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 Gulfport
4.89 out of 5 average rating, 18 reviewsCozy Old Florida Duplex with keyless entry
Guesthouse in St Petersburg
4.89 out of 5 average rating, 319 reviewsCarriage House in North St. Pete
Guesthouse in St. Petersburg
4.77 out of 5 average rating, 92 reviewsClose2Dali, cozy space w/patio+bikes-garage rental
Guesthouse in Saint Petersburg
4.84 out of 5 average rating, 446 reviewsCute home in historic neighborhood
Guesthouse in Saint Petersburg
4.76 out of 5 average rating, 309 reviewsThe Lassing House
Guesthouse in Saint Petersburg
4.94 out of 5 average rating, 170 reviewsCasa O - Private In-Suite Studio in St. Pete
Guesthouse in Saint Petersburg
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
Guesthouses with a patio
Guesthouse in Palm Harbor
5 out of 5 average rating, 20 reviewsBeachy Abode: 7 Min to Shore
Guesthouse in Tampa
4.99 out of 5 average rating, 145 reviewsStylish Suite Near Tampa Airport with Easy Access
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 79 reviewsComfy Guest House in St Pete
Guesthouse in Seminole
5 out of 5 average rating, 17 reviewsSea La Vie
Guesthouse in St. Petersburg
4.94 out of 5 average rating, 16 reviewsKey Rossman
Guesthouse in Gulfport
4.94 out of 5 average rating, 52 reviewsAvocado Oasis 10 mins to Beaches
Guesthouse in Seminole
4.96 out of 5 average rating, 69 reviewsEnjoy your privacy in this Unique retro style Apt.
Guesthouse in Seminole
4.91 out of 5 average rating, 89 reviewsBeachy Bohemian Bungalow with all the perks!
Guest house rentals with a washing machine and dryer
Guesthouse in St. Petersburg
4.74 out of 5 average rating, 46 reviewsDelightful 1-bedroom efficiency
Guesthouse in St. Petersburg
5 out of 5 average rating, 70 reviewsKenwood Retreat - 1BR carriage house
Guesthouse in St. Petersburg
4.95 out of 5 average rating, 92 reviewsCrescent Heights Cottage
Guesthouse in St. Petersburg
4.99 out of 5 average rating, 86 reviews2 BR Cutesy Casita near all the fun! + HOT TUB!
Guesthouse in Gulfport
5 out of 5 average rating, 8 reviewsYour Gulfport Getaway
Guesthouse in Saint Petersburg
4.91 out of 5 average rating, 120 reviewsPrivate 2 BR Backyard Oasis, Walk to Downtown!
Guesthouse in Dunedin
4.95 out of 5 average rating, 159 reviewsTiki Hut Cottage
Guesthouse in Clearwater
4.96 out of 5 average rating, 69 reviewsCoastal Cottage C Bikes, Beach Items, Adventure!
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