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
Mar 20 – 27
Guesthouse in Seminole
4.95 out of 5 average rating, 233 reviewsPrivate Apt/3miles from beaches/Treehouse.like
Oct 5 – 12
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
Mar 20 – 27
Guesthouse in Saint Petersburg
4.84 out of 5 average rating, 430 reviewsCute home in historic neighborhood
Mar 1 – 8
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
Aug 26 – Sep 2
Guest house rentals with a patio
Guesthouse in Clearwater
4.96 out of 5 average rating, 117 reviewsStudio Bedroom - Private Bathroom , Full Kitchen.
Sep 3 – 10
Guesthouse in Tampa
4.99 out of 5 average rating, 101 reviewsCozy-Private apartment, private entrance & parking
Mar 5 – 12
Guesthouse in Tampa
4.92 out of 5 average rating, 195 reviewsLUXURIOUS, CLEAN, SAFE 1BR STUDIO - GREAT LOCATION
Dec 7 – 14
Guesthouse in Seminole
5.0 out of 5 average rating, 32 reviewsOllie's Beach House
Aug 13 – 20
Guesthouse in Seminole
5.0 out of 5 average rating, 27 reviewsBrand new Florida guest house
Nov 30 – Dec 7
Guesthouse in Seminole
4.89 out of 5 average rating, 74 reviewsBeachy Bohemian Bungalow with all the perks!
Jul 3 – 10
Guesthouse in Gulfport
5.0 out of 5 average rating, 66 reviewsGulf Guesthouse - king bed, 3 blocks to downtown.
Dec 6 – 13
Guesthouse in St. Petersburg
4.93 out of 5 average rating, 94 reviewsGorgeous 1 bedroom guest space with pool
Aug 21 – 28
Guest house rentals with a washer and dryer
Guesthouse in Clearwater
4.9 out of 5 average rating, 182 reviewsCottage on Pinellas Bike Trail
Oct 2 – 9
Guesthouse in St. Petersburg
4.96 out of 5 average rating, 157 reviewsCasita Blue
Guesthouse in Saint Petersburg
4.96 out of 5 average rating, 257 reviewsThe Dollhouse in Downtown St Pete
Aug 3 – 10
Guesthouse in St. Petersburg
4.9 out of 5 average rating, 266 reviewsBeautiful Guest House in Historic Old Northeast
Jul 17 – 24
Guesthouse in Clearwater
4.92 out of 5 average rating, 335 reviewsClearwater Guesthouse w/ King Bed, Near Beaches
Jun 21 – 28
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 181 reviewsPrivate Guest House w/ Pool - Near downtown
Feb 13 – 20
Guesthouse in Gulfport
4.84 out of 5 average rating, 104 reviewsBamboo Carriage House
Jun 30 – Jul 7
Guesthouse in Tarpon Springs
4.84 out of 5 average rating, 288 reviewsPapa Bear's Cottage Two Bedroom Vacation Rental
May 27 – Jun 1
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