
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

Charming private guest house.

Adorable South Tampa Two-Story Guest House

Hyde Park Tree House, Tampa, FL - Great location

Cute home in historic neighborhood

Private Apt/3miles from beaches/Treehouse.like

The Lassing House

The Uptown Treehouse - Downtown St. Pete 1Br Apt

pet friendly on an equestrian farm
Guesthouses with a patio

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

Waterfront Studio Home in Paradise

Suite The Marine

Tiny House Oasis Blue Vatican . Near MacDill Base

tinyhome en largo

Cozy studio/Full Kitchen/Private Entrance

Adorable 1 Bedroom Ybor Casita with outdoor patio

Casino 1 Apartment
Guest house rentals with a washing machine and dryer

Bay Suite in Heart of Dunedin

Entire Guest House near Tampa airport

Private 2 BR Backyard Oasis, Walk to Downtown!

La Casa Azul - Private Detached Guest House

Historic Old Northeast Get A Way

Caffeinated Bungalito near Armature Works /75in TV

Cozy Suite
Private Guest House sleeps 4 w/POOL & near beach!
Quick stats about guesthouse rentals in Clearwater
Total rentals
60 properties
Total number of reviews
4K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
60 properties include access to Wi-Fi
Destinations to explore
- Seminole Holiday rentals
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- Smoking-friendly rentals Clearwater
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- John's Pass
- Cortez Beach
- Bean Point Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- North Beach
- Raymond James Stadium
- Clearwater Beach
- Vinoy Park
- Coquina Beach
- Curtis Hixon Waterfront Park
- Tampa Theatre
- Fort De Soto Park
- Tropicana Field
- ZooTampa at Lowry Park
- Splash Harbour Water Park
- Lakewood National Golf Club
- River Strand Golf and Country Club
- Sand Key Beach
- Honeymoon Island State Park
- Clearwater Marine Aquarium
- Alafia River State Park
- Marie Selby Botanical Gardens
- Things to do Clearwater
- Nature and outdoors Clearwater
- Sightseeing Clearwater
- Art and culture Clearwater
- Tours Clearwater
- Things to do Pinellas County
- Nature and outdoors Pinellas County
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