Guesthouse vacation rentals in Pinellas County
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Top-rated guesthouse rentals in Pinellas County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Pinellas County guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Saint Petersburg
4.85 out of 5 average rating, 716 reviewsPrivate & Cozy Tiny Home/Cottage
Jan 17 – 24
Guesthouse in St Petersburg
4.89 out of 5 average rating, 315 reviewsCarriage House in North St. Pete
Nov 3 – 10
Guesthouse in Saint Petersburg
4.79 out of 5 average rating, 257 reviewsSuzette's Hideaway
Jun 13 – 20
Guesthouse in Saint Petersburg
4.88 out of 5 average rating, 180 reviewsThe Uptown Treehouse - Downtown St. Pete 1Br Apt
Apr 5 – 12
Guesthouse in Saint Petersburg
4.84 out of 5 average rating, 430 reviewsCute home in historic neighborhood
Jan 19 – 26
Guesthouse in Gulfport
4.57 out of 5 average rating, 115 reviewsSpacious Gulfport Studio in Cottage Duplex
Jun 24 – Jul 1
Guesthouse in Gulfport
4.89 out of 5 average rating, 18 reviewsCozy Old Florida Duplex with keyless entry
Jun 22 – 29
Guesthouse in St. Petersburg
4.78 out of 5 average rating, 88 reviewsClose 2 Beach Dr, Dali, Vinoy, cozy rental w/bikes
Jun 11 – 18
Guest house rentals with a patio
Guesthouse in St. Petersburg
5.0 out of 5 average rating, 154 reviewsCozy Guesthouse Near Downtown (Non-Toxic)
Aug 27 – Sep 3
Guesthouse in Clearwater
4.96 out of 5 average rating, 117 reviewsStudio Bedroom - Private Bathroom , Full Kitchen.
Jul 6 – 13
Guesthouse in St. Petersburg
4.89 out of 5 average rating, 234 reviewsNEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖
Jul 8 – 15
Guesthouse in Tampa
4.92 out of 5 average rating, 192 reviewsLUXURIOUS, CLEAN, SAFE 1BR STUDIO - GREAT LOCATION
Sep 26 – Oct 3
Guesthouse in St. Petersburg
4.87 out of 5 average rating, 119 reviewsCharming St Pete Studio Apt
Guesthouse in Clearwater
4.87 out of 5 average rating, 141 reviewsNamaste Studio only 10mins from Clearwater Beach
Oct 15 – 22
Guesthouse in Seminole
5.0 out of 5 average rating, 31 reviewsOllie's Beach House
Jul 31 – Aug 7
Guesthouse in Seminole
5.0 out of 5 average rating, 27 reviewsBrand new Florida guest house
Aug 6 – 13
Guest house rentals with a washer and dryer
Guesthouse in St. Petersburg
4.96 out of 5 average rating, 156 reviewsCasita Blue
Guesthouse in Clearwater
4.92 out of 5 average rating, 332 reviewsClearwater Guesthouse w/ King Bed, Near Beaches
Jun 6 – 13
Guesthouse in Odessa
4.87 out of 5 average rating, 318 reviewsPrivate Guest House
Sep 17 – 24
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 178 reviewsPrivate Guest House w/ Pool - Near downtown
Oct 29 – Nov 5
Guesthouse in Saint Petersburg
4.96 out of 5 average rating, 256 reviewsThe Dollhouse in Downtown St Pete
Oct 16 – 23
Guesthouse in St. Petersburg
4.9 out of 5 average rating, 266 reviewsBeautiful Guest House in Historic Old Northeast
Jan 1 – 8
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 442 reviewsPrivate Guest House sleeps 4 w/POOL & near beach!
Jul 15 – 22
Guesthouse in Gulfport
4.84 out of 5 average rating, 104 reviewsBamboo Carriage House
May 4 – 11
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