Cottage vacation rentals in Hillsborough County
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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 Tampa
5.0 out of 5 average rating, 5 reviewsTraveler's Sanctuary
Cottage in Largo
4.95 out of 5 average rating, 59 reviewsHidden Oasis #1, just a few minutes to the beaches
Cottage in Odessa
5.0 out of 5 average rating, 16 reviewsBreathtaking Lakefront Glass Cottage
Cottage in Palm Harbor
4.85 out of 5 average rating, 52 reviewsHappy Camper Cottage | Cozy Oasis with Hot Tub
Cottage in Largo
5.0 out of 5 average rating, 19 reviewsFamily FUN~Pool, GameRoom+Bikes, Near Beach/Trail
Cottage in Treasure Island
5.0 out of 5 average rating, 29 reviewsCasa Sunset by Agua Salá
Cottage in Tampa
4.94 out of 5 average rating, 79 reviewsHot tub, riverfront, Bush Gardens, kajaks, 2floors
Cottage in Dunedin
4.81 out of 5 average rating, 52 reviewsSunny - Cottage - Pool - Free Parking - Walkable
Pet-friendly cottage rentals
Cottage in Treasure Island
4.93 out of 5 average rating, 102 reviewsTreasure Island Beach Cottage
Cottage in Tampa
4.74 out of 5 average rating, 125 reviewsEclectic cottage nestled in million $ street
Cottage in Clearwater
4.84 out of 5 average rating, 118 reviewsBeach Guest Cottage. Gulf Semi Private Area.
Cottage in Saint Pete Beach
4.86 out of 5 average rating, 155 reviewsSunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes
Cottage in Dunedin
4.84 out of 5 average rating, 317 reviewsCozy up in a French Country nest NEAR EVERYTHING
Cottage in Tampa
4.96 out of 5 average rating, 24 reviewsCarriage House 1893
Cottage in Ruskin
4.92 out of 5 average rating, 91 reviewsLittle Manatee River Cottage
Cottage in St. Petersburg
4.96 out of 5 average rating, 95 reviewsArtsy guest house; near downtown w/ private patio
Private cottage rentals
Cottage in St. Petersburg
4.87 out of 5 average rating, 142 reviewsBeachy St. Pete Cottage Retreat!
Cottage in Madeira Beach
4.96 out of 5 average rating, 135 reviewsBEACHFRONT FAIRWINDS Cottage Lower
Cottage in Madeira Beach
4.8 out of 5 average rating, 163 reviews$99/nt Quaint Madeira Beach Cottage w Heated Pool
Cottage in Treasure Island
4.91 out of 5 average rating, 114 reviewsHistoric Holly House on Treasure Island
Cottage in Tampa
4.96 out of 5 average rating, 55 reviewsTranquil Guesthouse Hideaway (Near MacDill AFB)
Cottage in Palmetto
4.97 out of 5 average rating, 70 reviewsCentral Quiet Bright Cottage, near Skyway Bridge.
Cottage in Dunedin
4.95 out of 5 average rating, 97 reviewsBeachBunkies Cottage 2. Four miles to the beach!
Cottage in Gulfport
4.97 out of 5 average rating, 67 reviewsCozy Cottage for Lovers
Destinations to explore
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