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
4.87 out of 5 average rating, 247 reviewspet friendly on an equestrian farm
Jan 20 – 27
Guesthouse in Tampa
4.87 out of 5 average rating, 830 reviewsSeminole Heights Riverside Paradise
Oct 23 – 30
Guesthouse in Tampa
4.89 out of 5 average rating, 123 reviewsThe Heights Hideaway
Feb 8 – 15
Guesthouse in Tampa
4.84 out of 5 average rating, 310 reviewsHyde Park Tree House, Tampa, FL - Great location
Aug 14 – 21
Guesthouse in Tampa
4.88 out of 5 average rating, 154 reviewsHyde Park Cottage - The Ultimate Location
Dec 6 – 13
Guesthouse in Saint Petersburg
4.84 out of 5 average rating, 719 reviewsPrivate & Cozy Tiny Home/Cottage
Mar 20 – 27
Guesthouse in Tampa
4.77 out of 5 average rating, 234 reviewsFamily & Pet friendly 2 bedroom Guest House
Guesthouse in St Petersburg
4.89 out of 5 average rating, 315 reviewsCarriage House in North St. Pete
Nov 11 – 18
Guest house rentals with a patio
Guesthouse in Tampa
5.0 out of 5 average rating, 134 reviewsBungalow View Cottage
May 18 – 25
Guesthouse in Tampa
4.95 out of 5 average rating, 151 reviewsThe Highland Hideaway - Private Guest House
Feb 28 – Mar 7
Guesthouse in Tampa
4.88 out of 5 average rating, 135 reviewsCozy Studio close to Busch Gardens and the Zoo
Jan 31 – Feb 7
Guesthouse in St. Petersburg
4.98 out of 5 average rating, 133 reviewsCentral Cozy Cottage w/ Heated Pool & Hot Tub!
Jul 31 – Aug 7
Guesthouse in Tampa
4.92 out of 5 average rating, 195 reviewsLUXURIOUS, CLEAN, SAFE 1BR STUDIO - GREAT LOCATION
Dec 5 – 12
Guesthouse in Tampa
4.92 out of 5 average rating, 115 reviewsStylish guesthouse 1-BR 2 miles from Busch Gardens
Jun 3 – 10
Guesthouse in Tampa
4.89 out of 5 average rating, 175 reviewsPrivate Casita in the Heart of Tampa
Jan 25 – Feb 1
Guesthouse in Tampa
4.91 out of 5 average rating, 128 reviewsCozy Palma Ceia Cabana close to Westshore & TIA
Aug 27 – Sep 3
Guest house rentals with a washer and dryer
Guesthouse in Tampa
4.94 out of 5 average rating, 237 reviewsTampa Heights Studio :) Walk to Riverwalk
May 15 – 22
Guesthouse in Tampa
4.94 out of 5 average rating, 210 reviewsCozy Suite
Jan 12 – 19
Guesthouse in Tampa
4.96 out of 5 average rating, 102 reviewsSuburban Home With City Life
Jul 28 – Aug 4
Guesthouse in Tampa
4.84 out of 5 average rating, 218 reviewsLa Casa Azul - Private Detached Guest House
Aug 30 – Sep 6
Guesthouse in Tampa
4.92 out of 5 average rating, 200 reviewscute comfy & cozy 2nd Floor Guest Suite (Seashell)
Jun 23 – 30
Guesthouse in St. Petersburg
4.97 out of 5 average rating, 114 reviewsCozy & Minimalist Garage Apt - Historic Old NE
Sep 23 – 30
Guesthouse in Tampa
4.94 out of 5 average rating, 326 reviewsMinutes from downtown Tampa, TPA and Ray Jay
Jul 13 – 20
Guesthouse in Tampa
4.86 out of 5 average rating, 147 reviewsSeminole Heights Studio, Steps from Cafes/Bars!
Sep 19 – 26
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