Browse 400 vacation rental homes and condos, from Olde Naples cottages to North Naples beach condos, with live pricing from trusted local rental agencies.
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400 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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Welcome to your ideal vacation getaway in the exclusive Treviso Bay community of Naples, Florida. This sophisticated 2-bedroom, 2-bathroom condo provides all the luxuries of home in a serene and elegant setting.
Welcome to this 2-bedroom, 2-bathroom third-floor end-unit condo in Harborside Terrace, located in the heart of Naples.
Some Naples vacation rentals have a Gulf view. This one has all of them.
Come home to this 12th-floor retreat in Grande Phoenician at the Dunes, 275 Indies Way, #1205, Naples, FL. Offering ENDLESS VIEWS of TURKEY BAY and fantastic SUNSETS OVER THE GULF.
Tucked inside the gated enclave of Ashton Place at Lely Resort, this beautifully updated 3-bedroom plus den, 2-bath single-family home is your private retreat in one of Naples' premier resort communities.
Step off your private elevator into this inviting 3-bedroom, 2-bathroom home in the heart of prestigious Tiburon.
Southwest Gulf Views, Five Floors Up — Beachfront at the Naples Continental ClubEvery evening ends the same way here: the sun sliding into the Gulf, straight off your balcony.
Step into luxury in this stunning 9th-floor residence in the Grande Geneva at The Dunes of Naples. Enjoy panoramic Gulf views, serene mangroves, and spectacular sunsets from your expansive lanai.
Tucked inside the peaceful Royal Bay Villas community, this beautifully updated ground-floor 2-bedroom, 2-bath condo offers a comfortable and stylish home base for your Naples stay.
Experience luxury living at its finest in this exquisite 3-bedroom, 3.5-bathroom residence located on the 12th floor of The Dunes of Naples.
Step into your own slice of paradise at this modern coastal retreat in North Naples.
This inviting 3 bedrooms/2-bathroom pool home is an excellent couple's or family vacation getaway.
From the 5th floor of the Naples Continental Club, the Gulf of Mexico doesn't just peek through — it commands the entire view.
A transferable SIGNATURE MEMBERSHIP IS AVAILABLE with your lease which gives you access to The Tiburon Clubhouse, tennis, fitness, pro-shop, several dining options, and golf at a reduced rate.
Welcome to this exquisite 2-bedroom condo in Greenlinks at Lely Resort, where luxury meets leisure in the heart of a vibrant golf community.
Coastal Charm Meets Park Shore Luxury!
Escape to this beautifully renovated 2-bedroom, 2-bath vacation rental in Naples, FL, where comfort and style meet stunning natural beauty.
Play the Only Arnold Palmer Signature Course in Collier County. The Membership Comes with the House. Most golf rentals in Naples hand you a social card and a tee-time waiting list.
Where serenity meets luxury in Pelican Bay—welcome to Breakwater. This updated end-unit residence offers a bright, open floor plan with a modern color palette and stylish furnishings.
Welcome to this Third-floor 2-bedroom, 2-bathroom condominium offering an unparalleled southwestern view of the Gulf.
Escape to this beautifully furnished villa in the award-winning Isles of Collier Preserve.
Nestled within the prestigious gates of Treviso Bay, this luxurious 3-bedroom, 2-bathroom condo offers a serene retreat with stunning lake views.
CASTILLO AT TIBURON luxury Penthouse overlooking the 2nd fairway of the Championship Gold Course!
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.
