Guesthouse holiday rentals in Pinellas County
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Top-rated Guesthouses in Pinellas County
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Pinellas County guesthouses
Family-Friendly guesthouses
Guesthouse in Saint Petersburg
4.84 out of 5 average rating, 725 reviewsPrivate & Cozy Tiny Home/Cottage
Guesthouse in Largo
4.99 out of 5 average rating, 300 reviewsParadise Cottage Largo 2 miles to beach private+
Guesthouse in St Petersburg
4.89 out of 5 average rating, 317 reviewsCarriage House in North St. Pete
Guesthouse in Saint Petersburg
4.88 out of 5 average rating, 181 reviewsThe Uptown Treehouse - Downtown St. Pete 1Br Apt
Guesthouse in Saint Petersburg
4.84 out of 5 average rating, 431 reviewsCute home in historic neighborhood
Guesthouse in Gulfport
4.89 out of 5 average rating, 18 reviewsCozy Old Florida Duplex with keyless entry
Guesthouse in Gulfport
4.58 out of 5 average rating, 117 reviewsSpacious Gulfport Studio in Cottage Duplex
Guesthouse in St. Petersburg
4.76 out of 5 average rating, 89 reviewsClose2Dali, cozy space w/patio+bikes-garage rental
Guesthouses with a patio
Guesthouse in St. Petersburg
5.0 out of 5 average rating, 163 reviewsCozy Guesthouse Near Downtown (Non-Toxic)
Guesthouse in Clearwater
4.96 out of 5 average rating, 122 reviewsStudio Bedroom - Private Bathroom , Full Kitchen.
Guesthouse in Tampa
5.0 out of 5 average rating, 105 reviewsAmazing suite near the Tampa Airport
Guesthouse in Tampa
4.98 out of 5 average rating, 114 reviewsCozy-Private apartment, private entrance & parking
Guesthouse in Seminole
5.0 out of 5 average rating, 35 reviewsOllie's Beach House
Guesthouse in Gulfport
4.93 out of 5 average rating, 40 reviewsAvocado Oasis 10 mins to Beaches
Guesthouse in Seminole
5.0 out of 5 average rating, 31 reviewsBrand new Florida guest house
Guesthouse in Gulfport
4.94 out of 5 average rating, 16 reviewsStylish Bungalow near beaches
Guest house rentals with a washing machine and dryer
Guesthouse in St. Petersburg
4.96 out of 5 average rating, 164 reviewsCasita Blue
Guesthouse in Odessa
4.87 out of 5 average rating, 324 reviewsPrivate Guest House
Guesthouse in Saint Petersburg
4.96 out of 5 average rating, 264 reviewsThe Dollhouse in Downtown St Pete
Guesthouse in St. Petersburg
4.9 out of 5 average rating, 271 reviewsBeautiful Guest House in Historic Old Northeast
Guesthouse in Clearwater
4.92 out of 5 average rating, 339 reviewsClearwater Guesthouse w/ King Bed, Near Beaches
Guesthouse in St Petersburg
4.93 out of 5 average rating, 197 reviewsCozy Coastal Casita
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 185 reviewsPrivate Guest House w/ Pool - Near downtown
Guesthouse in Clearwater
4.96 out of 5 average rating, 128 reviewsThe Hawk's Nest at Alligator Creek
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