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942 9th Ave S Naples
This gorgeous Olde Naples rental offers a luxurious, private courtyard setting in a highly sought after location, near the sugary beaches and Naples bay. The unique design features 4 bedroom suites with private baths, a…
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888 10th Ave S Naples
Enjoy the heart of Olde Naples in fantastic 888 10th Ave S! The home features four bedrooms in the main house and a separate private guest cabana above the garage. This spacious floor plan can…
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688 3rd St N Naples
ANNUAL RATE IS $35,438 / month. Listed rate is for High Season (December through April). Longer leases have greater discounted rates. See rental rate sheet. Now available is the renowned featured cover home…
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678 11th Ave S Naples
OPEN FOR 2025-26’’ SEASON! FRESHLY REMODELED this summer, this 4+ Bedroom/ Den/4.5 bath, bayfront house is nestled between the Gulf of Mexico and Naples Bay, less than one mile to the beach, Third Street, and…
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500 3rd Ave N Naples
Welcome to "Naples Walk" Located just 4 short blocks from the beach, this thoughtfully designed home features a great room concept with three bedrooms and four bathrooms. The large kitchen and great room open to…
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783 11th Ave S Naples
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…
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160 3rd St N Naples
Available for 2026 Season! 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. Recently renovated…
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195 2nd Ave N Naples
Annual Rate is $33,750 per month. Listed Rate is for high-season (Nov.-April). Longer high-season leases have greater discounted rates. The epitome of whimsical beach town living! Nestled only two blocks to the sugar sand coastline…
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47 8th Ave S Naples
Plan Your Beach Vacation Now! Welcome to the “Kite House,” a charming Old Naples retreat just steps from the Gulf of Mexico. This listing features the beautifully designed 2-bedroom, 2-bath residence, perfect for a family…
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255 2nd Ave N Naples
Discover the ultimate family beach retreat, located just seven doors from the pristine white sands of Old Naples! Perfectly designed for multi-generational gatherings or groups of friends, this unique property features two beautifully updated homes—the…
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369 2nd Ave N Naples
Listed rate is for High Season (November-April). Longer High Season leases have greater discounted rates. Annual Rate is $32,625 / month. Located just three blocks from the Gulf, this charming residence offers the perfect blend…
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354 1st Ave N Naples
Annual Rate is $32K per month. Listed rate is for High Season (November through April). Longer High Season leases have greater discounted rates. Nestled one of Olde Naples most picturesque tree-lined streets, and just three…
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431 1st Ave N Naples
Annual Rate is $31,875 per month. Listed rate is for High Season (Nov.-April). Longer High Season leases have greater discounted rates. Ideally situated on a quiet, mahogany lined street in the heart of Downtown Olde…
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206 1st Ave N Naples
Annual rate is $31,500. Listed Rate is for High Season (Nov. through April). Longer lease terms have greater discounted rates. Charming in every respect, this cottage is located a mere minute's walk to the beach!…
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12 6th St S Naples
Rented for Season 2026. Welcome to Naples Coastal Retreat – Your Luxurious Getaway! Experience the epitome of coastal contemporary living at our stunning vacation rental home in beautiful Naples, FL. This exquisite three-bedroom sanctuary, each…
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476 1st Ave N Naples
Nestled in the heart of Olde Naples, this lovely, 4 bedroom, 3.5 bath residence offers comfort, privacy, and location. As you enter the house, you are greeted with a spacious and open floor- plan, offering…
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370 6th Ave S Naples
May through October 2026 priced at $10,000 per month plus taxes and fees. November and December priced at $25,000 per month plus taxes and fees, January through April 2027 priced at $35,000 plus taxes and…
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930 9th St S 930 Naples
9th Street Villa II is a designer furnished luxury townhome that offers access to the ultimate downtown Naples lifestyle. Two light-flooded floors of living area are perched above your private covered outdoor living room and…
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1375 Gordon Dr Naples
HISTORIC OLD NAPLES in the heart of the 3rd Street Shopping District.. This recently remodeled property on Gordon Drive near 3rd Street South has a Cottage with 3 sleeping rooms and a one-bedroom cabana joined…
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155 1st Ave S Naples
Available 2026 Season at 30k/month or 20k/month Annually. The home is currently being furnished. Welcome to your coastal retreat, just steps from the pristine white sands of Naples' famous beaches. Nestled on one of the…
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