Search Cottages in Longboat Key

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Longboat Key cottages

The Lookout, 1 King Bedroom 1 Bath | Terrace/patio
The Inn On Siesta Key

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (192)
"Great place to stay! "
United States
Carlos
The Inn On Siesta Key
Property grounds
7mi to Anna Maria Newly Renovated Private Cottage

7mi to Anna Maria Newly Renovated Private Cottage

7mi to Anna Maria Newly Renovated Private Cottage
Bradenton
10.0 out of 10, Exceptional, (3)
"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.
The price is AED 298
AED 1,023 total
includes taxes & fees
5 Jan - 6 Jan
7mi to Anna Maria Newly Renovated Private Cottage
Exterior
Cozy 1-bedroom cottage that connects to a county park in beautiful Sarasota

Cozy 1-bedroom cottage that connects to a county park in beautiful Sarasota

Cozy 1-bedroom cottage that connects to a county park in beautiful Sarasota
2.0 star property
Bayou Oaks
The price is AED 217
AED 394 total
includes taxes & fees
1 Feb - 2 Feb
Cozy 1-bedroom cottage that connects to a county park in beautiful Sarasota
Exterior
Direct Beachfront 2BR Cottage on Casey Key!

Direct Beachfront 2BR Cottage on Casey Key!

Direct Beachfront 2BR Cottage on Casey Key!
Casey Key
9.2 out of 10, Wonderful, (69)
"The Cottage is simple and in need of a few updates, but it is a beach cottage and the salt air is not kind. Overall, the location is fantastic, the Cottage is clean and comfortable and our stay was great."
United States
Bob T.
The price is AED 727
AED 1,760 total
includes taxes & fees
4 Jan - 5 Jan
Direct Beachfront 2BR Cottage on Casey Key!
Exterior
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
South Village
9.6 out of 10, Exceptional, (81)
"Wonderful experience! It was perfect for a girls’ weekend which included me, my mother & my 12 yr old daughters. There was enough restaurants in walking distance, the beach was in walking distance and we appreciated the trolley and frog hopper to get to Turtle Beach for kayaking. "
United States
Michelle A.
The price is AED 364
AED 1,087 total
includes taxes & fees
12 Jan - 13 Jan
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Exterior
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

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, (177)
"Loved this place, very roomy and even had a coffee bar, cute style, and right by the beach."
United States
Alexis
The price is AED 970
AED 1,777 total
includes taxes & fees
19 Jan - 20 Jan
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Terrace/patio
Adorable Cottage with Covered Balconies and Private Pool

Adorable Cottage with Covered Balconies and Private Pool

Adorable Cottage with Covered Balconies and Private Pool
Anna Maria
9.6 out of 10, Exceptional, (41)
"Amazing cottage with plenty of amenities and a fantastic location. Just a few minutes walk to the beach, shopping and restaurants. Check-in and check-out were a breeze. The only hiccup was issues with parking. Often the single reserved space below was taken by restaurant clients."
United States
C. S.
Adorable Cottage with Covered Balconies and Private Pool
Exterior
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
2.0 star property
Sarasota
The price is AED 502
AED 1,223 total
includes taxes & fees
6 Jan - 7 Jan
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Outdoor dining
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key
9.2 out of 10, Wonderful, (5)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
United States
Rolly N.
The price is AED 547
AED 1,223 total
includes taxes & fees
4 Jan - 5 Jan
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Exterior
Steps to Beach+bikes VaCay getaway on PaG island

Steps to Beach+bikes VaCay getaway on PaG island

Steps to Beach+bikes VaCay getaway on PaG island
Pass-a-Grille
9.8 out of 10, Exceptional, (20)
"Super cute location and unit! Close parking and within walking distance to restaurants (dinner, lunch, breakfast) and soooo close to the beach! "
United States
Shaunte W.
Steps to Beach+bikes VaCay getaway on PaG island
Property grounds
Nest Cottage Across street from beach and Heated Pool

Nest Cottage Across street from beach and Heated Pool

Nest Cottage Across street from beach and Heated Pool
Siesta Key
10.0 out of 10, Exceptional, (2)
"Clean, modern and staff is amazing. Room ready before noon received text notification from owners. This is now our new go to after 19 years of staying up the street. All of everything is provided in rooms and for beach life, well maintained and fun atmosphere no pressures except to make memories here."
United States
Marti C.
Nest Cottage Across street from beach and Heated Pool
Exterior
Blue Dolphin Cottage steps from the beach

Blue Dolphin Cottage steps from the beach

Blue Dolphin Cottage steps from the beach
Siesta Key Village
The price is AED 551
AED 2,158 total
includes taxes & fees
6 Jan - 7 Jan
Blue Dolphin Cottage steps from the beach
Exterior
Yellow Palm Cottage steps from the beach

Yellow Palm Cottage steps from the beach

Yellow Palm Cottage steps from the beach
Siesta Key Village
The price is AED 580
AED 2,132 total
includes taxes & fees
6 Jan - 7 Jan
Yellow Palm Cottage steps from the beach
Terrace/patio
5 star Guest House heated pool on the water!

5 star Guest House heated pool on the water!

5 star Guest House heated pool on the water!
South Sarasota
The price is AED 918
AED 1,796 total
includes taxes & fees
4 Jan - 5 Jan
5 star Guest House heated pool on the water!
Exterior
SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool

SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool

SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool
Anna Maria
10.0 out of 10, Exceptional, (1)
"Absolutely lovely place to stay. The four of us were SO comfortable. The place was clean and beautiful. Very well maintained. You can tell by the high quality finishes that this is someone’s home and they maintain it as such. There was an unforeseen circumstance that popped up with the island doing some work that affected the house while we were there. I messaged the owner and within minutes he had replied and had all the necessary people on the way to fix it. They fixed it all while we were at...
United States
Devon F.
The price is AED 1,198
AED 3,252 total
includes taxes & fees
6 Jan - 7 Jan
SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool
Outdoor dining
Beautiful Guest House Near the Beach with Private Pool!

Beautiful Guest House Near the Beach with Private Pool!

Beautiful Guest House Near the Beach with Private Pool!
Anna Maria
8.8 out of 10, Excellent, (31)
"Beautiful home perfectly located near the beach, bars and restaurants. "
United States
Bibiana G.
The price is AED 1,006
AED 3,183 total
includes taxes & fees
15 Jan - 16 Jan
Beautiful Guest House Near the Beach with Private Pool!
Outdoor dining
Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (109)
"A true hidden gem on a great stretch of beach. Loved my time there and would recommend it. "
United States
John V.
The price is AED 1,095
AED 2,022 total
includes taxes & fees
5 Jan - 6 Jan
Casey Key Beachfront Escape: Charming 1BR Cottage
Exterior
Steps 2 Beach-Island Cottage w/king bd+2bike+parking

Steps 2 Beach-Island Cottage w/king bd+2bike+parking

Steps 2 Beach-Island Cottage w/king bd+2bike+parking
Pass-a-Grille
9.8 out of 10, Exceptional, (41)
"Quiet neighborhood away from the tourist areas. 50 steps to a beautiful white sandy beach:) charming little place, very clean and comfortable. sunsets were beautiful and almost no rain all week:)"
United States
James C.
The price is AED 1,049
AED 1,755 total
includes taxes & fees
10 Jan - 11 Jan
Steps 2 Beach-Island Cottage w/king bd+2bike+parking
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 Longboat Key Hotel Reviews

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

10/10 Excellent
"Incredible place. Already booked again!! "
Julie T. 5-night trip
Posted 2 days ago
THE BEACH CONDO #107 BEACHFRONT FULL VIEW

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