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Featured Cottages in Longboat Key and around

The "Grouper"

9.2 out of 10, Wonderful, (39)
"Great location."
The price is €186
includes taxes & fees
12 Oct - 13 Oct
The "Grouper"

7mi to Anna Maria Newly Renovated Private Cottage

10.0 out of 10, Exceptional, (2)
"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."
The price is €256
includes taxes & fees
1 Nov - 2 Nov
7mi to Anna Maria Newly Renovated Private Cottage

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

9.6 out of 10, Exceptional, (78)
"Its right next to everything we needed"
The price is €265
includes taxes & fees
23 Oct - 24 Oct
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK

The price is €202
includes taxes & fees
1 Nov - 2 Nov
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK

Steps to Beach+bikes VaCay getaway on PaG island

10.0 out of 10, Exceptional, (15)
"Great property and location. Thank you!"
The price is €239
includes taxes & fees
22 Oct - 23 Oct
Steps to Beach+bikes VaCay getaway on PaG island

Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

9.2 out of 10, Wonderful, (100)
"We had an amazing long weekend here! The owner was very accommodating, the place was exactly as described, clean and quiet, and the beach leaves us lost for words!"
The price is €844
includes taxes & fees
12 Oct - 13 Oct
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

9.2 out of 10, Wonderful, (175)
"my friends and I traveled from across the country to meet for our annual “girls” trip. Location is amazing. You can walk to the beach, you can rent cabanas and there are lounge chairs for your use. The pool is sparkling and the trolley stop is right outside the property entrance. I just love Siesta key and this is a wonderful place to get away from it all, but have easy access to all of the fun and shopping. "
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

5 star Guest House heated pool on the water!

5 star Guest House heated pool on the water!

Adorable Cottage with Covered Balconies and Private Pool

9.6 out of 10, Exceptional, (39)
"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."
The price is €464
includes taxes & fees
16 Oct - 17 Oct
Adorable Cottage with Covered Balconies and Private Pool

Romantic Island Getaway! Just Steps from the Beach

2.0 star property
8.8 out of 10, Excellent, (3)
"It was great! Check in was super easy and anything you would need is nearby. "
The price is €345
includes taxes & fees
12 Oct - 13 Oct
Romantic Island Getaway! Just Steps from the Beach

Sunny PaG Island rental w/bikes-just steps2beach

9.0 out of 10, Wonderful, (18)
"Short walk to the beach and well-kept property. Very neat area."
Sunny PaG Island rental w/bikes-just steps2beach

Beautiful Guest House Near the Beach with Private Pool!

8.6 out of 10, Excellent, (29)
"The space directly above the local taco and donut shops was exactly as advertised! Clean, quaint, and perfect for our family of 5 that took full advantage of the private pool and 1 block walk to the beach. Can't wait to come back!!"
Beautiful Guest House Near the Beach with Private Pool!

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

9.8 out of 10, Exceptional, (40)
"Super cute little getaway for a couple. Great location- just a few steps to the beach! "
The price is €298
includes taxes & fees
13 Oct - 14 Oct
Steps 2 Beach-Island Cottage w/king bd+2bike+parking

Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

9.2 out of 10, Wonderful, (65)
"We so enjoy this little property loved the beach and it’s coziness would definitely refer ones to it and would stay again found lots of shells and sharks teeth"
The price is €983
includes taxes & fees
21 Oct - 22 Oct
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
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

Find out more about Longboat Key

Find out more about Longboat Key

Longboat Key Cottages information

Number of reviews
467
Accommodation
23 Cottages
Lowest Price
€186
Highest Price
€983

Frequently asked questions

Are there any family-friendly cottages in Longboat Key?
Put your feet up at Queen's Gate Resort, a 2.5-star cottage just a short drive from downtown. Conveniences here include a nearby beach and WiFi. Another family-friendly option where you can swap the concrete jungle for wide open spaces is 105b 12th Street South Front 2 Bedroom Apts By Redawning. A barbecue grill and WiFi help make this 3-star cottage a guest favourite. After checking in and chilling in your comfortable new digs, it's time to head out and start exploring. Coquina Beach and Cortez Beach are among the best family-friendly attractions in Longboat Key.
Why book your cottage in Longboat Key with Expedia?
Booking a cottage in Longboat Key is as easy as deciding on your travel dates and selecting your ideal place for outdoor recreation and relaxation. From high-end retreats to affordable properties and cottages that come with amenities like a kitchenette, Expedia has something for all traveller tastes. As for the best deals around? We've got them too!
How can I find cheap cottages in Longboat Key?
Expedia is here to help you track down cheap cottages in Longboat Key. To find a fantastic stay in a couple of quick clicks, simply use our handy filter tool to tailor your search results by star rating, budget and amenities.