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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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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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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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This Naples Beach Cottage is available immediately. Located in The Moorings with 4 bedrooms and 3 bathrooms, pool and spa. Decorated with bright whites and blues which creates a coastal feel Naples is so well known for. One of the bedrooms can act as an office or bedroom depending on what works best for...
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s - A beach volleyball court - Basketball facilities - A playground - Two communal pools in the esteemed Briarwood Community- Convenience:A fully equipped laundry room with washer and dryer for your comfort.This villa isn't just a place to stay; it's a destination where luxury, privacy,...
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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: 1 miles to Vanderbilt Beach
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- rates listed below -Welcome to The Sanctuary a private, non-toxic luxury home just a 5-minute bike ride to Vanderbilt Beach and Mercato. This 4-bedroom, 2-bath coastal retreat is designed for clean living, organic comfort, and quiet restoration.KITCHEN Chef Inspired Quince stainless cookware,...
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⸻️️️️️ Absolutely perfect Naples getaway!We had an amazing stay at this brand new luxury rental in Naples. The location is unbeatable — just minutes from the beach — and the home...
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...
Featured review
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.
Distance to beach: 1 miles to Vanderbilt Beach
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TREAT YOURSELF TO THIS CHARMING POOL HOME! - Great location in the 600 block of 95th Ave, southern exposure (for sun lovers), screened lanai, a large open pool & patio area, fully fenced backyard, and an inviting open floor plan with vaulted ceiling and skylights in the living room. - All freshly...
Featured review
This was the 2nd year in a row that we rented this location and we had a wonderful time. The uncovered pool is a huge highlight for us as we like to tan so we appreciate a pool without a screen. The distance...
Distance to beach: 5 miles to Vanderbilt Beach
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VILLA World Tennis club Naples3 bedrooms, terrace with lake view and private pool Internet W-lan The house (fully air-conditioned) is located in the World Tennis Club in Naples, In the tennis club there are 16 tennis courts including 11 clay courts. swimming pool, whirlpool and sauna. The complex...
Featured review
We always love to come back to that wonderful furnished house in Naples with pool, located close to shops and beaches in Naples. As tennis players we recommend the place in World Tennis Club ( gated community),...
Distance to beach: 1 miles to Vanderbilt Beach
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500 Block Location!! A TOTAL REMODEL OF THIS HOME HAS JUST BEEN COMPLETED - (all floors, kitchen, baths, doors, closet organizers, etc and pool patio enlarged and freshly painted inside and out) - don't wait to book this home especially in this desirable location. . . . Heated pool, fully fenced...
Featured review
We absolutely loved the house, the pool, the bikes, and the location. There was plenty of room for the four of us and the pool was heated just right. We were close to the beach, shopping, and dining. Ellie...
Distance to beach: 1 miles to Park Shore
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Conway House is a fantastic family holiday home situated in a private location in Sun terrace, part of Old Naples. Whilst the house is central (only 5 mins drive to the beach and to the Coastland shopping centre) it is in a very quiet residential area and backs onto a beautiful lagoon.The villa is...
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My wife and I have rented the Conway House for February and March for the last few years, and we hope to continue that arrangement for many years to come. The house is in an ideal location to beaches, shopping,...
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Completely remodeled unit in a quaint, lush courtyard-style community. This condo is furnished and decorated as if it was your 2nd home. High end surfaces throughout the living and bedroom areas, walk in showers with high end finishes, instant water heater for never ending hot showers, fully furnished...
Distance to beach: 0.5 miles to Delnor Wiggins Pass State Park
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April 15th Available 2026! ALL inclusive rate $11,800/mo (rent, tax, cleaning, utilities, cable/WIFI, damage waiver, lawn/pool service all included). We have other available also. Quality workmanship, furnishings and accessories await you and yours; all situated on an oversized double lot a half...
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5 star 3 bedroom , 2 bathrooms, salt water pool/spa detached home all amenities , fully furnished,phone, ,cable , WiFi,high ceilings , enclosed lanai screen pool area, beach chars , BBQ,close to all amenities 1 mile from Vanderbilt beach close to shops, Whole foods , Mercato Lifestyle outdoor shopping...
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Relax in this modern coastal home that is impeccably decorated with a clean and crisp design. The main living area’s wall of windows brings the outdoors in as you gaze out onto the pool, spa, 106 ft of waterfront, and beautiful, tall Royal Palm trees. Enjoy the abundance of outdoor space offering...
Featured review
The photos of the house are wonderful, but the house is actually MORE lovely than the photos can depict. It is beautifully and comfortably furnished, and thoughtfully laid out so that the guestrooms are...
Distance to beach: 1 miles to Vanderbilt Beach/BlueBill Beach Access
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A three-bedroom, two baths plus den, beautiful Florida style private home with its own screen enclosed heated pool and spa plus a covered lanai is the perfect place to enjoy Naples. It is meticulously maintained with great attention to every detail. The residence boasts generously sized rooms, all tile...
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I travel to Naples every month for work and have stayed at Wayne & Delores' wonderful Naples Park home numerous times! My husband travels with me more when he knows I am staying at Dancing Palms Getaway....
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Perfectly located vacation home in the heart of Olde Naples offers a peaceful and private retreat. Available January - April 2026. This highly desirable pet-free boutique building with only 18 units is just a three block walk to the white-sand beaches of the Gulf of Mexico.Fully renovated and decorated...
Distance to beach: 0.8 miles to Vanderbilt Beach
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Sea Coast Living!look no further. Between the lovely coastal décor and the open floor concept, you have found a beautifully renovated home that is perfect for any length of stay here in Naples, FL You will immediately feel the SEA COAST LIVING you’ve been looking for as you enter the...
Featured review
The location is amazing! 1 mile from the beach & just down the street is Mercato & lots of other shopping & dining options! The house is spacious, very clean & has everything you will need, right down to...
Distance to beach: 0.5 miles to Vanderbilt or Wiggins Pass
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Welcome to Palm View 11020 Vanderbilt Drive, Naples, FL 34108 5 BEDROOMS • 4 BATHROOMS • GAMEROOM Now with wifi controlled pool & spa!Relax, refresh, and recharge at Palm View — a beautifully updated home located in the heart of Naples Park on 110th Avenue. With 5 bedrooms,...
Featured review
Barb's place was great! Big bedrooms with comfortable beds, nice living space, and the pool area was perfect for both kids and adults. House is conveniently located near the beach with a short ride to...
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FAMILY REUNION TIME!!!!! HUGE POOL & WALKING DISTANCE TO VANDERBILT BEACH!!!!!! HAVING A FAMILY REUNION IN SUNNY NAPLES THEN OUR HOME IS THE PERFECT VACATION GET AWAY !!! SHORT TERM, LONG TERM,VACATION,SEASONAL, ANNUAL,CORPORATE RENTAL 5 STAR SPACIOUS HOMESPRING AND SUMMER CHECK OUT SPECIAL...
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Naples beach retreat will put a smile on adults and children! Located ONE MILE to Vanderbilt beach this newly updated home has a brand new kitchen fully stocked for any cook to enjoy with brand new appliances and wine fridge. Children of all ages will be delighted with the game room with Pac Man arcade...
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This is a lovely house. Very spacious, great kitchen, fun games room. Beautifully laid out garden with heated pool and spa, barbecue and pizza oven and plenty chairs , loungers etc.. A really good supply...
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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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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 Naples
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This luxurious 3,000 square foot home is located in an upscale Naples neighborhood. Walk or bike to the beach or many local shops and restaurants. Swim in a 36’ heated, salt water pool. Lounge or barbecue in the large screened lanai. Lanai furniture provides dining for 8, cafe seating for 2, chaise...
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Luxury 3 bedroom, 3 bathroom home on an over-size corner plot right on the golf course. 15 five-star reviews on VRBO, this account I've just transferred to Florida rentals. 3 samples of the reviews are quoted.Enjoy a quiet sun-downer on the large patio with swimming pool and Spa ,sun-loungers,...
Featured review
We rented this spectacular home in March of 2019 and again in March of 2021. We have rented other homes in Lely Resort, but nothing compares to this one. The location is perfect--close to the amazing...
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!
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: 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: 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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Welcome to the Kite House! A one of a kind Old Naples family compound just steps to The Gulf. This fabulous new Naples Beach Retreat is comprised of three residences sleeping up to 16 people at $77,500/month in season. There are 3 residences comprised of a 3 bedroom, 2 bedroom and one bedroom cottage....
Distance to beach: 10 miles to Tigertail Beach, Marco Island
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FULL GOLF MEMBERSHIP IS NOW AVAILABLEMay 2026 $5k/mo Jun-Oct 2026 $4.5k/mo Nov 2026 - Apr 2027 N/A May 2027 $8k/mo ask about other monthsThe social member benefits are included in rental fee, full golf rental membership is available for an additional fee per Eagle Creek Golf and Country Club...
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Escape to Naples, Florida — recently ranked the #1 Best Place to Live in the U.S. (U.S. News & World Report)! Enjoy your winter in a newly purchased, fully renovated first-floor condo with all-new warm, seashore-inspired beach décor. This retreat is fully stocked with name-brand appliances,...
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...
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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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Dream Villa in Naples ReserveExperience luxury living in this stunning 3-bedroom villa located in the exclusive gated community of Naples Reserve, South Naples. Just minutes away from the famous 5th Avenue, world-class golf courses, pristine beaches, fine dining, shopping, and beautiful Marco Island.Highlights...
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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...
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Relax with the whole family at this peaceful place to stay. Our vacation home is located within the beautifully maintained gated community of Briarwood in Naples. Its EXCELLENT location will make our 3 bedrooms, 2 baths with heated saltwater pool/spa home your favorite. Our home has a spacious open floor...
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....
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 !
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,...
Featured review
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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Welcome to the Kite House! A one of a kind Old Naples family compound just steps to the Gulf. This fabulous new Naples Beach Retreat is comprised of three residences sleeping up to 16 people at $44,000/month in season. There are 3 residences comprised of a 3 bedroom, 2 bedroom and one bedroom cottage....
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Enjoy our 3-bedroom + office, 2-bathroom home in the Glen Eagle Golf and Country Club community of Naples. Enjoy stunning views of the 10th green and 11th tee box right from your private pool and hot tub. Home has been completely renovated from top to bottom. Monthly rentals only - golf membership is...
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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...
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...
Distance to beach: 10 miles to Vanderbilt Beach
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At just $14,000/month in season, this gorgeous and spacious Golden Gate Estates pet-friendly single family home has 4 bedrooms, den, 3.5 baths, and stunning upgrades everywhere you look! Start with the curb appeal and lush landscaping, then go inside where you will find a light and bright open floor plan...
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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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...
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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...
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