Guest house holiday rentals in Pinellas County
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Top-rated guest house rentals in Pinellas County
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for guest house rentals in Pinellas County
Family-friendly guest house rentals
Guest house in Saint Petersburg
4.84 out of 5 average rating, 719 reviewsPrivate & Cozy Tiny Home/Cottage
22–29 Jan
Guest house in St Petersburg
4.89 out of 5 average rating, 315 reviewsCarriage House in North St. Pete
14–21 Nov
Guest house in Saint Petersburg
4.88 out of 5 average rating, 181 reviewsThe Uptown Treehouse - Downtown St. Pete 1Br Apt
3–10 Apr
Guest house in Saint Petersburg
4.84 out of 5 average rating, 431 reviewsCute home in historic neighborhood
2–9 Oct
Guest house in Gulfport
4.58 out of 5 average rating, 116 reviewsSpacious Gulfport Studio in Cottage Duplex
25 Jun – 2 Jul
Guest house in Gulfport
4.89 out of 5 average rating, 18 reviewsCozy Old Florida Duplex with keyless entry
23–30 Aug
Guest house in St. Petersburg
4.78 out of 5 average rating, 88 reviewsClose 2 Beach Dr, Dali, Vinoy, cozy rental w/bikes
2–9 Jun
Guest house in Saint Petersburg
4.98 out of 5 average rating, 267 reviewsCharming apartment in Historic Kenwood
13–20 Jan
Guest house rentals with a patio
Guest house in St. Petersburg
4.95 out of 5 average rating, 130 reviewsSecret Garden, Full Kitchen & Luxuriant Gated Yard
29 Aug – 5 Sep
Guest house in Clearwater
4.96 out of 5 average rating, 119 reviewsStudio Bedroom - Private Bathroom , Full Kitchen.
27 Feb – 6 Mar
Guest house in St. Petersburg
4.89 out of 5 average rating, 235 reviewsNEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖
25 Jul – 1 Aug
Guest house in St. Petersburg
4.87 out of 5 average rating, 121 reviewsCharming St Pete Studio Apt
29 Jul – 3 Aug
Guest house in Tampa
4.99 out of 5 average rating, 102 reviewsCozy-Private apartment, private entrance & parking
14–21 Jan
Guest house in Tampa
4.92 out of 5 average rating, 196 reviewsLUXURIOUS, CLEAN, SAFE 1BR STUDIO - GREAT LOCATION
16–23 Sep
Guest house in Clearwater
4.87 out of 5 average rating, 141 reviewsNamaste Studio only 10mins from Clearwater Beach
25 Oct – 1 Nov
Guest house in Seminole
5.0 out of 5 average rating, 32 reviewsOllie's Beach House
9–16 Oct
Guest house rentals with a washing machine and dryer
Guest house in Saint Petersburg
4.96 out of 5 average rating, 257 reviewsThe Dollhouse in Downtown St Pete
12–19 Oct
Guest house in Odessa
4.87 out of 5 average rating, 320 reviewsPrivate Guest House
5–12 Mar
Guest house in St. Petersburg
4.9 out of 5 average rating, 268 reviewsBeautiful Guest House in Historic Old Northeast
20–27 Jul
Guest house in St. Petersburg
4.91 out of 5 average rating, 181 reviewsPrivate Guest House w/ Pool - Near downtown
4–11 Sep
Guest house in Clearwater
4.92 out of 5 average rating, 335 reviewsClearwater Guesthouse w/ King Bed, Near Beaches
21–28 Jun
Guest house in Gulfport
4.84 out of 5 average rating, 104 reviewsBamboo Carriage House
28 Jul – 4 Aug
Guest house in St. Petersburg
4.98 out of 5 average rating, 103 reviewsHistoric Kenwood walkable to Central Ave, King Bed
22–29 May
Guest house in St. Petersburg
4.91 out of 5 average rating, 446 reviewsPrivate Guest House sleeps 4 w/POOL & near beach!
2–9 Jul
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