
Guesthouse holiday rentals in Pinellas County
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Top-rated Guesthouses in Pinellas County
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 Pinellas County guesthouses
Family-Friendly guesthouses

Carriage House in North St. Pete

St. Pete Beach House

Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

Cute home in historic neighborhood

The Lassing House

Casa O - Private In-Suite Studio in St. Pete

The Uptown Treehouse - Downtown St. Pete 1Br Apt

Tiny house style!
Guesthouses with a patio

Peaceful Studio Clearwater

Tropical 2BR Casita + Hot Tub Near It All

Cozy Guesthouse Near Downtown (Non-Toxic)

Florida Vayat Studio C

$20-$35 Cleaning Fee? Ask! Cal King Beach House

Luxury Guest House close to the beach

Avocado Oasis 10 mins to Beaches

Oasis historic cottage w/Tropical Patio/Parking
Guest house rentals with a washing machine and dryer

Bay Suite in Heart of Dunedin

Cozy Coastal Casita

Entire rental unit.Tampa .2B/1B Near to everything

Tiki Hut Cottage

Historic Old Northeast Get A Way
Private Guest House sleeps 4 w/POOL & near beach!

Private & Spacious Loft Guest House

Private Guest House
Destinations to explore
- Beach condo rentals Pinellas County
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- Anna Maria Island
- Siesta Beach
- Weeki Wachee Springs
- Dunedin Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Bean Point Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park
- Splash Harbour Water Park
- Things to do Pinellas County
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