
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!

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

Cozy Renovated Studio – Private Entry + Parking

Tiki Hut Cottage

Guest House in prime location!

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

Cottage on Pinellas Bike Trail

C'est La Vie [RENOVATION COMPLETED JUNE 2020]
Guesthouses with a patio

Restful Palms

Kenwood Retreat - 1BR carriage house

Cozy Tropical 2BR Casita + Hot Tub • Near Downtown

Great brand new studio near Airport (TPA) .

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
Guesthouse rentals with a washer 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

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

A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!

Private Guest House
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- Smoking-friendly rentals Pinellas County
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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
- Amalie Arena
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- 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
- Honeymoon Island Beach
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