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Cottages in Longboat Key

The "Grouper"

9.2 out of 10, Wonderful, (39)
"Great location."
$190 nightly
The price is $212
Oct 12 - Oct 13
Total with taxes and fees
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."
$217 nightly
The price is $242
Oct 12 - Oct 13
Total with taxes and fees
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"
$270 nightly
The price is $301
Oct 23 - Oct 24
Total with taxes and fees
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

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

$197 nightly
The price is $220
Oct 12 - Oct 13
Total with taxes and fees
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!"
$254 nightly
The price is $271
Oct 22 - Oct 23
Total with taxes and fees
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!"
$862 nightly
The price is $961
Oct 12 - Oct 13
Total with taxes and fees
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. "
$394 nightly
The price is $439
Oct 15 - Oct 16
Total with taxes and fees
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

5 star Guest House heated pool on the water!

$457 nightly
The price is $509
Oct 10 - Oct 11
Total with taxes and fees
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."
$474 nightly
The price is $529
Oct 16 - Oct 17
Total with taxes and fees
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. "
$353 nightly
The price is $393
Oct 12 - Oct 13
Total with taxes and fees
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."
$247 nightly
The price is $263
Oct 20 - Oct 21
Total with taxes and fees
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!!"
$415 nightly
The price is $463
Oct 15 - Oct 16
Total with taxes and fees
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! "
$321 nightly
The price is $343
Oct 13 - Oct 14
Total with taxes and fees
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"
$1,003 nightly
The price is $1,117
Oct 21 - Oct 22
Total with taxes and fees
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
$212
Highest Price
$1,117

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 favorite. 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 traveler 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.

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