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
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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
4.76 out of 5 average rating, 291 reviewsThe Lassing House
Guesthouses with a patio
Guesthouse in Clearwater
4.96 out of 5 average rating, 120 reviewsStudio Bedroom - Private Bathroom , Full Kitchen.
Guesthouse in St. Petersburg
4.87 out of 5 average rating, 122 reviewsCharming St Pete Studio Apt
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, 38 reviewsAvocado Oasis 10 mins to Beaches
Guesthouse in Gulfport
4.93 out of 5 average rating, 14 reviewsStylish Bungalow near beaches
Guesthouse in Seminole
4.89 out of 5 average rating, 75 reviewsBeachy Bohemian Bungalow with all the perks!
Guest house rentals with a washing machine and dryer
Guesthouse in Dunedin
4.99 out of 5 average rating, 142 reviewsBay Suite in Heart of Dunedin
Guesthouse in Saint Petersburg
4.96 out of 5 average rating, 257 reviewsThe Dollhouse in Downtown St Pete
Guesthouse in St Petersburg
4.94 out of 5 average rating, 193 reviewsCozy Coastal Casita
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
Guesthouse in St. Petersburg
4.98 out of 5 average rating, 103 reviewsHistoric Kenwood KING walkable to Central Ave
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
4.91 out of 5 average rating, 182 reviewsPrivate Guest House w/ Pool - Near downtown
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