Guesthouse vacation 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.
Vacation 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 St Petersburg
4.89 out of 5 average rating, 316 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
4.78 out of 5 average rating, 88 reviewsClose 2 Beach Dr, Dali, Vinoy, cozy rental w/bikes
Guesthouse in Saint Petersburg
4.98 out of 5 average rating, 268 reviewsCharming apartment in Historic Kenwood
Guesthouse in Saint Petersburg
4.93 out of 5 average rating, 168 reviewsCasa O - Private In-Suite Studio in St. Pete
Guesthouses with a patio
Guesthouse in St. Petersburg
5.0 out of 5 average rating, 159 reviewsCozy Guesthouse Near Downtown (Non-Toxic)
Guesthouse in St. Petersburg
4.89 out of 5 average rating, 240 reviewsNEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖
Guesthouse in St. Petersburg
4.87 out of 5 average rating, 122 reviewsCharming St Pete Studio Apt
Guesthouse in Tampa
4.99 out of 5 average rating, 106 reviewsCozy-Private apartment, private entrance & parking
Guesthouse in Seminole
5.0 out of 5 average rating, 34 reviewsOllie's Beach House
Guesthouse in Seminole
5.0 out of 5 average rating, 29 reviewsBrand new Florida guest house
Guesthouse in Seminole
4.92 out of 5 average rating, 13 reviews1 mile to beach! 1 bd.Guest Apt. full kitchen,W/D!
Guesthouse in Gulfport
4.92 out of 5 average rating, 39 reviewsAvocado Oasis 10 mins to Beaches
Guesthouse rentals with a washer and dryer
Guesthouse in Clearwater
4.89 out of 5 average rating, 184 reviewsCottage on Pinellas Bike Trail
Guesthouse in St. Petersburg
4.9 out of 5 average rating, 268 reviewsBeautiful Guest House in Historic Old Northeast
Guesthouse in Saint Petersburg
4.96 out of 5 average rating, 258 reviewsThe Dollhouse in Downtown St Pete
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 449 reviewsPrivate Guest House sleeps 4 w/POOL & near beach!
Guesthouse in St Petersburg
4.94 out of 5 average rating, 193 reviewsCozy Coastal Casita
Guesthouse in St. Petersburg
4.98 out of 5 average rating, 104 reviewsHistoric Kenwood KING walkable to Central Ave
Guesthouse in Clearwater
4.94 out of 5 average rating, 371 reviewsMagical Garden Paradise: Hunt Haven Hideaway.
Guesthouse in Gulfport
4.84 out of 5 average rating, 104 reviewsBamboo Carriage House
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