Search Longboat Key Cottage Rentals from CA $291

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Our top choices for Longboat Key cottages

Cottage in Siesta Key

The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (194 reviews)
"Great place to stay! "
United States
Carlos
The price is CA $576
CA $736 total
includes taxes & fees
Mar 3 - Mar 4
The Inn On Siesta Key
9.4 out of 10, Exceptional, (112 reviews)
"Great location for a quick beach getaway!"
United States
Thomas D.
The price is CA $544
CA $959 total
includes taxes & fees
Mar 6 - Mar 7
Casey Key Beachfront Escape: Charming 1BR Cottage
9.8 out of 10, Exceptional, (45 reviews)
"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 CA $564
CA $951 total
includes taxes & fees
Mar 1 - Mar 2
Steps 2 Beach- Cottage w/king bd +2bikes +parking
3.0 star property
The price is CA $423
CA $1,044 total
includes taxes & fees
Mar 15 - Mar 16
Family Fun: Ping Pong, Bbq, Walk to Park Nearby

Cottage in Siesta Key Village

Yellow Palm Cottage steps from the beach
10.0 out of 10, Exceptional, (1 review)
"This place was so cute and quaint! It was just a short walk to the village and to the beach. The grounds were beautiful! A little oasis in the backyard. . Would stay here again!!!"
United States
Tami B.
The price is CA $455
CA $1,161 total
includes taxes & fees
Mar 2 - Mar 3
Yellow Palm Cottage steps from the beach

Cottage in Siesta Key Village

Blue Dolphin Cottage steps from the beach
The price is CA $429
CA $1,116 total
includes taxes & fees
Mar 2 - Mar 3
Blue Dolphin Cottage steps from the beach
10.0 out of 10, Exceptional, (21 reviews)
"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.
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear

Cottage in Sunny Shores

The "Grouper"
9.4 out of 10, Exceptional, (48 reviews)
"We really enjoyed our stay here. So close to AMI "
United States
Taylor B.
The price is CA $135
CA $291 total
includes taxes & fees
Mar 4 - Mar 5
The "Grouper"
8.8 out of 10, Excellent, (25 reviews)
"Great location, clean, and spacious. Pool didn’t work fir a couple of days but they got it fixed the day before we left "
United States
Paris K.
The price is CA $960
CA $1,988 total
includes taxes & fees
Mar 21 - Mar 22
Beautiful Condo on Pine Ave, 2 Blocks to Beach
9.6 out of 10, Exceptional, (123 reviews)
"Great place and great location........"
United States
chris w.
The price is CA $491
CA $999 total
includes taxes & fees
Mar 12 - Mar 13
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Cottage in Siesta Key Village

Pink Mango Cottage steps from the beach
The price is CA $493
CA $1,228 total
includes taxes & fees
Feb 28 - Mar 1
Pink Mango Cottage steps from the beach
10.0 out of 10, Exceptional, (1 review)
"Perfect vacation get away. Host are very good to work with. Everything was exactly as we wanted it! "
United States
Kara F.
The price is CA $209
CA $484 total
includes taxes & fees
Mar 9 - Mar 10
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful property and fantastic location. Everything you need at your fingertips for an enjoyable beach stay without ever having to leave the island!"
United States
Meghan J.
The price is CA $628
CA $1,626 total
includes taxes & fees
Mar 3 - Mar 4
Cabana Cottage Across street from Beach and Heated Pool
9.8 out of 10, Exceptional, (7 reviews)
"It was a beautiful place. Great staff. Awesome experience."
United States
Nicholas M.
The price is CA $674
CA $1,119 total
includes taxes & fees
Mar 3 - Mar 4
Haven cottage Across street from beach and Heated Pool

Cottage in Bradenton

3716 7th Ave W
3.0 star property
The price is CA $3,145
CA $4,209 total
includes taxes & fees
Mar 14 - Mar 15
3716 7th Ave W
9.6 out of 10, Exceptional, (42 reviews)
"The house was fantastic, clean and a great location. It had Everything and more than you needed. Will definitely return for a longer trip x"
United Kingdom
Danielle E.
The price is CA $602
CA $1,621 total
includes taxes & fees
Feb 28 - Mar 1
Adorable Cottage with Covered Balconies and Private Pool
9.2 out of 10, Wonderful, (70 reviews)
"This is a great spot, this was our 2nd time staying and we will definitely be back. "
United States
Jason W.
The price is CA $544
CA $993 total
includes taxes & fees
Mar 1 - Mar 2
Direct Beachfront 2BR Cottage on Casey Key!
8.8 out of 10, Excellent, (3 reviews)
"It was great! Check in was super easy and anything you would need is nearby. "
United States
Thomas N.
The price is CA $382
CA $994 total
includes taxes & fees
Mar 13 - Mar 14
Romantic Island Getaway! Just Steps from the Beach
8.8 out of 10, Excellent, (34 reviews)
"Beautiful home perfectly located near the beach, bars and restaurants. "
United States
Bibiana G.
The price is CA $628
CA $1,557 total
includes taxes & fees
Mar 10 - Mar 11
Beautiful Guest House Near the Beach with Private Pool!
10.0 out of 10, Exceptional, (1 review)
"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 CA $1,257
CA $2,234 total
includes taxes & fees
Mar 6 - Mar 7
SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool
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

Longboat Key Cottages information

Number of reviews
513
Accommodation
23 Cottages
Lowest Price
CA $291
Highest Price
CA $2,234

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 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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