
Guesthouse vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Pinellas County guesthouses
Family-friendly guesthouses

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Crescent Heights Cottage

Tiki Hut Cottage

Guest House in prime location!

Cottage on Pinellas Bike Trail

C'est La Vie [RENOVATION COMPLETED JUNE 2020]

The Lassing House

Relaxing & Charming Hideaway
Guesthouses with a patio

Restful Palms

Modern Downtown St.Pete Guesthouse + RV/ Boat Lot

Cozy Tropical 2BR Casita + Hot Tub • Near Downtown

Great brand new studio near Airport (TPA) .

Avocado Casita 10 mins to Beaches

Oasis historic cottage w/Tropical Patio/Parking

Studio Bedroom - Private Bathroom , Full Kitchen.

Ollie's Beach House
Guesthouse rentals with a washer and dryer

Bay Suite in Heart of Dunedin

Carriage House in North St. Pete

Cozy Coastal Casita

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

Pool & Close to dtwn w/2 Bikes

Historic Old Northeast Get A Way

Private & Spacious Loft Guest House

Private Guest House
Destinations to explore
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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
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Vinoy Park
- Gulfport Beach Recreation Area
- Jannus Live
- North Beach
- ZooTampa at Lowry Park
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- Splash Harbour Water Park
- River Strand Golf and Country Club
- Honeymoon Island Beach
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