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
Cottage in Palmetto
5 out of 5 average rating, 27 reviewsCharming Home w/ Hot Tub, 20 min to Beach + Garden
Cottage in Safety Harbor
4.96 out of 5 average rating, 172 reviewsHarbor Oasis with Hot Tub
Cottage in Tampa
4.95 out of 5 average rating, 99 reviewsHot tub, 2 floors riverfront, Bush Gardens, kajaks
Cottage in Dunedin
5 out of 5 average rating, 11 reviews1000 Oaks Cottage 3bed/2bath with hot tub
Cottage in Largo
5 out of 5 average rating, 34 reviewsFamily FUN~Pool, GameRoom+Bikes, Near Beach/Trail
Cottage in Historic Old Northeast
4.99 out of 5 average rating, 72 reviews"TROPI COTTAGE"
Cottage in Largo
4.96 out of 5 average rating, 80 reviewsHidden Oasis #1, high&dry near the beach
Cottage in Siesta Key
4.91 out of 5 average rating, 53 reviewsCozy Cottage 1 block from Beach
Pet-friendly cottage rentals
Cottage in Bayshore Beautiful
4.76 out of 5 average rating, 139 reviewsGood Vibes Cozy Cottage on Million $ Row
Cottage in St. Petersburg
4.96 out of 5 average rating, 114 reviewsArtsy guest house; near downtown w/ private patio
Cottage in Clearwater Beach
4.88 out of 5 average rating, 109 reviewsMermaid Cottage
Cottage in Dunedin
4.85 out of 5 average rating, 340 reviewsCozy up in a French Country nest NEAR EVERYTHING
Cottage in Indian Rocks Beach
4.68 out of 5 average rating, 199 reviewsBeachy Paradise
Cottage in Clearwater
4.84 out of 5 average rating, 122 reviewsBeach Guest Cottage. Gulf Semi Private Area.
Cottage in Gulfport
4.99 out of 5 average rating, 263 reviewsGulfport Art District - One Block From Beach!
Cottage in Crystal Beach
4.96 out of 5 average rating, 48 reviewsMango Cottage, pet friendly, steps to gulf
Private cottage rentals
Cottage in Bradenton
4.89 out of 5 average rating, 84 reviewsThe Magical Mermaid Cottage
Cottage in Holmes Beach
5 out of 5 average rating, 5 reviewsAnna Maria Cottage w/Golf Cart
Cottage in Sarasota
4.9 out of 5 average rating, 29 reviewsHistoric Cocoanut Art Cottage
Cottage in Bradenton
4.87 out of 5 average rating, 76 reviewsCasa Azul. 2 bed/2 bath on lake
Cottage in Bradenton
4.98 out of 5 average rating, 44 reviewsCortez ~Tuna Cottage. 5 Boatslips available!
Cottage in Tampa
4.88 out of 5 average rating, 208 reviewsTrendy Seminole Heights Flamingo's
Cottage in Holmes Beach
4.96 out of 5 average rating, 26 reviewsSailfish Gulf Suites #2, Beachfront, Steps to the
Cottage in Indian Beach-Sapphire Shores
4.86 out of 5 average rating, 56 reviewsCozy Cottage close to everything w/ grill on patio
Quick stats about cottage rentals in Longboat Key
Total rentals
20 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
160 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Wifi availability
20 properties include access to wifi
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- Beachfront rentals Longboat Key
- Rentals with a patio Longboat Key
- Family-friendly rentals Longboat Key
- Rentals with pools Longboat Key
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