Search Cottages in Siesta Key

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 9 Cottages in Siesta Key with updated reviews, rates, and availability.

The Inn On Siesta Key
The Cabana, 2 Bedroom 2 Bath (1 King, 2 Twins) | Balcony view

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (175)
"The team at the INN take such care and pride. Everything is prestige condition, fully equipped kitchen and outdoor amenities for pool and beach. Our cabana was a little smaller so I would get the 3br next time for the space. 5STAR!"
The price is ₩325,253
₩421,094 total
includes taxes & fees
May 11 - May 12
The Inn On Siesta Key
Remodeled Siesta Key Escape Walk to the Beach!
Cottage (1 Bedroom) | Interior

Remodeled Siesta Key Escape Walk to the Beach!

3.0 star property
Remodeled Siesta Key Escape Walk to the Beach!
Siesta Key Village Home < Half Mi to Beach!
House (2 Bedrooms) | Interior

Siesta Key Village Home < Half Mi to Beach!

3.0 star property
Siesta Key Village Home < Half Mi to Beach!
Sarasota Vacation Rental w/ Pool & Game Room!
Outdoor dining

Sarasota Vacation Rental w/ Pool & Game Room!

3.0 star property
Sarasota Vacation Rental w/ Pool & Game Room!
Scenic Siesta Key Home ~ 1 Mi to Village & Beach!
House (2 Bedrooms) | Private kitchen

Scenic Siesta Key Home ~ 1 Mi to Village & Beach!

2.5 star property
Scenic Siesta Key Home ~ 1 Mi to Village & Beach!
Flip Flop Cottages
Outdoor pool

Flip Flop Cottages

3.0 star property
7.8 out of 10, Good, (6)
"Very cute. Pool was a bit small"
Flip Flop Cottages
Siesta Key Oasis w/ Outdoor Pool + Screened Lanai!
Interior

Siesta Key Oasis w/ Outdoor Pool + Screened Lanai!

3.0 star property
Siesta Key Oasis w/ Outdoor Pool + Screened Lanai!
Luxe Bayfront Sarasota Home Rental: Pool, Lanai!
Interior

Luxe Bayfront Sarasota Home Rental: Pool, Lanai!

3.0 star property
Luxe Bayfront Sarasota Home Rental: Pool, Lanai!
Modern Siesta Key Getaway w/ Private Pool!
Outdoor dining

Modern Siesta Key Getaway w/ Private Pool!

3.0 star property
Modern Siesta Key Getaway w/ Private Pool!
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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Other property types in Siesta Key

Tropical Beach Resorts
Property amenity

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4642)
"The hotel is next to the beach, walking to the beach is easy. A lot of dinning options just several minutes walking away. Even due to cutting the tree we couldn’t park the car next to our room, but the staff offered parking very close by. Front desk was very nice and helpful as well. "
The price is ₩242,519
₩306,450 total
includes taxes & fees
May 19 - May 20
Tropical Beach Resorts
Captiva Beach Resort
Florida Family Single | Private kitchen | Fridge, microwave, coffee/tea maker, toaster

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1087)
"This hotel is in the perfect spot close to beach and restaurants. But far enough from village to be lost."
The price is ₩273,107
₩357,215 total
includes taxes & fees
May 5 - May 6
Captiva Beach Resort
The Ringling Beach House
Aerial view

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (300)
"We enjoyed our stay. The location was great. It was a 5 min walk to the beach, and a 5 minute walk to all the restaurants. Would definitely recommend. "
The price is ₩457,193
₩678,924 total
includes taxes & fees
May 9 - May 10
The Ringling Beach House
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.