Guesthouse vacation rentals in Clearwater
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Top-rated guesthouse rentals in Clearwater
Guests agree: these guesthouse rentals 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 Clearwater guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Tampa
4.85 out of 5 average rating, 321 reviewsHyde Park Tree House, Tampa, FL - Great location
Guesthouse in Tampa
4.76 out of 5 average rating, 241 reviewsFamily & Pet friendly 2 bedroom Guest House
Guesthouse in Saint Petersburg
4.84 out of 5 average rating, 449 reviewsCute home in historic neighborhood
Guesthouse in Seminole
4.95 out of 5 average rating, 238 reviewsPrivate Apt/3miles from beaches/Treehouse.like
Guesthouse in Saint Petersburg
4.76 out of 5 average rating, 312 reviewsThe Lassing House
Guesthouse in North Downtown
4.88 out of 5 average rating, 180 reviewsThe Uptown Treehouse - Downtown St. Pete 1Br Apt
Guesthouse in Pinellas Park
4.87 out of 5 average rating, 261 reviewspet friendly on an equestrian farm
Guesthouse in Tampa
4.89 out of 5 average rating, 161 reviewsHyde Park Cottage - The Ultimate Location
Guest house rentals with a patio
Guesthouse in St. Petersburg
4.86 out of 5 average rating, 283 reviewsNEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖
Guesthouse in Tampa
4.94 out of 5 average rating, 109 reviewsCentral Studio-Close to Soho Downtown and Airport
Guesthouse in Tampa
4.87 out of 5 average rating, 218 reviewsPrivate Casita in the Heart of Tampa
Guesthouse in Tampa
4.82 out of 5 average rating, 180 reviewsSuite The Marine
Guesthouse in Tampa
4.96 out of 5 average rating, 236 reviewsTiny House Oasis Blue Vatican . Near MacDill Base
Guesthouse in Ybor City Historic District
4.85 out of 5 average rating, 163 reviewsAdorable 1 Bedroom Ybor Casita with outdoor patio
Guesthouse in Old Seminole Heights
4.97 out of 5 average rating, 248 reviewsThe Treehouse: King Bed, Full Kitchen, New AC
Guesthouse in Tampa
4.94 out of 5 average rating, 168 reviewsThe Highland Hideaway - Private Guest House
Guest house rentals with a washer and dryer
Guesthouse in Clearwater
4.92 out of 5 average rating, 369 reviewsMinutes to Beaches w/King Bed Private Updated
Guesthouse in Dunedin
4.99 out of 5 average rating, 161 reviewsBay Suite in Heart of Dunedin
Guesthouse in Historic Old Northeast
4.93 out of 5 average rating, 213 reviewsCozy Coastal Casita
Guesthouse in Tampa
4.84 out of 5 average rating, 219 reviewsSeminole Heights Flamingo's Little house
Guesthouse in St. Petersburg
4.85 out of 5 average rating, 136 reviewsClose to everything. w/2 Bikes
Guesthouse in Seminole Heights
4.86 out of 5 average rating, 233 reviewsBlue Jean Baby ❤️
Guesthouse in Historic Old Northeast
4.91 out of 5 average rating, 121 reviewsPrivate 2 BR Backyard Oasis, Walk to Downtown!
Guesthouse in Clearwater
4.9 out of 5 average rating, 203 reviewsCottage on Pinellas Bike Trail
Quick stats about guesthouse rentals in Clearwater
Total rentals
60 properties
Total number of reviews
3.8K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi
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- Family travel hub Tips and inspiration
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- Kid-friendly state parks Check out these family-friendly hikes