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, 25 reviewsCharming Home w/ Hot Tub, 20 min to Beach + Garden
Cottage in Safety Harbor
4.96 out of 5 average rating, 169 reviewsHarbor Oasis with Hot Tub
Cottage in Indian Rocks Beach
4.97 out of 5 average rating, 35 reviewsBeachy Keen Cottage A only steps to the Beach
Cottage in Holmes Beach
4.92 out of 5 average rating, 51 reviewsKiwi Cottage *Heated Pool+Spa+ walk to the Beach!
Cottage in Dunedin
5 out of 5 average rating, 11 reviews1000 Oaks Cottage 3bed/2bath with hot tub
Cottage in Crystal Beach
4.83 out of 5 average rating, 90 reviewsHappy Camper Cottage | Cozy Oasis with Hot Tub
Cottage in Largo
5 out of 5 average rating, 32 reviewsFamily FUN~Pool, GameRoom+Bikes, Near Beach/Trail
Cottage in Historic Old Northeast
4.99 out of 5 average rating, 72 reviews"TROPI COTTAGE"
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 Gulfport
4.96 out of 5 average rating, 143 reviewsThe Pelicans Roost / Gulfport
Cottage in St. Petersburg
4.96 out of 5 average rating, 113 reviewsArtsy guest house; near downtown w/ private patio
Cottage in Ruskin
4.91 out of 5 average rating, 101 reviewsLittle Manatee River Cottage
Cottage in Indian Rocks Beach
4.99 out of 5 average rating, 168 reviewsSaltwater Pool | Private Patio | Coconut Palms
Cottage in Clearwater
4.73 out of 5 average rating, 257 reviewsClearwater cottage
Cottage in Dunedin
4.85 out of 5 average rating, 337 reviewsCozy up in a French Country nest NEAR EVERYTHING
Cottage in Clearwater
4.84 out of 5 average rating, 122 reviewsBeach Guest Cottage. Gulf Semi Private Area.
Private cottage rentals
Cottage in Bradenton Beach
4.86 out of 5 average rating, 70 reviewsSweet Escape Beach Cottage
Cottage in Siesta Key
4.95 out of 5 average rating, 75 reviewsSurf Shack- Walk to Village/Boat Dock Included
Cottage in Nokomis
4.92 out of 5 average rating, 88 reviewsThe "Turtle Cottage" - a charming beachy retreat.
Cottage in Bradenton
4.98 out of 5 average rating, 44 reviewsCortez ~Tuna Cottage. 5 Boatslips available!
Cottage in Holmes Beach
4.96 out of 5 average rating, 26 reviewsSailfish Gulf Suites #2, Beachfront, Steps to the
Cottage in Anna Maria
5 out of 5 average rating, 8 reviewsCharming cottage w/heated pool in prime location.
Cottage in Osprey
4.95 out of 5 average rating, 40 reviewsMattie’s Cottage by the Bay
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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