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Cottage vacation rentals in Longboat Key
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Longboat Key
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Longboat Key cottage rentals
Cottage rentals with a hot tub
![](https://a0.muscache.com/im/pictures/airflow/Hosting-33635745/original/589409de-948b-4c95-95fa-4452ea81fde1.jpg?im_w=720)
Cottage in Safety Harbor
4.96 out of 5 average rating, 164 reviewsHarbor Oasis with Hot Tub
![](https://a0.muscache.com/im/pictures/364cc608-f60a-4a7c-b75c-02bab2614389.jpg?im_w=720)
Cottage in Indian Rocks Beach
4.96 out of 5 average rating, 308 reviewsPrivate Heated pool/spa home!
![](https://a0.muscache.com/im/pictures/626dc2fe-593b-45ca-8076-0acb62218201.jpg?im_w=720)
Cottage in Clearwater Beach
4.76 out of 5 average rating, 126 reviewsCorner Cottage Sleeps 5, Steps to Beach, Pets OK.
![](https://a0.muscache.com/im/pictures/41f78465-2f83-4a4c-ae01-300a82d83aaa.jpg?im_w=720)
Cottage in Holmes Beach
4.92 out of 5 average rating, 50 reviewsKiwi Cottage *Heated Pool+Spa+ walk to the Beach!
![](https://a0.muscache.com/im/pictures/miso/Hosting-660136483642347707/original/1e360f06-d056-46c5-8c99-8dd718eeee2b.jpeg?im_w=720)
Cottage in Indian Rocks Beach
4.96 out of 5 average rating, 78 reviewsNEW! Updated Stilt Home STEPS TO BEACH!
![](https://a0.muscache.com/im/pictures/miso/Hosting-686983750236840665/original/157f60bf-bac9-413d-aa66-71b38214e6a9.jpeg?im_w=720)
Cottage in Largo
4.96 out of 5 average rating, 68 reviewsHidden Oasis #1, just a few minutes to the beaches
![](https://a0.muscache.com/im/pictures/hosting/Hosting-989385579015709281/original/41119bff-4c56-477e-8083-feda533805ce.jpeg?im_w=720)
Cottage in Crystal Beach
4.8 out of 5 average rating, 74 reviewsHappy Camper Cottage | Cozy Oasis with Hot Tub
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-589215189046403429/original/630d5047-8549-42c1-9345-900be590d16b.jpeg?im_w=720)
Cottage in Indian Rocks Beach
4.83 out of 5 average rating, 66 reviewsTurtle Nest Cottage
Pet-friendly cottage rentals
![](https://a0.muscache.com/im/pictures/26ed7a34-3422-4d03-aeab-c82b6c8ba8a7.jpg?im_w=720)
Cottage in Sarasota
4.93 out of 5 average rating, 116 reviewsPrivate Heated Pool Casita Near Downtown & Beaches
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-6655606/original/f4f1ebe0-36cd-4e7a-8bf0-20f551e75fde.jpeg?im_w=720)
Cottage in Bradenton Beach
4.86 out of 5 average rating, 124 reviewsAMI Beach Shack
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6NDkxNTE3NjA%3D/original/a90d85a1-d522-4c2e-9880-4dd50053fc32.png?im_w=720)
Cottage in Seminole Heights
4.96 out of 5 average rating, 284 reviewsHistoric Heights Hideaway *LOW FEES*
![](https://a0.muscache.com/im/pictures/08f65d5c-c3da-4216-91ce-b37846921fc5.jpg?im_w=720)
Cottage in Clearwater Beach
4.9 out of 5 average rating, 104 reviewsMermaid Cottage
![](https://a0.muscache.com/im/pictures/miso/Hosting-32982236/original/7a9076f9-f37e-4672-a0e4-382cc613911f.jpeg?im_w=720)
Cottage in Dunedin
4.99 out of 5 average rating, 287 reviewsWalk to Downtown & Waterfront- Barefoot Parrot 2
![](https://a0.muscache.com/im/pictures/miso/Hosting-594982505954872494/original/e9065082-0de6-452d-82a7-1443f6cc81d2.jpeg?im_w=720)
Cottage in St. Petersburg
4.95 out of 5 average rating, 108 reviewsArtsy guest house; near downtown w/ private patio
![](https://a0.muscache.com/im/pictures/bda00e3b-a97f-493c-99f9-e12bb0929abf.jpg?im_w=720)
Cottage in Oldsmar
4.85 out of 5 average rating, 225 reviewsThe Butterfly Cottage 🦋
![](https://a0.muscache.com/im/pictures/33ace3ef-016c-4c80-b413-84c0bbe7c504.jpg?im_w=720)
Cottage in Gulfport
4.99 out of 5 average rating, 263 reviewsGulfport Art District - One Block From Beach!
Private cottage rentals
![](https://a0.muscache.com/im/pictures/68e4a1dc-c10a-4ac2-b33c-ca37c06e4b74.jpg?im_w=720)
Cottage in Indian Rocks Beach
4.88 out of 5 average rating, 128 reviewsB - BEACH HOUSE 3 MIN WALK TO THE BEACH
![](https://a0.muscache.com/im/pictures/16b910d9-b535-4047-9e76-2741f411d081.jpg?im_w=720)
Cottage in Dunedin
5 out of 5 average rating, 240 reviewsDowntown Dunedin Historic Orange Blossom Cottage 1
![](https://a0.muscache.com/im/pictures/miso/Hosting-26515431/original/a23bbc01-e794-4b80-93fa-6759d0ec6a01.jpeg?im_w=720)
Cottage in Bradenton Beach
4.91 out of 5 average rating, 188 reviewsEbb Tide @ Tides Inn
![](https://a0.muscache.com/im/pictures/4bec120f-d29a-433c-8448-77b65bb860b3.jpg?im_w=720)
Cottage in Holmes Beach
4.96 out of 5 average rating, 24 reviewsSailfish Gulf Suites #2, Beachfront, Steps to the
![](https://a0.muscache.com/im/pictures/1476e3fd-7dbc-46d4-8206-c6878d6837fb.jpg?im_w=720)
Cottage in Holmes Beach
5 out of 5 average rating, 28 reviewsOleander Villa by Beach Boutique Rentals
![](https://a0.muscache.com/im/pictures/8dda1f46-202c-4783-ad0a-1b66caec07d3.jpg?im_w=720)
Cottage in Sarasota
5 out of 5 average rating, 27 reviewsCozy Cottage near Siesta Key Beach
![](https://a0.muscache.com/im/pictures/miso/Hosting-888635498169253288/original/80e43209-4427-445b-afb9-e94877a7af81.jpeg?im_w=720)
Cottage in Anna Maria
5 out of 5 average rating, 4 reviewsCharming cottage w/heated pool in prime location.
![](https://a0.muscache.com/im/pictures/miso/Hosting-702130301760808536/original/e61ebea9-872b-4bff-9b84-21792b3df8c3.jpeg?im_w=720)
Cottage in Bradenton
4.96 out of 5 average rating, 80 reviewsPool* Beach Supplies*Outdoor Shower*PingPong Table
Quick stats about cottage rentals in Longboat Key
Total rentals
30 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
230 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Wifi availability
30 properties include access to wifi
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