A coastal cityscape with a sunset over the water, featuring several high-rise buildings and palm trees.

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Longboat Key cottages

House (2 Bedrooms) | Interior

1. Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
3.0 star property
Bradenton
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place to stay. Clean and a lot of amenities. We enjoyed all the little touches that went into decorating the house, giving it a beach house feel. We would definitely stay here again. "
United States
Rob
The price is Rp3.105.200
Rp5.961.629 total
includes taxes & fees
13 Sept - 14 Sept
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
Balcony view

2. The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (206 reviews)
"The property was perfect. Walk to down town and the beach. Loved the provisions for the beach which made it so convenient. Room was super clean and overall the property was well maintained."
United States
Stephen
The Inn On Siesta Key
Property grounds

3. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is Rp41.875.840
Rp54.751.076 total
includes taxes & fees
5 Sept - 6 Sept
3716 7th Ave W
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 Resort at Longboat Key Club

The Resort at Longboat Key Club

10/10 Excellent
"Children crying was annoying but everything else was something a cut above and will never forget"
Bonnie 1-night trip
Posted 5 days ago
The Resort at Longboat Key Club
Sea Club I Beach Resort

Sea Club I Beach Resort

10/10 Excellent
"Everything was great. My only suggestion is the villa needs a "community closet" for items to be left. For instance: we flew in on a Thursday. We were hoping there would be sand toys, etc there to use for our stay since we couldn't bring them with us. Since there wasn't I went and bought sand toys, sifters, a boogie board and a skim board for my teen girls to play with while we stayed. We couldn't fly back with them without paying enormous checked bag fees so we opted to leave them "for the next family to enjoy". I imagine the cleaning crew probably had to trash them however. I wish there was a "community closet" to donate such items to for the next family and that we could have borrowed from for our stay. Otherwise it's a fantastic place to stay. We were in villa #31 and it was very well stocked and comfortable and we would love to come back and stay again. The best part, they provide loungers and chairs to take to the beach to use at your leisure! How great is that!?!"
crystal 5-night trip
Posted 3 weeks ago
Sea Club I Beach Resort

Find out more about Longboat Key

Longboat Key Cottages information

Number of reviews
209
Accommodation
1 Cottages
Lowest Price
Rp5.961.629
Highest Price
Rp54.751.076

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.