
Guesthouse vacation rentals in Clearwater
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Top-rated guesthouse rentals in Clearwater
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 Clearwater guesthouse rentals
Family-friendly guest house rentals

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
Guest house rentals 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 washer 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
Wifi availability
60 properties include access to wifi
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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
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- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
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- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes