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Why settle for ordinary when you can have EXTRAORDINARY-the BEST of the BEST for your Naples getaway! Experience the epitome of coastal luxury in this three-story GULF-access estate home with a private dock and boat lift, perfectly positioned on the widest canal in the prestigious Conners neighborhood...
Distance to beach: 1 miles to Jacks
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Naples North - This condo is professionally decorated and shows beautifully, it has 2 outdoor seating areas, one that overlooks the lake with Pine Trees and Palms, the other is at the ront of condo as you enter the front door. The entire condo has been totally renovated. The condo is equipped with...
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Gorgeous first floor end unit with lots of natural light and a beautiful lake view at just $7,000/month in-season! Stone tile in living areas, wood floor in bedrooms, updated kitchen, fresh paint throughout, coastal chic furnishings, and many other extras. You will love the sunny community pool just steps...
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Look out your window to see a stunning view of the Gulf, have breakfast, enjoy the beach or a stroll down the Naples Pier. The Pier at night is amazing--enjoy a 360 degree view of the ocean under the stars or come home to relax on the rooftop deck and enjoy the night sky.The Pier House is stunning...
Distance to beach: 5 miles to Barefoot Beach / Delnor Wiggins State Park
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Where serenity meets luxury in Pelican Bay at $15,000/month in season—welcome to Breakwater. This updated end-unit residence offers a bright, open floor plan with a modern color palette and stylish furnishings. Featuring 3 bedrooms and 2.5 baths, the home is filled with natural light and offers...
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Distance to beach: 0.3 miles to Morrings
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Experience timeless elegance at $35,000/month in-season in the prestigious, gated enclave of Hemingway Place. Perfect for hosting family and guests, this luxury estate features King beds in all four spacious bedrooms, plus a versatile den equipped with two twin beds. The dramatic interior showcases a...
Distance to beach: 1 miles to Naples/Pier
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Charming Designer Cottage in Royal Harbor at $5,000/week or $16,000/month in season - A Coastal Retreat in Naples, FL. Escape to a stunning tropical retreat with partial bay view just minutes from downtown Naples and within walking distance to Tin City! This beautifully designed 2-bedroom, 2 and a half...
Distance to beach: 10 miles to Naples and Marco Island
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Our second floor condo in Coral falls, Lely, Naples has a bright and spacious feel, beautiful views and has all your needs for your home away from home while. The building is equipped with an elevator, as well as two separate stair cases. The primary suite sleeps two in its King size bed. The EnSuite...
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! had the most relaxing stay at this Florida condo! The location couldn’t be better—just a quick drive to beaches, shopping and dining.The condo was spotless, stylish, and incredibly cozy. I loved...
Distance to beach: 8 miles to loudermilk
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Beautiful 2 Bd, 2Ba condo overlooking 17th Green of our Arnold Palmer Signature Golf course at the premier community of Naples Lakes Country Club in beautiful Naples Florida. There are 5 Har-tru tennis courts, wildlife preserve, gorgeous renovated Club house with state of the art gym, full service bar...
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Welcome to the Cypress House!Professionally decorated 3 bedroom and 2.5 bathroom home in the heart of Old Naples. The Cypress is on a quiet mahogany tree-lined street just a short walk to the beautiful beaches and refreshing waters of the Gulf of Mexico as well as popular dining, shopping, and the...
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Tucked into the Royal Harbor area in the heart of downtown Naples, this turnkey rental is available for season 2027 at just $4,800/month. The 2nd floor end unit comes fully furnished and decorated, freshly painted, and outfitted with new furniture and accessories throughout. Recent improvements include...
Distance to beach: 1 miles to Vanderbilt Beach
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BRAND NEW ON THE RENTAL MARKET WITH AN OPEN CALENDAR FOR YOU TO CHOOSE YOUR PREFERED DATES!! Beautiful 3 bedroom home with southern exposure located in the desirable 600 block. Walk, cruiser bike or take our local shuttle service to Vanderbilt Beach! This home offers an open floor plan, high ceilings,...
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We loved this home! The location in north Naples was ideal- close to Mercato, Vanderbilt Beach / Wiggins state park. The home is EXCEPTIONALLY well equipped in every way from PLENTY of beach towels, to...
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AVAILABLE from April 1st 2026 !!! Minimum 1 month rent. Great location !!! Clean and neat first floor 3 bedrooms, 2 full baths unit in Coach Home. No stairs. Beautifully remodeled. Plank tile, freshly painted, new stainless steel appliances, quartz countertop, recess lights, fully equipped kitchen, two...
Distance to beach: 100 yards to Vanderbilt Beach
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Life is Good at The REGATTA! One Block to Naples Pristine Beach with a Great View at just $14,000/month in season! Naples Florida is ranked among the Top 10 Florida vacation destinations by US NEWS & WORLD REPORT! Luxury 3BD/3BA with a spectacular panoramic water view is the perfect vacation rental...
Distance to beach: 0.8 miles to Vanderbilt Beach
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You’ve just found your perfect vacation home in Vanderbilt Beach! Coastal contemporary and young (all new construction amenities). This home will surely get your attention with all the features and tasteful details. Don’t hesitate.Walk to the beach to watch the Bocce games and sunsets,...
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Our family of 6 stayed at Second Wind and had the best time. The house is beautiful and updated, the neighborhood lovely and location could not be beat. The beach, great restaurants and stores so close....
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Welcome to your home away from home in beautiful Naples, Florida! This bright and spacious 2-bedroom, 2-bathroom second-floor end-unit condo is located in a peaceful 55+, resort-feel community, overlooking the lush fairways of the Quail Run Golf Course.Enjoy Florida living at its finest with a sunny...
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What a lovely condo and Peg was great to deal with. The condo is spacious and well stocked. Very comfortable. Great location, the pool, bbq and tennis courts are just a short walk. We thoroughly enjoyed...
Distance to beach: 12 miles to Tiger Tail Marco
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Home is located in desirable +55 development. Newer home, fully furnished with 2 queen-bed rooms, laundry room, and full kitchen. Screened in private lanai to RELAX while listening to the swish of coconut tree fronds sooth you into an afternoon nap. TV in very room. Gazebo on the canal to enjoy morning...
Distance to beach: 1 miles to Vanderbilt Beach, Delnor Wiggins State Park & Beac
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Fall in love with the spacious lanai and the brand new pool with spa! This home is southern exposure, on the desired 600 block and within walking distance (or cruiser bike ride) to both Vanderbilt Beach and Delver Wiggins State Park and Beach. The home is very spacious, with vaulted ceilings and a charming...
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We rented the house for February, March and April. We enjoy the house very much, especially the screened in lanai in the outdoor pool and spa.
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You will absolutely fall in love with this cozy condo located in the heart of Naples. Enjoy relaxing in your home away from home, in this highly desirable area, located close to some of Naples best beaches, best shopping, and popular restaurants. This condo is tucked away in a beautiful neighborhood where...
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This finely decorated home is the pinnacle of luxury Old Naples living. The Balmoral has five bedrooms and plenty of living space, with tall ceilings and large windows for tons of light. The open living room and kitchen layout overlooks sliding glass doors that lead directly to the pool. The pool area...
Distance to beach: 1 miles to Vanderbilt Beach
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LOCATED ON THE WIDEST CANAL IN CONNERS OF VANDERBILT BEACH, WITH AMAZING VIEWS FROM (liv, dining, kitchen, main bedroom and family room) - Resort style living for your winter vacation in Naples. Be ready to enjoy every amenity and all the attractions nearby.AMAZING OUTDOORS: Three terraced outdoor...
Distance to beach: 0.2 miles to Vanderbilt Beach
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You’ve just found your perfect Vanderbilt Beach vacation condo! Beachwalk of Vanderbilt Beach is just one and 1/2 block from the beach entrance and shopping. Gated community with a beautiful community pool, tennis courts and fitness center for your enjoyment.Walk to the beach to watch gorgeous...
Featured review
This excellent property was exactly as described. It is set in a lovely, quiet location and within walking distance to the beach. It was extremely clean, spacious and comfortable. It was beautifully furnished...
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Step into luxury at $22,000/month in-season 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. This beautifully furnished condo features 3 bedrooms and 3 full bathrooms, with...
Distance to beach: 100 yards to Vanderbilt beach
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Welcome to the Regatta! At $14,500/month in season, this 9th floor residence offers one of the most highly sought after floor plans at Regatta with 3 bedrooms and 3 full bathrooms. With over 2000 sq. ft. of air conditioned space this property boasts breathtaking Gulf and Bay views from your living room,...
Distance to beach: 4 miles to Bonita Beach
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Beautiful Coach home in the Gated neighborhood of Sterling Oaks. Sterling oaks offers resort style pool with a tiki bar that has wonderful food and drinks. The club house offers dinner every Friday night and pub night on Tuesdays nights. You can also join the many events and leagues we offer during...
Distance to beach: 4 miles to Vanderbilt Beach
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Our property is a newly renovated 2-bedroom, and 2-bathroom unit located on the first floor of Cypress Woods Golf & Country Club. Cypress Woods is a hidden gem in North Naples offering a Golf course with narrow fairways and challenging greens, plus a dining room and banquet facility. There are two...
Featured review
This condo was the perfect place to unwind and enjoy everything the Naples area has to offer. The space feels calm, fresh, and very intentionally put together—nothing cluttered, nothing overlooked. It...
Distance to beach: 2 miles to Vanderbilt Beach
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Great location! Minutes from beautiful Vanderbilt Beach and Delnor Wiggins State Park! New home with contemporary style furnishings, high ceilings. Enjoy your totally private Pool under screened lanai! Cook inside or grill your steaks outside by the pool! Fully equipped kitchen with granite counter tops...
Featured review
It began with excellent communication from the home owner. Upon arrival the home was spotless!! More kitchen utensils, dishes, glasses than u could ever use in 1 week. Linens and towels galore. Even...
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This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Open & bright, loaded w/upgrades! Absolutely...
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This adorable first floor Castleton Gardens condo in Naples is the perfect home base for your trip! Gated community location...walk anywhere. This welcoming and newly renovated space has everything you need and is right across from the community pool, terrace, and hot tub.Recently remodeled with...
Featured review
This most charming condo enchanted us immediately when we opened the door. It was truly a home far away home. As soon as we arrived we felt very welcome in this communityThe whole apartment was exceptionally...
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World Tennis Center is just minutes to beaches, dining, shopping and cultural venues in Naples. It offers 16 tennis courts, pro shop, 2 pools, clubhouse, sauna, gym and much more! This almost 2,000 square foot single-family home offers 3 bed and 2.5 baths. Home features new tile floors, new Karastan...
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The house was perfect, fully stocked with all you need, including things that most places don't stock, like water cooler, olive oil, napkins, garbage bags. We felt right at home in this comfortable house...
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THIS UNIT IS AVAILABLE FOR JAN/FEB/MARCH/APRIL of 2025This beautiful 3 bedroom 2 bath condo is professionally decorated and immaculately kept to perfection. The bedrooms are equipped with a King bed in the master bedroom, and Queen beds in the guest bedrooms. The Great Room features a 60" Television,...
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Wonderful condo. Comfortable, clean, great location. Love everything about this place and the Dunes
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This is an enticing 3 bedroom, 2 bath pool home. The living area is spacious. The dining rooms has seating for 6, while the kitchen is well-equipped. The the main bedroom, with bathroom & walk in closet, is on one side of the house, and two additional bedrooms and a bath on the opposite side. Each...
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Min 90 days per HOA rules. Kick back and relax in this calm, stylish 1BR penthouse with saltwater pool, gym, and clubhouse access. What I love about this space is that it is perfect for 2 people and is flooded with natural light. Being on the top floor means no overhead neighbors, providing a quiet and...
Distance to beach: 3 miles to The Naples Beach and Pier
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This is a top floor condo with soaring cathedral ceilings and some of the best views in the community. The cathedral ceilings in the living room, dining room, sitting room and kitchen add a lot to the feeling of openness you get when you walk through the door. You will love the wide open views from your...
Featured review
We had a wonderful 3-month stay in this ideally located, quiet, 3rd floor condo that overlooks a 7th green and beautiful water view. The accommodation is very clean, has a well-equipped kitchen, and new...
Distance to beach: 3 miles to VANDERBUILT BEACH
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This meticulously maintained first-floor condo is situated on the 16th hole of a pristine golf course, offering picturesque views of both the serene lake and lush fairways. The property features two well-appointed bedrooms, two bathrooms, and a spacious den, providing ample living space. A large lanai...
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New and Renovated home with all new furniture 2 large living rooms TV and Internet 4 bedrooms with 6 beds A huge swimming pool and outdoor furniture Full kitchen Laundry Garage for vehicle parking Clubhouse close with a swimming pool, hot tub, and fitness center Close to Dunkin Donuts,...
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Welcome! The home has a media area with a large-screen TV, a lanai with pool, full kitchen and dining area with seating for 8, and a small office/breakfast nook.There are 4 bedrooms and 3 bathrooms in the house: A Master suite, an in-law suite, and two smaller rooms to the front that share the remaining...
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The Captain's Cottage is a everything you hope for when staying in Naples! The home is a spacious five bedroom villa with a large pool overlooking a waterfront view. This property has been designed with an elegant coastal vibe with plenty of areas to entertain and relax. Located in Naples' famous...
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Escape to this two-bedroom, two-bath condo in Cedar Hammock Golf & Country Club. This second-floor Ashbury offers 1,194 square feet of comfortable living space with beautiful lake and golf course views. Enjoy morning coffee or unwind on the screened lanai after a day in the Florida sunshine.Transferable...
Distance to beach: 5 miles to Lowdermilk Park Beach
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Welcome to your vacation rental at just $4500/month in-season! Nestled within the highly sought-after Sapphire Lakes community, this charming 2-bedroom, 2-bathroom condo offers stunning views of a tranquil nature preserve from the screened lanai. Owner recently updated all furniture and artwork! Enjoy...
Distance to beach: 6 miles to 5th ave
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This is a ground floor condo, 2 bedroom, 2 bath fully furnished with over sized garage located in Falling Waters which is centrally located between Marco Island and downtown Naples.Falling Waters Beach Resort has two pools, two tennis courts and one boccie court. One pool is a heated 600 foot lazy...
Featured review
Hallo We are 2 persons and want a Apartment with 1 or 2 bedrooms about Naples fore middle Januar for 4 /6 weeks. What can you offer fore us? Best regards Birte and Eckhard Schmidt Bremen Germany
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This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Wonderful & well-built in 2007! Open & bright,...
Distance to beach: 100 yards to Delnor Wiggins and Vanderbilt
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Pack your bags and get ready for the ultimate beach getaway at just $5,500/month in season! This bright and comfortably furnished 3-bedroom condo is just a short stroll from the sparkling sands of Delnor Wiggins State Park and Vanderbilt Beach. Cozy, stylish, and fully equipped, this condo has everything...
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Wake up every morning to outstanding sunrises over Moorings Bay. Spindrift is located on Gulf Shore Blvd N across from Miramar Beach in Naples proper. This unique condo was owner occupied so it is decorated and maintained in a manner unlike typical rental properties. Both bedrooms boast king size beds...
Distance to beach: 1 miles to Vanderbilt Beach
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NOW available! Weekly rates available upon request. ALL INCLUSIVE monthly rate May to Dec 19th $4,960. Dec 19th to Apr $8,000 (rent, tax, cleaning, utilities, cable/WIFI, pool heat, damage waiver all included). Naples FL vacation rental.PRIVATE HEATED POOL – CLOSE TO BEACH - PET FRIENDLYNestled...
Featured review
We started out the month with a few problems at the house. AC compressor went out, ice machine was broken, and pool heat had to be turned off. Shane was excellent to work with, getting everything taken...
Distance to beach: 4 miles to Naples Beach
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Welcome to your Florida getaway in beautiful Naples, Florida!Enjoy the perfect combination of relaxation, sunshine and convenience in this fully furnished 2-bedroom, 2 bathroom condo in the desirable Winterpark community.Located approximately 15 minutes from the beach, this condo is a wonderful...
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Saturday to Saturday rentals.Beautifully appointed 2 bed, 2 bath condo located inside the gated community of Naples Cay. Stunning sunset views of the Gulf of Mexico and only steps from the white sand!Building amenities includes hot tub and heated pool, steam room, sauna, fitness centre, shared...
Featured review
From the time we first contacted Kevin till the day of check out Kevin always responded to inquiries within minutes. Check in was smooth and we loved the location. A short walk to the beach and super close...
Distance to beach: 100 yards to Vanderbilt Beach
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Welcome to your perfect Naples getaway at Regatta at Vanderbilt Beach—a highly sought-after terrace-level condo with coveted western exposure overlooking a lush tropical waterfall pool. The new owners are thoughtfully refreshing the space with soft coastal paint tones, breezy décor, and vibrant,...
Distance to beach: 6 miles to Naples Pier and Vanderbilt
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Gorgeous hotel style suites. Penthouse, corner suite. This condo is suitable for one couple or a single person. You wont be disappointed. Best King size mattresses you'll ever sleep on. It's like sleeping on a cloud... What are you waiting for... contact us or book. It won't last! 2...
Featured review
Positano Place is a gated, safe and quiet community. The condo has two spacious bedrooms with new mattresses that ensure a restful sleep. The furnishings are very comfortable. Two spacious bathrooms. The...
Distance to beach: 6 miles to Vanderbilt Beach
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2br, 2 full bath. Queen bed, lanai with water feature view. All updated, large tvs in living room and main bedroom. Short drive to Vanderbilt beach, 41 and easy highway access, great location. Across from Seed to Table in North Naples. Credit/background check required. Condo updated and in great shape....
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