Guesthouse holiday rentals in Clearwater
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Top-rated Guesthouses in Clearwater
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday 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
4.85 out of 5 average rating, 716 reviewsPrivate & Cozy Tiny Home/Cottage
17 – 24 Jan
Guesthouse in Seminole
4.95 out of 5 average rating, 233 reviewsPrivate Apt/3miles from beaches/Treehouse.like
27 Sept – 4 Oct
Guesthouse in Tampa
4.84 out of 5 average rating, 893 reviewsCharming private guest house.
14 – 21 Jan
Guesthouse in Tampa
4.87 out of 5 average rating, 828 reviewsSeminole Heights Riverside Paradise
28 Nov – 5 Dec
Guesthouse in St Petersburg
4.89 out of 5 average rating, 315 reviewsCarriage House in North St. Pete
3 – 10 Nov
Guesthouse in Saint Petersburg
4.79 out of 5 average rating, 257 reviewsSuzette's Hideaway
13 – 20 June
Guesthouse in Tampa
4.97 out of 5 average rating, 168 reviewsBackyard Bungalow in Old Seminole Heights
5 – 12 Oct
Guesthouse in Tampa
4.84 out of 5 average rating, 309 reviewsHyde Park Tree House, Tampa, FL - Great location
27 June – 4 July
Guesthouses with a patio
Guesthouse in Tampa
4.97 out of 5 average rating, 259 reviewsContainer Home with Hot Tub & Magical Backyard
8 – 15 July
Guesthouse in St. Petersburg
4.95 out of 5 average rating, 127 reviewsSecret Garden, Full Kitchen & Luxuriant Gated Yard
28 Aug – 4 Sept
Guesthouse in Tampa
4.92 out of 5 average rating, 192 reviewsLUXURIOUS, CLEAN, SAFE 1BR STUDIO - GREAT LOCATION
2 – 9 Sept
Guesthouse in Tampa
4.96 out of 5 average rating, 188 reviewsTiny House Oasis Blue Vatican . Near MacDill Base
7 – 14 July
Guesthouse in Tampa
4.97 out of 5 average rating, 271 reviewsNewly Renovated Private Eco Cottage
4 – 11 Sept
Guesthouse in St. Petersburg
5.0 out of 5 average rating, 154 reviewsCozy Guesthouse Near Downtown (Non-Toxic)
12 – 19 Nov
Guesthouse in Tampa
4.97 out of 5 average rating, 197 reviewsKing Bed, Full Kitchen, New AC, Clean, Easy Tampa!
9 – 16 June
Guesthouse in Tampa
4.99 out of 5 average rating, 179 reviewsAdorable Brand New Independent Guesthouse
8 – 15 Oct
Guest house rentals with a washing machine and dryer
Guesthouse in Tampa
4.97 out of 5 average rating, 214 reviewsTreetop Oasis
8 – 15 Oct
Guesthouse in St. Petersburg
4.96 out of 5 average rating, 156 reviewsCasita Blue
Guesthouse in St. Petersburg
4.95 out of 5 average rating, 212 reviewsC'est La Vie [RENOVATION COMPLETED JUNE 2020]
12 – 19 Aug
Guesthouse in Saint Petersburg
4.96 out of 5 average rating, 256 reviewsThe Dollhouse in Downtown St Pete
16 – 23 Oct
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 441 reviewsPrivate Guest House sleeps 4 w/POOL & near beach!
24 June – 1 July
Guesthouse in Dunedin
4.94 out of 5 average rating, 135 reviewsTiki Hut Cottage
14 – 21 Dec
Guesthouse in St. Petersburg
4.9 out of 5 average rating, 266 reviewsBeautiful Guest House in Historic Old Northeast
18 – 25 Nov
Guesthouse in Tarpon Springs
4.84 out of 5 average rating, 287 reviewsPapa Bear's Cottage Two Bedroom Vacation Rental
27 May – 1 June
Quick stats about guesthouse rentals in Clearwater
Total rentals
60 properties
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
60 properties include access to Wi-Fi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Total number of reviews
3.8K reviews
Destinations to explore
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