Guesthouse vacation rentals in Pinellas County
Find and book unique guesthouse rentals on Airbnb
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
Get the amount of space that is right for you
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
Jan 22 – 29
Guesthouse in Seminole
4.95 out of 5 average rating, 233 reviewsPrivate Apt/3miles from beaches/Treehouse.like
Oct 6 – 13
Guesthouse in St Petersburg
4.89 out of 5 average rating, 315 reviewsCarriage House in North St. Pete
Nov 11 – 18
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 8 – 15
Guesthouse in Saint Petersburg
4.84 out of 5 average rating, 430 reviewsCute home in historic neighborhood
Nov 22 – 29
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 20 – 27
Guest house rentals with a patio
Guesthouse in Clearwater
4.96 out of 5 average rating, 117 reviewsStudio Bedroom - Private Bathroom , Full Kitchen.
Jan 23 – 30
Guesthouse in St. Petersburg
4.89 out of 5 average rating, 235 reviewsNEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖
Jul 16 – 23
Guesthouse in Tampa
4.99 out of 5 average rating, 101 reviewsCozy-Private apartment, private entrance & parking
Nov 18 – 25
Guesthouse in Tampa
4.92 out of 5 average rating, 195 reviewsLUXURIOUS, CLEAN, SAFE 1BR STUDIO - GREAT LOCATION
Dec 5 – 12
Guesthouse in St. Petersburg
4.87 out of 5 average rating, 120 reviewsCharming St Pete Studio Apt
Jul 30 – Aug 4
Guesthouse in Clearwater
4.87 out of 5 average rating, 141 reviewsNamaste Studio only 10mins from Clearwater Beach
Oct 16 – 23
Guesthouse in Seminole
5.0 out of 5 average rating, 32 reviewsOllie's Beach House
Aug 22 – 29
Guesthouse in Seminole
5.0 out of 5 average rating, 27 reviewsBrand new Florida guest house
Jan 17 – 24
Guest house rentals with a washer and dryer
Guesthouse in St. Petersburg
4.95 out of 5 average rating, 214 reviewsC'est La Vie [RENOVATION COMPLETED JUNE 2020]
Oct 11 – 18
Guesthouse in Odessa
4.87 out of 5 average rating, 319 reviewsPrivate Guest House
May 24 – 31
Guesthouse in St. Petersburg
4.96 out of 5 average rating, 157 reviewsCasita Blue
Guesthouse in St. Petersburg
4.9 out of 5 average rating, 266 reviewsBeautiful Guest House in Historic Old Northeast
Jul 18 – 25
Guesthouse in Saint Petersburg
4.96 out of 5 average rating, 257 reviewsThe Dollhouse in Downtown St Pete
Oct 12 – 19
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 181 reviewsPrivate Guest House w/ Pool - Near downtown
Nov 29 – Dec 6
Guesthouse in Gulfport
4.84 out of 5 average rating, 104 reviewsBamboo Carriage House
Jul 27 – Aug 3
Guesthouse in Clearwater
4.92 out of 5 average rating, 335 reviewsClearwater Guesthouse w/ King Bed, Near Beaches
Jun 21 – 28
Destinations to explore
- House rentals United States
- Guesthouse rentals United States
- Guesthouse rentals Orlando
- House rentals Orlando
- Guesthouse rentals Florida
- House rentals Florida
- Guesthouse rentals Florida
- House rentals Florida
- House rentals Kissimmee
- Guesthouse rentals Kissimmee
- Rentals with a fire pit Pinellas County
- Waterfront rentals Pinellas County
- Rentals with an accessible height bed Pinellas County
- Rentals with outdoor seating Pinellas County
- Monthly Rentals Pinellas County
- Rentals with a home theater Pinellas County
- Rentals with a sauna Pinellas County
- Rentals with a hot tub Pinellas County
- Townhouse rentals Pinellas County
- Wheelchair accessible rentals Pinellas County
- Smoking-friendly rentals Pinellas County
- Beachfront rentals Pinellas County
- Rentals with an EV charger Pinellas County
- Rentals with a washer and dryer Pinellas County
- Rentals with a kayak Pinellas County
- Rentals with pools Pinellas County
- Rentals with breakfast Pinellas County
- Villa rentals Pinellas County
- Tiny house rentals Pinellas County
- Boutique hotel rentals Pinellas County
- House rentals Pinellas County
- Rentals with beach access Pinellas County
- Pet-friendly rentals Pinellas County
- Rentals with a fireplace Pinellas County
- Family-friendly rentals Pinellas County
- Bungalow rentals Pinellas County
- Apartment rentals Pinellas County
- Rentals with a patio Pinellas County
- Rentals with an accessible height toilet Pinellas County
- Cottage rentals Pinellas County
- Fitness-friendly rentals Pinellas County
- Rentals with lake access Pinellas County
- Hotel rentals Pinellas County
- Kid-friendly rentals Pinellas County
- Beach condo rentals Pinellas County
- Condo rentals Pinellas County
- Private suite rentals Pinellas County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom