
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
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Popular amenities for Pinellas County guesthouses
Family-Friendly guesthouses

Carriage House in North St. Pete

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

St. Pete Beach House

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

Private & Cozy Tiny Home/Cottage

Lovely Guesthouse

Cute home in historic neighborhood

The Lassing House
Guesthouses with a patio

Restful Palms

Kenwood Retreat - 1BR carriage house

Tropical 2BR Casita + Hot Tub Near Downtown

Cozy Renovated Studio – Private Entry + Parking

Great brand new studio near Airport (TPA) .

St Pete Casita Studio with Salt Water Pool & Yard

Studio Bedroom - Private Bathroom , Full Kitchen.

Ollie's Beach House
Guest house rentals with a washing machine and dryer

Minutes to Beaches w/King Bed Private Updated

Crescent Heights Cottage

Cozy Coastal Casita

Tiki Hut Cottage

New private guesthouse walk to downtown Dunedin

C'est La Vie [RENOVATION COMPLETED JUNE 2020]
Private Guest House sleeps 4 w/POOL & near beach!

Private & Spacious Loft Guest House
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Weeki Wachee Springs
- Dunedin Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Fort De Soto Park
- Vinoy Park
- North Beach
- Jannus Live
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
- Splash Harbour Water Park
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