Cottage vacation rentals in Hillsborough County
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Hillsborough County
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 Hillsborough County cottage rentals
Cottage rentals with a hot tub
Cottage in Safety Harbor
4.96 out of 5 average rating, 161 reviewsHarbor Oasis with Hot Tub
Cottage in Tampa
5.0 out of 5 average rating, 5 reviewsTraveler's Sanctuary
Cottage in Odessa
5.0 out of 5 average rating, 17 reviewsBreathtaking Lakefront Glass Cottage
Cottage in Largo
4.95 out of 5 average rating, 61 reviewsHidden Oasis #1, just a few minutes to the beaches
Cottage in Palm Harbor
4.81 out of 5 average rating, 63 reviewsHappy Camper Cottage | Cozy Oasis with Hot Tub
Cottage in Tampa
4.94 out of 5 average rating, 80 reviewsHot tub, riverfront, Bush Gardens, kajaks, 2floors
Cottage in Largo
5.0 out of 5 average rating, 22 reviewsFamily FUN~Pool, GameRoom+Bikes, Near Beach/Trail
Cottage in Treasure Island
5.0 out of 5 average rating, 30 reviewsCasa Sunset by Agua Salá
Pet-friendly cottage rentals
Cottage in Dunedin
4.97 out of 5 average rating, 315 reviewsWalk to Downtown & Waterfront- Barefoot Parrot 1
Cottage in Tampa
4.74 out of 5 average rating, 129 reviewsEclectic cottage nestled in million $ street
Cottage in Treasure Island
4.93 out of 5 average rating, 103 reviewsTreasure Island Beach Cottage
Cottage in Clearwater
4.84 out of 5 average rating, 119 reviewsBeach Guest Cottage. Gulf Semi Private Area.
Cottage in Dunedin
4.84 out of 5 average rating, 319 reviewsCozy up in a French Country nest NEAR EVERYTHING
Cottage in Tampa
4.96 out of 5 average rating, 26 reviewsCarriage House 1893
Cottage in Ruskin
4.92 out of 5 average rating, 93 reviewsLittle Manatee River Cottage
Cottage in Gulfport
5.0 out of 5 average rating, 10 reviewsGulfport Breezy Cottage KING - Outdoor living too!
Private cottage rentals
Cottage in Dunedin
5.0 out of 5 average rating, 233 reviewsDowntown Dunedin Historic Orange Blossom Cottage 1
Cottage in Treasure Island
4.97 out of 5 average rating, 155 reviewsPeacock Beach Cabana beach in 100 steps
Cottage in Madeira Beach
4.91 out of 5 average rating, 131 reviewsJohn's Pass-time Beach Cottage: Upper
Cottage in Dunedin
4.92 out of 5 average rating, 172 reviewsDowntown Keylime Cottages 3
Cottage in Treasure Island
4.89 out of 5 average rating, 123 reviewsHistoric Holly House on Treasure Island
Cottage in Riverview
4.94 out of 5 average rating, 71 reviewsAlafia River Cottage
Cottage in Safety Harbor
5.0 out of 5 average rating, 32 reviews"Sweet Harbor Cottage" Walk to Downtown
Cottage in Tampa
4.96 out of 5 average rating, 55 reviewsTranquil Guesthouse Hideaway (Near MacDill AFB)
Destinations to explore
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- Rentals with an accessible height toilet Hillsborough County
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