
Guest house holiday rentals in Pinellas County
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Top-rated guest house rentals in Pinellas County
Guests agree: these guest house rentals 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 guest house rentals in Pinellas County
Family-friendly guest house rentals

Cozy Renovated Studio – Private Entry + Parking

Tiki Hut Cottage

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

St Pete Casita Studio with Salt Water Pool & Yard

The Lassing House

Relaxing & Charming Hideaway
Private Guest House sleeps 4 w/POOL & near beach!

Private & Spacious Loft Guest House
Guest house rentals with a patio

Restful Palms

Kenwood Retreat - 1BR carriage house

Cozy Tropical 2BR Casita + Hot Tub • Near Downtown

Beautiful Studio near Tampa Airport (TPA)

Lora's House

Oasis historic cottage w/Tropical Patio/Parking

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

Cute home in historic neighborhood

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

Private Guest House
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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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