Guesthouse vacation rentals in Clearwater
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Top-rated guesthouses in Clearwater
Guests agree: these guesthouses 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 Clearwater guesthouses
Family-friendly guesthouses
Guesthouse in Saint Petersburg
4.84 out of 5 average rating, 719 reviewsPrivate & Cozy Tiny Home/Cottage
Feb. 7 – 14
Guesthouse in Seminole
4.95 out of 5 average rating, 233 reviewsPrivate Apt/3miles from beaches/Treehouse.like
Oct. 4 – 11
Guesthouse in Tampa
4.84 out of 5 average rating, 896 reviewsCharming private guest house.
Mar. 7 – 14
Guesthouse in St Petersburg
4.89 out of 5 average rating, 315 reviewsCarriage House in North St. Pete
Nov. 10 – 17
Guesthouse in Tampa
4.87 out of 5 average rating, 830 reviewsSeminole Heights Riverside Paradise
Jul. 9 – 16
Guesthouse in Saint Petersburg
4.79 out of 5 average rating, 257 reviewsSuzette's Hideaway
Jul. 27 – Aug. 3
Guesthouse in Tampa
4.84 out of 5 average rating, 310 reviewsHyde Park Tree House, Tampa, FL - Great location
Apr. 12 – 19
Guesthouse in Tampa
4.97 out of 5 average rating, 169 reviewsBackyard Bungalow in Old Seminole Heights
Oct. 10 – 17
Guesthouses with a patio
Guesthouse in St. Petersburg
4.95 out of 5 average rating, 129 reviewsSecret Garden, Full Kitchen & Luxuriant Gated Yard
Aug. 28 – Sep. 4
Guesthouse in Tampa
4.97 out of 5 average rating, 261 reviewsContainer Home with Hot Tub & Magical Backyard
Sep. 17 – 24
Guesthouse in Tampa
4.97 out of 5 average rating, 199 reviewsKing Bed, Full Kitchen, New AC, Clean, Easy Tampa!
Nov. 20 – 27
Guesthouse in St. Petersburg
4.89 out of 5 average rating, 235 reviewsNEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖
Aug. 4 – 11
Guesthouse in Tampa
4.97 out of 5 average rating, 272 reviewsNewly Renovated Private Eco Cottage
Sep. 10 – 17
Guesthouse in Tampa
4.96 out of 5 average rating, 189 reviewsTiny House Oasis Blue Vatican . Near MacDill Base
Apr. 9 – 16
Guesthouse in Tampa
4.92 out of 5 average rating, 194 reviewsLUXURIOUS, CLEAN, SAFE 1BR STUDIO - GREAT LOCATION
Dec. 7 – 14
Guesthouse in Tampa
4.97 out of 5 average rating, 118 reviewsParadise Suite
Feb. 4 – 11
Guesthouse rentals with a washer and dryer
Guesthouse in Dunedin
4.94 out of 5 average rating, 135 reviewsTiki Hut Cottage
Dec. 14 – 21
Guesthouse in St. Petersburg
4.97 out of 5 average rating, 113 reviewsCozy & Minimalist Garage Apt - Historic Old NE
Sep. 21 – 28
Guesthouse in St Petersburg
4.94 out of 5 average rating, 193 reviewsCozy Coastal Casita
Sep. 23 – 30
Guesthouse in Tampa
4.97 out of 5 average rating, 214 reviewsTreetop Oasis
Aug. 24 – 31
Guesthouse in St. Petersburg
4.95 out of 5 average rating, 214 reviewsC'est La Vie [RENOVATION COMPLETED JUNE 2020]
Mar. 24 – 31
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
4.96 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
Oct. 12 – 19
Quick stats about guesthouse rentals in Clearwater
Total rentals
60 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
60 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Total number of reviews
3.8K reviews
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