
Holiday rentals with a pool in Pinellas County
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Top-rated rentals with a pool in Pinellas County
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Holiday rentals for every style
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Popular amenities for Pinellas County rentals with a pool
House rentals with a pool

The Paradise Cove No. 2

Private Pet-Friendly Home with Pool

Lovely full house 3/2 w/ pool. Few min from beach

Family-Friendly Oasis~Sports Court~Heated Pool~Spa

Heated Pool | 2BD 2BA | Home near Beaches

Beautiful Heated Pool house, 10 mins to the beach!

Stunning Lakefront-King bed - 10 min to beaches

Tropical Pool house- close to beach & Lake
Condo rentals with a pool

Spotless 2 BR/2 BA Retreat w/ A+ Pool, 3m to Beach

Relax in a Newly Renovated Beach Front Paradise

Florida Island Beauty@theBeach@with Heated Pool

Seasalt Breeze private unit No hidden fees

Updated Condo-Heated Pool-Private Balcony

Tropical Beachfront Penthouse-Beach Cottages

POOL VIEW IN A MODERN CONDO - Feel at Home

Royal Orleans at Redington Beach ( Studio 203 )
Other holiday rentals with a pool

Wonderful Condo at Avalon - Fully Renovated

Modern Coastal Retreat

The Beach - Pickleball | Pool | Mini Golf, Firepit

Luxury 2BR w/ Pool, Cabana & just 7-min to Beach!

Resort-Style Heated Pool Home | 5 Mins to Beaches

Poolside Tropical Retreat - 5 mins to the beaches

Cozy Renovated 1 BR w/ Pool view & King size bed!

Unique Home by Clearwater | Trusted Hosting Team
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- Anna Maria Island
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