Total with taxes and fees
Blue Dolphin Cottage steps from the beach
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)
"Great place to stay! "
United States
Carlos
$448 nightly
The price is $506
Feb 26 - Feb 27
Total with taxes and fees
The Inn On Siesta Key
Terrace/patio

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.
$1,134 nightly
The price is $1,231
Mar 3 - Mar 4
Total with taxes and fees
Cabana Cottage Across street from Beach and Heated Pool
House (2 Bedrooms) | Interior

Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
$1,017 nightly
The price is $1,149
Mar 3 - Mar 4
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.
$643 nightly
The price is $716
Feb 26 - Feb 27
Total with taxes and fees
Haven cottage Across street from beach and Heated Pool
Terrace/patio

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.
$915 nightly
The price is $1,007
Feb 28 - Mar 1
Total with taxes and fees
Nook Cottage Across street from beach and Heated Pool
House (3 Bedrooms) | Front of property

Siesta Heron 7

Siesta Heron 7
3.0 star property
Siesta Key
$1,050 nightly
The price is $1,187
Mar 3 - Mar 4
Total with taxes and fees
Siesta Heron 7
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
$449 nightly
The price is $501
Feb 28 - Mar 1
Total with taxes and fees
Cozy Beach Cottage
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.
$652 nightly
The price is $727
Feb 26 - Feb 27
Total with taxes and fees
Direct Beachfront 2BR Cottage on Casey Key!
Interior

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

Family Fun: Ping Pong, Bbq, Walk to Park Nearby
3.0 star property
Fruitville
$582 nightly
The price is $658
Mar 1 - Mar 2
Total with taxes and fees
Family Fun: Ping Pong, Bbq, Walk to Park Nearby
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.
$150 nightly
The price is $167
Mar 1 - Mar 2
Total with taxes and fees
#3 Small house walking distance to Warm Mineral Spring
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

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (46 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"
Exterior

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.
$145 nightly
The price is $161
Mar 1 - Mar 2
Total with taxes and fees
Charming cottage for 2 across warm mineral springs park
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 place and great location........"
United States
chris w.
$647 nightly
The price is $722
Mar 12 - Mar 13
Total with taxes and fees
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Interior

Moon Dreams Cottage 1.7 mi to Nokomis Beach

Moon Dreams Cottage 1.7 mi to Nokomis Beach
Nokomis
$348 nightly
The price is $388
Feb 24 - Feb 25
Total with taxes and fees
Moon Dreams Cottage 1.7 mi to Nokomis Beach
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.
$310 nightly
The price is $345
Mar 9 - Mar 10
Total with taxes and fees
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Property grounds

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.
$751 nightly
The price is $838
Mar 13 - Mar 14
Total with taxes and fees
Romantic Island Getaway! Just Steps from the Beach
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.
$630 nightly
The price is $703
Mar 3 - Mar 4
Total with taxes and fees
Casey Key Beachfront Escape: Charming 1BR Cottage
Property grounds

3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
$2,724 nightly
The price is $3,078
Mar 14 - Mar 15
Total with taxes and fees
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 14 hours ago
Tropical Beach Resorts

Find out more about Siesta Key

Siesta Key Cottages information

Number of reviews
423
Accommodation
33 Cottages
Lowest Price
$161
Highest Price
$1,231

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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