Browse 400 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 →
400 condos and homes from $53 to $2,143 a nightmost in Vanderbilt Beach, Treviso Bay and Pelican Bay44 pet-friendly54 sleep 8+
400 homes · page 4 of 17
Immaculate downtown condo nestled in the center of Olde Naples. Just two blocks from 5th Avenue South and a short walk or bike ride to the famous white sand beaches of SW Florida!
TOES IN THE SAND! A ONE-OF-A-KIND BEACHFRONT CONDO IN THE HIGHLY DESIRABLE COQUINA SANDS NEIGHBORHOOD OF NAPLES FL AT THE SURFSIDE CLUB!
Eight floors above the sand, this beautifully remodeled beachfront condo rental offers something few Naples vacation rentals can: a true top-floor perch with sweeping southwest views of the beach and the Gulf of Mexico.
Play lots of golf with transferable golf membership privileges included at this beautiful second-floor residence in Matera at Vasari.
Tucked inside the gated, 247-acre Hammock Bay Golf & Country Club, Serano 203 is where Southwest Florida slows down.
Fantastic sunset views with an unbeatable location. If you've been waiting for a place with great Gulf views and yearlong sunsets, wait no longer.
Luxury 2 bedroom condo overlooking world-famous Fifth Avenue South
Scenic lake and pool views await you from this 2-bedroom 2-bathroom condo new to the rental market in the quaint community of Valencia in Pelican Bay. Second floor unit. Newly renovated property offering over 1450 sq.
Enjoy waterfront living in this beautifully updated 2-bedroom, 2-bathroom condo on the second floor of Barefoot Pelican in North Naples.
Wake up in Port Royal, pour a coffee on the loggia, and walk to the Gulf while the morning is still yours.
Located within the prestigious gates of Treviso Bay, this luxurious 3-bedroom, 2-bathroom condo offers an idyllic retreat set against a picturesque lake backdrop.
Escape to paradise in this fully remodeled 3-bedroom, 2-bath condo located in the exclusive Breakwater community of Pelican Bay—one of Naples’ most sought-after destinations.
Gulf & Bay Views at Madrid Club — Your Moorings Retreat, Steps from the BeachWake up to sunrise over Moorings Bay, spend the day with your toes in the sand across the street, and be back on the fifth …
Welcome to Dela Park Place, a premier Gulf-front residence on Marco Island’s desirable south end.
Enjoy coastal living at its finest in this beautifully updated and spacious 2-bedroom condo, located in the sought-after Allegro tower on the sands of Park Shore Beach.
Nestled amongst grand oak trees and Royal Palms lies this Port Royal residence in a pristine setting on Galleon Drive. This home offers plenty of natural light throughout its open layout.
Welcome to this beautifully updated 2-bedroom + den condominium in the highly sought-after Monte Carlo Club of Naples.
This newly completed and spacious PET FRIENDLY home offers 3 bedrooms (King, King & 2 Twins) plus a den that is equipped with a queen-size murphy bed.
Spend the season in paradise with this stunning 4-bedroom, 5-bathroom estate home in the prestigious, resort-style community of Treviso Bay in Naples, Florida.
BEACH, BEACH, AND MORE BEACH! Experience the charm of this delightful 2BR/2BA condo, adorned with classic furnishings and offering all the comforts of home.
Experience luxury living in the heart of Olde Naples in this elegant four-bedroom, five-bathroom townhouse, perfectly positioned between 5th Avenue South and Third Street South.
Enjoy a relaxing Southwest Florida getaway in this beautiful 4-bedroom plus den lakefront home in Seasons at Bonita.
Step into refined coastal living with this stunning 2-bedroom, 2-bath condominium in the prestigious Treviso Bay community of Naples.
Gorgeous 2 bedroom 2 bath beach front unit available for season 2021! This home has been totally renovated and boasts an amazing gourmet kitchen with all new appliances and beautiful furnishings.
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.
