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BOATERS DREAM P00L SPA LOCATION IN BAYSHORE ART DISTRICTSummary! Coastal Naples getaway in the popular Bayshore Arts District! New (2020), modern home stocked for families. Enjoy private saltwater pool/spa, outdoor shower, large screened lanai. Close to pickleball & Celebration Park. Bring your...
Distance to beach: 1 miles to Vanderbilt Beach
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Southern Exposure, 3 br plus a dedicated office space and pet friendly. A spacious and inviting floor plan with vaulted ceilings, large kitchen, laundry inside the home. . . Walk or bike to Vanderbilt Beach and Delnor Wiggins State Park and Beach. . . Very nicely furnished with a coastal cottage decor...
Featured review
We really enjoyed our stay. The house was very clean and had everything we needed. We loved sitting in the shallow area of the pool or having a drink while watching tv under the covered porch. Thank...
Distance to beach: 14 miles to Marco Island or Naples
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Our home "Pelican" is brand new and has just been finished and finally furnished in September 2015. It offers 3 bedrooms (sleeps 6) plus a den, 2.5 baths and a private heated pool on a total living area of 2233 sq ft . It is furnished to a high standard and fully equipped with all the essentials...
Featured review
Nice big home with a screened in pool. Close to Marco Island and just a short drive to Naples Center. Jurgen, the owner, is great and so accommodating!
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Welcome to Bolero Oasis - In the heart if Naples - Close to Beaches and RestaurantSummary: Escape to this stunning three-bedroom, two-bathroom pool home located in the heart of beautiful Naples, Florida. Whether you’re here for a family vacation, a romantic retreat, or a fun getaway with friends,...
Distance to beach: 1 miles to Vanderbilt
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APRIL 2026 available! We still have other homes available March through APR 2026. Call Shane or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $5,884. Dec 20th to Apr $10,200 (rent, tax, cleaning, utilities, cable/WIFI, damage waiver all included). Naples FL vacation rental.3...
Featured review
We loved the home! Love the way the home is set up. The master bedroom is on one side of the house and the other bedrooms on the other side. There is also a sliding door that can be closed to the other...
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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...
Featured review
! 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...
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Conveniently located just minutes away from Vanderbilt beach and downtown Naples, our home serves as the ideal base for your adventures in Naples. Whether you're here for business or pleasure, you'll find everything you need for a memorable stay. We look forward to hosting you!If traveling...
Distance to beach: 1 miles to Naples Beach
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Available for rent weekly and monthly! (allows nightly stays too)** Welcome to your Naples vacation retreat! Grand Regency Model Home featuring numerous premium upgrades throughout. This turnkey 3-bedroom, 2-bath pool home in the desirable Briarwood community offers the perfect blend of comfort and classic...
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4th/Top Floor and almost soaring above the peaceful nature preserve, the views are incredible. Cathedral ceilings and the unique decor and updates, provide the tropical feel you are looking for in your winter escape. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This...
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The home is located on Duck Chanell, Aqualane Shores, Naples. At the bottom of the street is the Gulf of Mexico incredible beaches.Three bedroom (King, Queen, two double beds). Three full bathrooms. The living room has a fold out sofa bed.The home is extensively renovated. A beautiful pool...
Distance to beach: 0.3 miles to Vanderbilt Beach
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This property has over 200 5 star reviews on other well known vacation websites. We are advertising this property here as an alternative to the other vacation websites.Closest To Beach Main House & Separate Villa 4 Bdrm , Huge Pool. Walk To Beach Best Value In Naples: We are local year round...
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1st Floor and nestled into the serene nature preserve, the Palms has been completely remodeled. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This is also the best location in all of Lely! Kick back and relax in this calm, beautifully redesigned space. Relax on the Lanai...
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Experience the ultimate beach getaway in this meticulously updated Naples Park beach house. Located on the coveted 500 block, mere minutes from Vanderbilt Beach, this charming abode offers a spacious layout with two serene guest bedrooms upstairs and a cozy master bedroom on the main level. Immaculately...
Featured review
This house is the Perfect Location!!! 13 minute walk to the beach. The pool was new and we enjoyed it everyday! Meredith at the rental agency was super quick with responses. The beach umbrella in the garage...
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: 1 miles to Vanderbilt Beach
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MAR and APR 2026 are 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...
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: 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,...
Featured review
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 paradise! This stylish, fully updated home with coastal décor boasts a spacious floor plan with fantastic views of the private heated swimming pool and the tropical backyard, and welcomes you to relax and enjoy all that gorgeous Naples has to offer! Crown Pointe is located only 7 minutes...
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: 4 miles to Vanderbilt Beach
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This comfortable and well-appointed home is designed for easy, longer stays—whether you're here for a week, a month, or just need a peaceful break.With plenty of space to spread out, a fully equipped kitchen, and inviting indoor/outdoor living areas, it’s ideal for couples, families,...
Featured review
This house was clean and located perfectly near all the beaches , shopping and restaurants! The back yard was paradise with a pool , jacuzzi and lanai with TV ! We can’t wait to go back !
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Our Property is owned and has been very well maintained by us! 1st Floor Unit which has an incredible view of the Lake from the Lanai.2 Bedrooms, and 2 Full Baths as well as a separate garage for parking your vehicle, and also a separate parking space!The condo is equipped with all semi new appliances,...
Distance to beach: 10 feet to Vanderbilt Beach
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Located on Vanderbilt Bay at $4,000/week, this lovely 4th floor condo just 500 steps to the beach appears surreal as its charm and elegance inspire you for costal life-on-the-bay! Splashed in the vivid palette of calming colors, renovations come together to deliver a tranquil and welcoming sense steeped...
Distance to beach: 0.5 miles to VANDERBILT BEACH
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* * THE MOST DESIRED STREET IN NAPLES PARK and for lots of great reasons (4 blocks to beach, 1.5 block to Mercato, 1.5 block to Pavilion Plaza) - check the walk score! Everything you need for a wonderful vacation - remodeled kitchen and baths, fully equipped kitchen, covered lanai and fully fenced (immaculate,...
Distance to beach: 1 miles to Vanderbilt Beach & Delver Wiggins State Park & Bea
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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,...
Featured review
This home is only blocks from Vanderbilt Beach and minutes from Bonita Springs. The home and yard are beautifully decorated and kept. The heated pool is amazing to have for morning or evening swims. The...
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Enjoy sunny Old Naples at reasonable rates, 75 yards to the beautiful beaches of Old Naples at a charming guest house efficiency on an estate property. This property is located in the heart of the most exclusive section of of Old Naples, steps to the Gulf of Mexico and the fine shops of Fifth Ave and...
Distance to beach: 250 feet to Vanderbilt Beach
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This 2 BR condo is located in a gated community alongside Vanderbilt Beach.The condo has been updated with newer tiled bathrooms and furnishings. The spacious lanai has all-weather wicker furniture to enjoy coffee with the morning sunrise or a quiet evening after a day at the beach. Lanai includes...
Featured review
Everything you need at your fingertips- all you need is to bring sunscreen and beachwear! Beautiful condo.
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This villa was furnished in a modern and tasteful way. Parquet in the living area and tiles in the bathrooms were chosen for the flooring. The villa has two floors with 3 bedrooms (2 king size beds and 1 queen size bed and 1 baby bed) and 3 bathrooms. Each bedroom is equipped with a TV.The fully-equipped...
Featured review
This townhome lives large! plenty of space with 3 BR and a Den. The decor is beautiful and updated, the private pool is big enough for cooling off on a hot afternoon (with the larger community pool across...
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This luxurious fully renovated 2nd floor 2-bedroom lakefront coach home condo with cathedral ceilings and attached garage, is perfect for your escape to Naples. With 2 queen beds, 2 bathrooms, and amenities that include high speed internet and WiFi, large screen TV, gourmet kitchen with coffee station,...
Featured review
The condo is very clean and overlooks the pond, which made relaxing on the lanai enjoyable. We found the location to be excellent—tucked away from the traffic, yet conveniently close to the Mercato, Vanderbilt...
Distance to beach: 6 miles to Lowdermilk beach and others
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Wide lake view single story home in the sought after community of Briarwood on a quiet cul de sac with sunny southern exposure looking at the lake. Open floor plan with high ceilings. Remodeled kitchen with granite counters. All new stainless steel appliances. Quiet dishwasher and refrigerator with...
Featured review
Briarwood Home is Close to everything in Naples. We have stayed downtown for years and renting a Home from Flynn's was painless. They were very helpful and organized in keeping us informed
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As soon as you pull into Tarpon cove, a gated community in the Vanderbilt neighborhood of North Naples, you will know you are home. Lush landscaping, pools, lakes and a natural preserve adorn the property. This 2nd floor Bimini model 3 bed, 2 full bath plus a den with a sofa bed sleeps 8 and contains...
Featured review
Wonderful rental beautiful spacious and everything we could need. We will be returning. Can’t recommend this enough
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We have two properties available, and you can check their availability and pricing directly on our website: NaplesEscapeCollection. com• The first property is the one listed here. • The second property includes a main house plus a guest house, totaling six bedrooms and six bathrooms. ---------Welcome...
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This spacious holiday villa in the exclusive and secure 'Briarwood' community, offers comfortable space and privacy for up to 6 people with 4 fully equipped bedrooms and 3 bathrooms.The beautiful private pool and terrace area (south-west) has a gas grill and is fully equipped with a screen...
Featured review
"We had an absolutely great time in this vacation home! The location was perfect, the amenities were modern and cozy, and the surroundings were simply beautiful. We felt completely at home and can wholeheartedly...
Distance to beach: 5 miles to Naples Beach
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Enjoy your vacation in this beautiful villa with a stunning lakeview. This Villa has 3 bedrooms, two bathrooms and a guest bathroom with toilet and sink. From the master bedroom, the living room and the kitchen you have a beautiful views of the lake and pool.The open kitchen is fully equipped and...
Featured review
We (two couples) stayed in this comfortable house in May/June 2024 and were very happy with it. It provided everything that we needed, especially the kitchen was very well equipped. The house offers a nice...
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VILLA MADISON IN NAPLES CLOSE TO NAPLES BEACH!!! NEW LISTING! NOW AVAILABLE FOR THE UP COMING SEASON! Discover this 3 BR/2 BA beautiful pool home on an expanded lot. Your family and guests will enjoy the sunsets and the great lake views at this favorable southern exposure from the over sized pool deck...
Featured review
Located near wonderful Naples with its great shopping, restaurants and beaches, this beautiful pool home is very well appointed and situated in a gated community within walking distance of the community...
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Escape to this romantic villa located on a quiet residential street, steps from the Golf canal, and walking distance from the acclaimed Vanderbilt beach, Delnor-Wiggins State Park, Ritz Carlton and LaPlaya Resorts. The villa was tastefully decorated with high quality furnishings. The large kitchen has...
Featured review
Great House! Super Nice Hosts. We rented a golf cart to haul people to and from the beach. The 3 full baths was great as we 7 people. Plenty of nice restaurants and bars in the area. We thoroughly enjoyed...
Distance to beach: 1 miles to Vanderbilt Beach
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Beautiful Beach House Rental steps to Vanderbilt Beach ( 1 mile ) & Delnor Wiggins Beach (1.5 miles)This is a Gorgeous, Private House & Back Yard ~Lanai + Pool & Hot tub, BBQ Grill, Bikes, Tommy Bahama Beach Chairs, Umbrella + all the essentials needed for a tropical holiday! Steps...
Featured review
Great location, very clean and well maintained. Jenelle was an excellent manager. She helped with questions at booking, sent great texts to keep us informed before during and at end of stay. She seemed...
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Wake up to stunning lake views and your own private pool - welcome to our southwest Florida escape. This modern, contemporary style home with 3 bedrooms, 2 baths has views of the pool and lake from almost every room, and boasts a 70" smart TV in its ultra-comfortable living room. The formal dining...
Featured review
My wife and I stayed for 39 nights and thoroughly enjoyed our stay. The house is exactly as described and shown and is in a great location. The pool is tremendous. The shower in the Master Bath is tremendous....
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This gorgeous villa with 3.580 sqft in the Kings Lake community in Naples offers 3 spacious and elegantly furnished bedrooms (2 bedrooms with king size beds and 1 bedroom with two twin extra lage beds) and 2 ½ bathrooms. The living area with 2 living areas offers an beautiful view of the pool....
Featured review
We rented this house based on photos and a drive by. When we arrived we were pleasantly surprised to find the house was much larger than it looks. The outdoor space is fantastic. Plenty of outdoor furniture...
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WINTER GETAWAY!Clean bright 3rd Floor Naples 2 Br/2 Bath Condo in Elevator Building is available to rent Immediately on weekly, monthly, or seasonal basis. Coral Falls Resort is in the Lely Resort Development and a 15 minute drive to both Naples and Marco Island beaches, offers lovely pool/hot tub...
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This newly in 2017 built dream house with 4 bedrooms and 3 bathrooms is located in a quiet location in a cul-de-sac overlooking the Hibiscus golf course. Due to its central location, you can reach numerous restaurants and shops in just a few minutes. The spacious house has an air-conditioned living...
Featured review
We had a great time in Naples in January. The house was nice and clean and there was plenty of walking and bike riding in the area. We will stay there again!
Distance to beach: 3 miles to Clam Pass Beach (through the mangrove forest!)
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Welcome to your stunning oasis in the heart of Naples! This 1st-floor condo has been completely remodeled and features brand-new furniture, offering a fresh, modern aesthetic that is ready for you to enjoy immediately.Highlights of the Home Full Remodel: Enjoy the peace of mind that comes with a...
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Stunning contemporary home on the beach with breaktaking views of the Gulf of Mexico throughout the home. Four bedroom, four bath home is bathed in sunlight and offers "front row" beach and Gulf views from many vantage points, with incredible sights and sounds of the Gulf. The home has in...
Featured review
Beautiful view all through out. Great home with en-suite bedrooms. Directly on the beach, doesn’t get better than this. The realtor was very helpful and accommodating. The entire experience was great....
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Available from now until the end of January and from March 2025! Enjoy this stately, luxurious home with SUPERB WATER AND GOLF COURSE VIEWS! Comfortable designer furnishings, with 4 bedrooms plus Study and 4 full baths and one half bath. Beautiful travertine and hardwood flooring throughout, gourmet kitchen...
Distance to beach: 2 miles to Lowdermilk park
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6-bedroom vacation home just 3 minutes to Naples Beach with 3 king ensuites.In the heart of Naples' charming neighborhood lies this beautiful 6-bedroom vacation house. Imagine yourself relaxing by the heated private pool, soaking up the sun and enjoying the refreshing breeze. With free WiFi,...
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One of a kind 2300 sq. ft pool home. Walk or ride to the beach. Free Delnor-Wiggins beach parking pass. New over-sized swimming pool and travertine stone pool deck. Property has Southern exposure, and is completely enclosed on all sides. Upscale everything: large screen TVs in living room and bedrooms,...
Featured review
Everything was really clean comfortable. Pool was great and kept nicely warm. Kitchen had everything you could need The only down side was outdoor furniture needed adaquate cushions it was really uncomfortable
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SUMMER OFFER: BOOK 4 NIGHTS-GET FIFTH FREE No expense was spared in the renovation, featuring elegant Travertine stone and marble flooring, captivating tray ceilings, and a welcoming country-contemporary indoor dining room. Each bedroom offers restful sleep on memory foam & pillow top mattresses,...
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This stunning luxury villa is a private pool home overlooking a large lake boasting many luxury amenities. Located in Naples Florida, a gated community of single-family homes featuring award-winning designs. Situated within a few minutes of downtown Naples and its pristine white sand beaches and local...
Distance to beach: 3 miles to Marco Beach
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This beautiful home located in the Naples Reserve is very modern upscale & is located in a gated family friendly community. Conveniently located 15 min away from downtown Naples and 10 min from Marco Beach. This vacation will allow your family to fully experience Naples! The amenities are located...
Featured review
We had a fabulous stay in this home and in the community of Naples Reserve. Upon arrival we were given a gate pass for the month of our stay to bypass the visitor lane and remote entry through an app on...
Distance to beach: 7 miles to Naples
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Our condo is fully equipped for a weekly vacation or a long stay with all the conveniences and comfort of back home - including new beds, linens, furnishings, and appliances.This 2nd floor condo features high ceilings and a lanai that overlooks the pool and picnic areas. The pool area has a beautiful...
Featured review
We stayed at this condo in December of 2025 and couldn't have been happier with our experience. The condo was clean and Anna was super responsive. We really loved the pool area and our daughter had the...
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Located minutes from downtown Naples and the Beaches, this gorgeous condominium rental is perfectly located, along with luxurious amenities ensuring your Florida vacation experience is both exciting and relaxing.Stay in our comfortable and luxurious 2-bedroom condo while vacationing in beautiful Naples,...
Featured review
Great club amenities close by the unit and close to downtown. Pool, fitness center, tennis and shuttle to beach and downtown. Unit is clean and well maintained.
Distance to beach: 0.9 miles to Naples Beach
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This spacious 2-Bedroom Suite includes a king-size bed in the primary bedroom, two twin beds in the secondary bedroom, a sleeper sofa in the living area, a screened lanai and a kitchen. Fully-equipped kitchens include a coffee maker, refrigerator, oven, microwave, stovetop and toaster. Each Suite also...
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