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
4.84 out of 5 average rating, 719 reviewsPrivate & Cozy Tiny Home/Cottage
Sep 13 – 20
Guesthouse in Seminole
4.95 out of 5 average rating, 233 reviewsPrivate Apt/3miles from beaches/Treehouse.like
Oct 4 – 11
Guesthouse in St Petersburg
4.89 out of 5 average rating, 315 reviewsCarriage House in North St. Pete
Nov 10 – 17
Guesthouse in Saint Petersburg
4.79 out of 5 average rating, 257 reviewsSuzette's Hideaway
Jul 27 – Aug 3
Guesthouse in Saint Petersburg
4.88 out of 5 average rating, 180 reviewsThe Uptown Treehouse - Downtown St. Pete 1Br Apt
Apr 24 – May 1
Guesthouse in Saint Petersburg
4.84 out of 5 average rating, 430 reviewsCute home in historic neighborhood
Dec 13 – 20
Guesthouse in Gulfport
4.58 out of 5 average rating, 116 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
Sep 15 – 22
Guest house rentals with a patio
Guesthouse in St. Petersburg
5.0 out of 5 average rating, 155 reviewsCozy Guesthouse Near Downtown (Non-Toxic)
Nov 7 – 14
Guesthouse in Clearwater
4.96 out of 5 average rating, 117 reviewsStudio Bedroom - Private Bathroom , Full Kitchen.
Feb 11 – 18
Guesthouse in St. Petersburg
4.89 out of 5 average rating, 235 reviewsNEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖
Aug 4 – 11
Guesthouse in Tampa
4.99 out of 5 average rating, 101 reviewsCozy-Private apartment, private entrance & parking
Jan 13 – 20
Guesthouse in Seminole
5.0 out of 5 average rating, 32 reviewsOllie's Beach House
Jul 18 – 25
Guesthouse in Seminole
4.89 out of 5 average rating, 74 reviewsBeachy Bohemian Bungalow with all the perks!
Sep 9 – 16
Guesthouse in Seminole
4.92 out of 5 average rating, 12 reviews1 mile to beach! 1 bd.Guest Apt. full kitchen,W/D!
Aug 6 – 13
Guesthouse in Seminole
5.0 out of 5 average rating, 27 reviewsBrand new Florida guest house
Nov 17 – 24
Guest house rentals with a washer and dryer
Guesthouse in St. Petersburg
4.9 out of 5 average rating, 266 reviewsBeautiful Guest House in Historic Old Northeast
Jul 27 – Aug 3
Guesthouse in Saint Petersburg
4.96 out of 5 average rating, 257 reviewsThe Dollhouse in Downtown St Pete
Aug 12 – 19
Guesthouse in St. Petersburg
4.96 out of 5 average rating, 157 reviewsCasita Blue
Guesthouse in Clearwater
4.92 out of 5 average rating, 334 reviewsClearwater Guesthouse w/ King Bed, Near Beaches
Jun 21 – 28
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 180 reviewsPrivate Guest House w/ Pool - Near downtown
Aug 3 – 10
Guesthouse in Clearwater
4.93 out of 5 average rating, 369 reviewsMagical Garden Paradise: Hunt Haven Hideaway.
Jan 15 – 22
Guesthouse in Gulfport
4.84 out of 5 average rating, 104 reviewsBamboo Carriage House
Jun 29 – Jul 6
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 445 reviewsPrivate Guest House sleeps 4 w/POOL & near beach!
Jul 3 – 10
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