
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

Small but Spacious! Private guesthouse

Central Cozy Cottage w/ Heated Pool & Hot Tub!

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

Cozy Tropical 2BR Casita + Hot Tub • Near Downtown

Guest House in prime location!

Private Suite, 1 bedroom, 1 bathroom, pool, patio

The Lassing House

Brisas Del Mar private space near the airport
Guesthouses with a patio

Restful Palms

Modern Downtown St.Pete Guesthouse + RV/ Boat Lot

Avocado Casita 10 mins to Beaches

Oasis historic cottage w/Tropical Patio/Parking

Studio Bedroom - Private Bathroom , Full Kitchen.

Ollie's Beach House

Oceanside Timeless Escape Cottage

Parkside Haven w/ Pool & Hot Tub
Guest house rentals with a washing machine and dryer

Bay Suite in Heart of Dunedin

Carriage House in North St. Pete

Cozy Coastal Casita

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

Tiki Hut Cottage

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

Historic Old Northeast Get A Way

Private & Spacious Loft Guest House
Destinations to explore
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- Guesthouse rentals Florida
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Weeki Wachee Springs
- John's Pass
- Dunedin Beach
- Turtle Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Coquina Beach
- Anna Maria Public Beach
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- Lido Key Beach
- Amalie Arena
- Vinoy Park
- Gulfport Beach Recreation Area
- Jannus Live
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- ZooTampa at Lowry Park
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- Splash Harbour Water Park
- River Strand Golf and Country Club
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