
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

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

Cozy Renovated Studio – Private Entry + Parking

Tiki Hut Cottage

Guest House in prime location!

The Lassing House

Relaxing & Charming Hideaway

Luxury Modern Apartment A near Beachs and Airport

The Dollhouse in Downtown St Pete
Guesthouses with a patio

Restful Palms

Kenwood Retreat - 1BR carriage house

Cozy Tropical 2BR Casita + Hot Tub • Near Downtown

Lora's House

Oasis historic cottage w/Tropical Patio/Parking

St Pete Casita Studio with Salt Water Pool & Yard

Studio Bedroom - Private Bathroom , Full Kitchen.

Oceanside Timeless Escape Cottage
Guest house rentals with a washing machine and dryer

Minutes to Beaches w/King Bed Private Updated

Crescent Heights Cottage

Carriage House in North St. Pete

Cozy Coastal Casita

Pool & Close to dtwn w/2 Bikes

2 bedroom guesthouse in hip Grand Central District
Private Guest House sleeps 4 w/POOL & near beach!

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
- Dunedin Beach
- John's Pass
- Turtle Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Anna Maria Public Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Gulfport Beach Recreation Area
- Vinoy Park
- Jannus Live
- North Beach
- ZooTampa at Lowry Park
- Adventure Island
- Splash Harbour Water Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
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