Guesthouse vacation rentals in Hillsborough County
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Top-rated guesthouse rentals in Hillsborough 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 Hillsborough County guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Pinellas Park
4.88 out of 5 average rating, 248 reviewspet friendly on an equestrian farm
Aug 13 – 20
Guesthouse in Tampa
4.89 out of 5 average rating, 123 reviewsThe Heights Hideaway
Jun 12 – 19
Guesthouse in Tampa
4.84 out of 5 average rating, 897 reviewsCharming private guest house.
Dec 20 – 27
Guesthouse in Tampa
4.87 out of 5 average rating, 830 reviewsSeminole Heights Riverside Paradise
Oct 24 – 31
Guesthouse in Tampa
4.84 out of 5 average rating, 310 reviewsHyde Park Tree House, Tampa, FL - Great location
Sep 20 – 27
Guesthouse in Saint Petersburg
4.84 out of 5 average rating, 719 reviewsPrivate & Cozy Tiny Home/Cottage
Mar 20 – 27
Guesthouse in Tampa
4.88 out of 5 average rating, 155 reviewsHyde Park Cottage - The Ultimate Location
Nov 24 – Dec 1
Guesthouse in Tampa
4.97 out of 5 average rating, 169 reviewsBackyard Bungalow in Old Seminole Heights
Oct 22 – 29
Guest house rentals with a patio
Guesthouse in Tampa
4.99 out of 5 average rating, 102 reviewsCozy-Private apartment, private entrance & parking
Jan 14 – 21
Guesthouse in Tampa
5.0 out of 5 average rating, 135 reviewsBungalow View Cottage
May 18 – 25
Guesthouse in Tampa
4.95 out of 5 average rating, 152 reviewsThe Highland Hideaway - Private Guest House
Feb 10 – 17
Guesthouse in Tampa
4.92 out of 5 average rating, 115 reviewsStylish guesthouse 1-BR 2 miles from Busch Gardens
Jan 7 – 14
Guesthouse in Tampa
4.92 out of 5 average rating, 195 reviewsLUXURIOUS, CLEAN, SAFE 1BR STUDIO - GREAT LOCATION
Feb 19 – 26
Guesthouse in St. Petersburg
4.98 out of 5 average rating, 133 reviewsCentral Cozy Cottage w/ Heated Pool & Hot Tub!
Aug 22 – 29
Guesthouse in Tampa
4.88 out of 5 average rating, 208 reviewsPerez residence @ Tampa Bay
Sep 11 – 18
Guesthouse in Tampa
4.91 out of 5 average rating, 129 reviewsCozy Palma Ceia Cabana close to Westshore & TIA
Aug 20 – 27
Guest house rentals with a washer and dryer
Guesthouse in Tampa
4.98 out of 5 average rating, 133 reviewsONE Guest Tiny Ybor Mustard House
May 14 – 21
Guesthouse in Tampa
4.94 out of 5 average rating, 210 reviewsCozy Suite
Jan 16 – 23
Guesthouse in Tampa
4.96 out of 5 average rating, 102 reviewsSuburban Home With City Life
Jul 28 – Aug 4
Guesthouse in Tampa
4.92 out of 5 average rating, 200 reviewscute comfy & cozy 2nd Floor Guest Suite (Seashell)
Jul 27 – Aug 3
Guesthouse in Tampa
4.84 out of 5 average rating, 218 reviewsLa Casa Azul - Private Detached Guest House
Aug 8 – 15
Guesthouse in Tampa
4.94 out of 5 average rating, 327 reviewsMinutes from downtown Tampa, TPA and Ray Jay
Jul 13 – 20
Guesthouse in St. Petersburg
4.97 out of 5 average rating, 114 reviewsCozy & Minimalist Garage Apt - Historic Old NE
May 10 – 17
Guesthouse in Tampa
4.86 out of 5 average rating, 147 reviewsSeminole Heights Studio, Steps from Cafes/Bars!
May 22 – 29
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