Browse 397 vacation rental homes and condos, from Olde Naples cottages to North Naples beach condos, with live pricing from trusted local rental agencies.
Prefer a curated, bespoke stay? Many visitors work directly with an agency for tailored recommendations and concierge-level service. Meet Naples' top rental agencies →
397 condos and homes from $53 to $2,143 a nightmost in Vanderbilt Beach, Treviso Bay and Pelican Bay44 pet-friendly54 sleep 8+
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Experience the ultimate Naples seasonal retreat at La Mer, a prestigious beachfront residence nestled in the coveted Park Shore area.
Resort living at The Dunes of Naples with a rare terrace-level residence in Grande Dominica, part of the gated Grande Preserve.
Escape to paradise in this beautifully updated 2-bedroom, 2-bath vacation rental, ideally located on Gulf Shore Boulevard N in Naples’ coveted Coquina Sands neighborhood.
From the elegant lobby of Grande Dominica, an elevator whisks you to the tenth floor and opens directly into your private entry foyer.
Lake view villa in the HEART OF NAPLES is on a quiet street in Walden Oaks. This 3 bedroom 2 bath home is being offered fully furnished.
Beautiful 2nd floor ESPERANZA at Tiburon with transferable Medallion Golf Membership is available.
Experience breathtaking Gulf views and unforgettable sunsets from this 11th-floor residence in Dorchester at Pelican Bay.
Escape to paradise at Regatta, an exceptional vacation rental designed for comfort, style, and effortless coastal living.
Welcome to the Kite House a one of a kind Old Naples family compound only steps toThe Gulf of Mexico. This fabulous new Naples Beach Retreat is comprised of three residences sleeping up to 16 people.
Experience the ultimate in luxury living in this stunning residence located in prestigious Olde Naples, just steps away from the white sugar sand beaches of the Gulf of Mexico.
Now 4 months minimum for season... Enjoy a quiet setting with lovely views of the lake from every window.
Your SWFL piece of paradise! Everything is NEW in this beautiful Townhouse located in Mirasol at Coconut Point!
Now this is living in luxury! Enjoy one of North Naples more popular resort style communities, surrounded by world-class amenities, within walking distance to the beach.
Renting a condo or home is one of the easiest ways to settle into Naples for a week or a whole season. Most of the area's vacation rentals are condos near the Gulf, from the towers of Vanderbilt Beach and Pelican Bay in North Naples to Park Shore and the Moorings closer to downtown, with homes and villas in communities such as Treviso Bay and Lely Resort in East Naples.
The homes here come from local rental agencies, with nightly prices from their own booking systems. You book directly with the agency, so check its minimum stay, which is often longer in winter and spring. Then plan the rest of your trip with our guides to Naples beaches and restaurants, or meet the agencies.
