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Check prices for these dates

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

Featured Cottages in Siesta Key

The Inn On Siesta Key
Balcony view

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (175)
"Outstanding service. Room and facility was very clean. Staff is amazing. We would strongly recommend The Inn and we plan on returning for our next vacation "
The price is S$399
includes taxes & fees
11 May - 12 May
The Inn On Siesta Key
Remodeled Siesta Key Escape Walk to the Beach!
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!
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!
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)
"Wonderful stay. I enjoy that the resort is so close to the beautiful beach and also local dining and shopping."
The price is S$279
includes taxes & fees
20 May - 21 May
Tropical Beach Resorts
Captiva Beach Resort
Private kitchen

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1087)
"Close to beach and pool ."
The price is S$325
includes taxes & fees
7 May - 8 May
Captiva Beach Resort
The Ringling Beach House
Aerial view

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (300)
"Really enjoyed staying and beautiful beach!!! Will definitely come back again! "
The price is S$447
includes taxes & fees
4 May - 5 May
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.