Downtown Naples Houses for Rent with Pool

SEASONAL RENTAL - WATERFRONT COTTAGE WITH GULF ACCESS AND FLOATING DOCK Welcome to Heron's Landing, a recently updated waterfront cottage offering direct Gulf access via the Gordon River and Gordon Pass. Located at the end of a quiet cul-de-sac, this property features a brand-new floating dock perfect for boats, jet skis, or kayaking, with a 2-person kayak included for your enjoyment. This

Arturo Sabates Coldwell Banker Realty

Available Seasonally ($75,000/M) and Annually ($35,000/M). Experience luxury and prestige at its finest in Mangrove Bay, just a short stroll from Naples’ iconic 5th Avenue. This exceptional 4-bedroom, 4.5-bathroom home with a 6-car garage epitomizes downtown living. Available for both seasonal and annual leases, it offers breathtaking views of the Gordon River. The gourmet kitchen showcases

Sarah Wayne Gulf Coast International Lux R

Available Seasonally ($75,000/M) and Annually ($35,000/M). Experience luxury and prestige at its finest in Mangrove Bay, just a short stroll from Naples’ iconic 5th Avenue. This exceptional 4-bedroom, 4.5-bathroom home with a 6-car garage epitomizes downtown living. Available for both seasonal and annual leases, it offers breathtaking views of the Gordon River. The gourmet kitchen showcases

Sarah Wayne Gulf Coast International Lux R

Available November-April 2026! $25,000/month for December and April. Discounted Rates for extended stays. Located in the heart of Olde Naples, this elegant four-bedroom, five-bathroom townhouse offers the ideal combination of luxury, comfort, and convenience. Perfectly positioned between 5th Avenue South and Third Street South, the home is just steps from Naples’ finest dining, shopping, and

Samantha Ford John R Wood Properties

Olde Naples New Construction. Combine the coastal charm of the past with the luxurious amenities of a custom build, 844 is the perfect rental. Available monthly and weekly. No detail was spared. Wake up and enjoy the morning sun as you sip your coffee with views of the heated pool and spa. Walk to the beach or stroll up to 5th Avenue or over to 3rd Street for lunch and shopping or cook in the

Michelle Craft Naples Homes and Rentals Inc

This exquisite 4 bedroom, 5 bathroom coastal contemporary home is perfectly situated just blocks from Naples’ white sand beaches and the vibrant Third Street South and Fifth Avenue districts. Built in 2022, the 4,600-square-foot retreat blends modern luxury with sophisticated design. The gourmet kitchen features Wolf/Sub-Zero appliances, dual refrigerators, a wine tower, and a Cristallo quartzite

Sarah Wayne Gulf Coast International Lux R

Walk to Beach - YES. Steps to Fifth and Third - YES. Fabulously updated, old-Florida Style, coastal contemporary - YES. Pet Friendly - YES. Elevator - YES. It doesn't get any better than this in a rental property in Olde Naples. Perfectly designed to be warm, friendly and functional. This three-bedroom and a den property meets all your needs. Very private and lush outdoor living area with large

Michelle Craft Naples Homes and Rentals Inc