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Naples Luxury Vacation Rentals

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    Travellers to Naples are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    87 Matching Rentals in NaplesView all 584 rentals
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    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    Old Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Mermaid Lagoon- NEAR BEACH, MANAGED BY OWNER1 / 17
    (1)Excellent
    North Naples
    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Washer
    • Hot Tub
    • Balcony
    • Terrace
    • Central Heating
    • Patio
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 6, 2017
    We had such a great time during our stay. The house was perfect and plenty big for all 9 of us. The two bikes in the garage were a welcome bonus, as was the pass for the beach...
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    About this property
    Mermaid Lagoon is your Naples home away from home and we are your personal concierge as you settle in and enjoy your vacation. This 5 bedroom 4 1/2 bathroom custom built house was originally built for us, but we have tailored it for you! Our primary focus is customers for life. As we get to know...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 11
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    Old Naples
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Air Conditioning
    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, newly constructed, professionally decorated waterfront home in the heart of Old Naples features 5 bedrooms plus a den and 7 bathrooms. Large and spacious for the vacation of your dreams. Open modern design with gourmet kitchen, wood floors, outdoor kitchen and infinity pool with spa....
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Wi-Fi
    • Hot Tub
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Old Naples Beach house! Recently redesigned and renovated. Old Florida style home in the heart of Old Naples Aqualane Neighborhood. Just a short stroll to Old Naples shopping, dining, and pristine white sand beaches. Home has been professionally decorated by one on Naples top designers to...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Old Naples
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Hot Tub
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine, a long day having fun at the beach. When you're ready for a break you can walk two minutes to a stunning vacation home. Relax by the pool, or cook some burgers on the outdoor grill. Enjoy the sunset from your deck with a beautiful view of the beach. When you're ready you can stroll back...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sprawling plantation style home just steps to the beach. Incredible plantation style beach house recently purchased, remodeled and designer furnished. Rock in your rocking chairs on the wrap around veranda overlooking the aqua blue pool and tropical gardens. Outdoor kitchen with plenty of seating...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    LUXURY RENTALS ~ THE PIER HOUSE ~ BEACH VIEWS1 / 29
    (1)Excellent
    Old Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Private Outdoor Pool (Heated)
    • Washer
    • Ocean Views
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home screams excitement situated right next to the Naples Pier and just a block from the ever popular Third Street South shopping and dining.This home currently has 4 total bedrooms and 3 baths.The Main House features 3 bedrooms with expansive decks and views of the swaying palms and crystal...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    LUXURY RENTALS ~ NAPLES MERMAID COTTAGE | Beach Club option!1 / 51
    (8)Excellent
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Housekeeping Included
    • Waterfront
    • Hot Tub
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    • Ocean Views
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 3, 2018
    This home has it all! Beautifully decorated and close to everything. Rented a Golf cart to scoot around town. Naples is awesome.
    Reviewed October 18, 2016
    The Mermaid cottage was perfect for our group. Large and Spacious and located in the heart of Naples close to everything. Private beach really makes the experience complete!
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    About this property
    Naples' best vacation home! Luxury Old Florida Beach House style pool home in heart of Old Naples prestigious Moorings. Lushly landscaped tropical pool area. Close to Naples pristine white sand beaches with Beach Club Spa & Fitness package as an optional add on which includes private beach parking....
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
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    • Air Conditioning
    • Hot Tub
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Bay house boasts expansive wide water views across the harbor. Located in the heart of Old Naples. Stroll to 3rd Street shopping, dining, and the beach! Newly redecorated by a professional designer, the home has all of the creature comforts. Professional kitchen, outdoor kitchen area with...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    LUXURY RENTALS ~ Palma Real Beach House1 / 23
    (1)Excellent
    Old Naples
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Washer
    • Waterfront
    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 15, 2017
    We decided to book another trip before we even left from our first time. everything was beyond expectations. It was raining when we were given our keys and they still had a...
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    About this property
    This home has everything you could need or want to enjoy your fabulous stay in paradise. Heated pool and spa, outdoor kitchen, and dining area give you lots of reasons to stay longer. Spacious interior features 2 living areas on the main floor and another family room on the second floor so you have...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Port Royal
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Waterfront
    • Grill
    • Hot Tub
    • Internet Access
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spectacular home sits on an oversized western exposure lot in exclusive Port Royal and is within walking distance to the beach from fenced backyard. Grand entry looks directly through to pool area. Nicely appointed kitchen with custom cabinetry and granite counter tops. There is a built-in wet...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Old Naples
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Ocean Views
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a short walk on the beach or stroll to 3rd St to enjoy your morning coffee and do a bit of shopping. This is where you want to be in Naples. Spacious living areas upstairs and down with huge flat screens, courtyard pool with spa, outdoor kitchen, luxury furniture, and bed linens. Additional...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Moorings
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Wi-Fi
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    • Private Outdoor Pool (Heated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the luxurious Moorings area, the Sand Castle close to all of Naples best shopping and beaches. Enjoy the sunset, a picnic, or some sun bathing on one of Naples' most well maintained private beaches. The Sand Castle is a wonderful addition to our Luxury Rentals portfolio. This home has...
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    Naples, Southwest Gulf Coast 34103
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    LUXURY RENTALS ~ MANATEE COVE BEACH HOUSE1 / 23
    (3)Excellent
    Old Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Terrace
    • Parking
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 3, 2018
    The Manatee Cove Beach House is open and spacious. Huge pool area with spa overlooking the water. Boat was a super added bonus. We walked to beach and downtown shopping and...
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    About this property
    Located in the heart of Old Naples Third Street Shopping and dining area and just a stone’s throw to the beautiful white sand beaches and turquoise waters of the Gulf. This home features 4 spacious bedrooms and a living area that overlooks a wonderful heated pool area with spa and deep water canal...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Moorings
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Waterfront
    • Ocean Views
    • Internet Access
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly constructed 6 bedroom 4 bath home boasts a gorgeous pool and hot tub, gourmet kitchen additional study, formal living and 2 family rooms. One upstairs and one down. It is centrally located in Old Naples Moorings neighborhood and close to all of Naples Beaches! Additional amenities...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Moorings
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Grill
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bright, sunny pool area in the heart of Naples Located in the esteemed Moorings area, close to all of Naples best shopping and beaches. Enjoy a picnic at the beach, or a stroll down the sandy shores. Kitchen has been upgraded with granite counters and stainless steel appliances. Pool area is...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Unique Luxory Villa on the Golf Coust1 / 15
    (1)Excellent
    North Naples
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Parking
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Grill
    • Balcony
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 22, 2016
    An ideal home for a large family or multiple couples. Good for a corporate retreat as well. Gorgeous view from the balconies of the boats going by and the sunset.
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    About this property
    Without a doubt the number one luxury 6 bedroom home in the Naples / Venderbilt area, built with the finest materials and detail. Providing privacy, relaxation. The luxurious Villa Pine lays in one of the most wounderful areas around Naples/Florida, only 2000 feet away from the white beach near the...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very upscale gated community on Naples Bay with beach shuttle to private beach. Minutes to Old Naples Shopping and Dining. Stunning 6000 square foot 4 BR 6 bath home offers the best of both worlds. Located in a private, gated bay front community with Sweeping view of Golf course and lake or take...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Old Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Professionally decorated home in the heart of Olde Naples. Located on a quiet mahogany tree-lined street just a short walk to the beautiful beaches and refreshing waters of the Gulf of Mexico and to the dining, shopping, and nightlife of 5th Ave South. This comfortably furnished three-bedroom home...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Old Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Pearl Beach house and Cottage is located in the heart of Old Naples’ historic district. This fabulous home consists of a 3 bedroom main house and a 2 bedroom guest house, both with their own kitchens and living areas. A heated pool and lovely outdoor living spaces complete the picture of the...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Old Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    • Waterfront
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    • Ocean Views
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Famous for its magnificent sunsets, feel free to watch from the beach's edge, collect shells in the powdery sand, sail, or fish. Also close to the Naples Beach Resort, offering golf, tennis, dining, and weekend concerts. 5th Avenue in downtown Olde Naples is just blocks away as well. With its...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Luxury Beach House -  5/5, 2.5 blocks to beach1 / 26
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 25, 2016
    We loved staying at this beautiful home. It was comfortable and relaxing, and exactly right for our family. Nothing was overlooked! Wonderful cooks kitchen with all the...
    Reviewed July 4, 2014
    After some intense searching for a 5-bedroom vacation home near the beach on the Gulf Coast for our parent's 50th Anniversary, we finally narrowed our search down to Misia's...
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    About this property
    Let us help you to make some unforgettable memories in this gorgeous home. Beautiful home in the heart of Naples, a short walk to the beautiful beaches and refreshing waters of the Gulf of Mexico and Lowdermilk Beach Park, and to the dining, shopping, and nightlife of 5th Ave South, a lovely,...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Knickerbocker Estate1 / 26
    (9)Very good
    8 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    Pet friendly
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    About this property
    This home is proudly managed by Naples Florida Vacation Homes, LLC. At The Knickerbocker Estate, even the most well traveled among you will OOH and AAH over all THE LITTLE LUXURIES that await you. BRING ALL YOUR FRIENDS TOGETHER under one roof!  This oversized, relaxing, family friendly PRIVATE...
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    Location Information
    Naples, Southwest Gulf Coast 34117
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 20
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    Old Naples
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Enjoy this luxurious new 4 Bedroom and 4 Bathroom highend home with heated pool, spa and grill area surrounded by the water of Naples Bay. Every room has a tropical view. Kitchen with Top of the line appliances including a wine cooler. Covered terraces, two car garage and private elevator round off...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Naples - Royal Harbor / Waterfront Designer Villa1 / 56
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VACATION RENTAL! Fantastic intersecting canal views from this newly built Olde Naples - Royal Harbor contemporary designer gem.You will love this very light, cozy and spring-2013 newly built Miami style contemporary waterfront home on the famous Naples Bay.Fifth Avenue/Third Street fine dining and...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    North Naples
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    About this property
    Great Opportunity - Last minute addition to the market. Home was recently purchased by new owners who would like renters to enjoy the property during the best months of the year in Naples. Built in 2014, the home boasts 4 Bedroom & four bathroom home with a den. Situated on the 13th hole of Greg...
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    Location Information
    Naples, Southwest Gulf Coast 34109
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Luxurious Olde Naples Beach House1 / 30
    (12)Excellent
    Old Naples
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Waterfront
    • Private Outdoor Pool (Heated)
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    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 2, 2018
    We have rented many homes and condos through the years but this is by far the best one I've ever stayed in! It was so clean and well stocked with basic supplies. Lisa also had a...
    Reviewed April 12, 2017
    Our 3rd visit to this beautiful house reminded us why we keep coming back. The location is amazing with the beach across the road, as well as the gorgeous shops and restaurants...
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    About this property
    This casually elegant 3700 sq. ft. 4 bedroom home is located in the upscale neighborhood of Olde Naples. Located just steps away from one of Naples most pristine beaches and the Naples Pier. Charmingly designed, this home boasts 25 foot ceilings and lavish windows which provide for an open and...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    North Naples
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    A revitalizing retreat awaits you and your loved ones at this canalfront 6-bedroom, 4.5-bathroom vacation rental home in Naples! Featuring a wonderful outdoor space with a private pool, a spacious deck, and a prime location, right by the Vanderbilt Canal and just a short walk from the sandy beach...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    Moorings
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Moorings Beach Mansion features 5 large bedrooms, 5.5 bathrooms. 3 King size bedrooms have a full bathroom with his/her sinks. Downstairs master features a large bathtub and separate walk in shower. Queen sized guest room downstairs with private entrance and kitchenette, bring your nanny,...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Old Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renovated family vacation home located in the heart of historic Olde Naples. Open floor plan is conductive to multi-generation family gatherings; grill fresh fish on the veranda while others swim in the pool or lounge in the family room/dining area. This pool home, parts of which have been...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Old Naples' Royal Palm Cottage Walk to Beach and F1 / 29
    (1)Excellent
    Old Naples
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 2, 2016
    An outstanding experience - Jim was great to deal with; responsive, attentive and answers/recommendations in all areas!From initial enquiry to the booking, to payments, to the...
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    About this property
    'Royal Palm Cottage' in the Heart of Olde Naples - Perfect Location - Walk to everything. 5 bedroom 4 bath Classic Coastal Beach cottage featured in the 2011 book 'Dreamhouses': Beach Homes & Cottages in Naples. Located in the Historic District of Olde Naples just a short 2 block walk to Fifth...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Old Naples Luxury Cottage - Walk to 5th & Beach !1 / 32
    (11)Very good
    Old Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Patio
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 12, 2017
    Our first family vacation in many years was made even more lovely having booked this house! Spacious and inviting inside, a pool just perfect in size right outside. We cannot...
    Reviewed August 12, 2017
    Enjoyed staying here - everything was as described, particularly happy with the air con in every room, the warm pool, the kitchen with everything you need and the short walk to...
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    About this property
    'Chatterbox Cottage' in the Heart of Olde Naples - Ideal Location! Can walk to beach and restaurants Sophisticated unique luxurious four bedroom, two bath Cottage with heated swimming pool in the Historic District of Olde Naples on quiet street just a short 2 block walk to prestigious Fifth...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Oceanfront Naples Private Island,  Paradise Found.1 / 223
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Waterfront
    • Housekeeping Included
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    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our brand-new, elegant and luxurious one-level beach house on Keewaydin Island, called KeeIsland House, is nestled in greenery, with a clear view of the white sugar sand beach and sparkling blue water just twenty yards away from windows that are practically wall-to-wall, verandahs and balconies....
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Old Naples
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Grill
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    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kick off your shoes and leave your worries behind when you book your vacation to this elegant Naples home. Boasting a refreshing pool, bubbling hot tub, and a prime location, this family-friendly home is perfect for your next group getaway. Set in a quiet neighborhood close to the sun-soaked...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Naples - Vanderbilt Beach /  Luxury Manager Villa1 / 26
    (3)Excellent
    North Naples
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • DVD Player
    • Grill
    • Waterfront
    • Private Outdoor Pool (Heated)
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    • Wi-Fi
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 weeks ago
    It was an excellent home and experience. 4 couples enjoyed the beautiful home with 4 bedrooms and 4 full bathrooms. Short stay but would definitely return.
    Reviewed April 19, 2018
    We had a great week in Naples.The house was clean and well organised and ideal for a family of six.Definitely a house to to which we would like to return.
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    About this property
    Fantastic wide canal views from this newly redesigned and professionally decorated Vanderbilt Beach gem. You will love this very light, cozy and spring-2012 newly redone executive style waterfront home in walking distance to famous uptown Vanderbilt Beach. Mercato and Waterside Shops fine dining...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    Summer Sale $119 thru Sep. Luxury Naples 2/2 Cottage. 4 Diamond Resort and Spa.1 / 22
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 2, 2017
    My wife and i stayed here for two weeks on our honeymoon. The condo was perfect, the layout was beautiful, it was very clean and had everything you could need for any duration...
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    About this property
    Welcome to Naples finest gated 4 Diamond AAA rated downtown resort, rewarding guests with a measure of privacy and serenity at Naples Bay Resort. Surrounded by lush tropical gardens throughout the property is nestled off Naples prestigious Fifth Avenue South. Naples Bay Resort features an amenity...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Coquina Sands-1 story pool home-2 Blocks to Naples Beach Hotel/Gulf of Mexico-Fa1 / 23
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • DVD Player
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    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 28, 2017
    The house is located in a fantastic position to access the beach across Lowdermilk Park and provides everything needed for a great vacation.With two kids and knowing how much...
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    About this property
    Location, location, location….TWO BLOCKS TO THE BEACH!! This single family ranch style 3 bedroom (king, queen, twins, w/split BR floor plan), 2 bath pool home is situated on a large lot with ample parking and a location that cannot be beat in the sought after community of Coquina Sands! This...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Executive, Custom Estate Home in Naples, FL.1 / 24
    (2)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    • Terrace
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come vacation in this Tropical Paradise Retreat! Total privacy awaits you in this spacious, executive home. 'The Palms', is a 5,500 sq. Ft., 3,800 sq. ft. under air property. It's elegance begins with a professionally landscaped 3 acres. The home boasts a brick paver driveway and enormous lanai. It...
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    Location Information
    Naples, Southwest Gulf Coast 34120
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    North Naples, Pelican Bay
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    Located in prestigious Pelican Bay, this luxurious home boasts all new comfortable furnishings and the latest technology, 4 bedrooms +den, 3028 square feet, outdoor kitchen and an amazing pool and entertaining outdoor area. Take the members only tram to over 3 miles of white sandy beaches,...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    29700 Sq. ft. home Hot tub, TV on The lanai, Sound System Outside, Back of the house is mostly Glass you can see the pool from 4 rooms . There is a large dinning area also a smaller dinette set in the kitchen. It is in a gated community with a golf coarse you can transfer my golf Privileges. The...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Old Naples' beautiful mid-century, fully restored, state of art design1 / 18
    (1)Excellent
    Old Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 18, 2014
    We rented Capri Cottage for February 2012, and enjoyed it so much we rented it again in February 2013. In fact, we have rented various vacation houses in Naples for the last...
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    About this property
    'Capri Cottage' in the Heart of Olde Naples - Superb Location Luxurious four bedroom, two bath cottage in the very best location in the Historic District of Olde Naples. Walk a few blocks to Third Street's famous Restaurant and Art Gallery District or enjoy shopping and fine dining nearby on...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    North Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WALK TO THE BEACH! Enjoy southwest facing water views & spectacular sunsets from this sprawling ranch! Fabulous floorplan boasting formal entry into living room & adjacent dining room leading straight out to outdoor living, master suite or spacious island kitchen! Den & elegant master suite with...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Walk or Bike to the Beach, 4 bedroom Updated House1 / 29
    (3)Very good
    North Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 27, 2017
    The location was perfect for taking long, comfortable walks to the beach block or to the stores in the opposite direction. The layout was great for providing comfort and...
    Reviewed November 21, 2016
    We were fro a week back in the beautiful Naples, this house was a perfect location close to Delnor_Wiggins beach (biking distance) and Mercado + everything else.We truly felt...
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    About this property
    Wonderful large updated family home just a 1/4 mi Vanderbilt and Wiggins Beaches. Just minutes from the spectacular white sandy beaches of Naples, this beautiful and spacious furnished home boasts 4 bedrooms, 3 bathrooms, formal dining room and living room and a welcoming family open space with TV...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Grill
    • DVD Player
    • Central Heating
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful vacation home sits on 99th Avenue in Naples Park, making it walking/biking distance from Vanderbilt Beach, Whole Foods, Mercato, Pelican Bay public park, and other places. If driving, just minutes to many other prime attractions. Save on parking at the beach and enjoy the amazing...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Resort Lifestyle Home - Walk to 5th Avenue1 / 23
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Hot Tub
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 14, 2016
    Just absolutely wonderful!House, pool, location, everything is just perfectAlina is the best! Can't wait to go back!
    Reviewed September 21, 2015
    The house was luxurious, well appointed, in a very quiet, safe location, and within walking distance to downtown Naples. The house has a private pool, hot tub, and all the...
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    About this property
    This PRIVATE HOME in Royal Harbor is less than a mile from the 5th Avenue Downtown area and 1.5 to the Naples Beaches. You will be very comfortable in this beautiful luxury home. The high ceilings, 8 foot high doors, travertine floors and exceptional interior design are just a few of the...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    North Naples, Pelican Bay
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THIS UNIT WAS JUST COMPLETED AND IS TRULY SPECTACULAR! It is unrivaled by any other rental unit or hotel suite! Relax and Enjoy the breathtaking views of the sugar sand and gulf right outside your balcony from the master bedroom or living room! It is totally new after a complete renovation which...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxurious Mediterranean House 2 Master On suite Bedrooms1 / 17
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Outdoor Dining Area
    • Washer
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Complete Remodel for season 2017. The entire house including kitchen and baths updated to white, brought and beachy look! Brand new white, light furniture in all rooms. White shaker kitchen with white granite. This Stunning Custom House is located in a prestige golf course community located in...
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    Location Information
    Naples, Southwest Gulf Coast 34119
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Heavenly Home1 / 82
    (6)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Cable/satellite TV
    • Wi-Fi
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 2, 2017
    This Naples home provided our group with a comfortable and luxurious setting in which to enjoy our vacation. The 4 bedrooms allowed for some privacy while the den and separate...
    Reviewed January 18, 2017
    From start to finish our Christmas vacation was fabulous. Jaye was wonderful to work with and promptly answered all our questions and a phone call while we were there. The...
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    About this property
    This is our home away from home. We have made it a place to play and relax with all the modern conveniences you would expect to find at a first class vacation. This is a gated community with a 27 hole golf course and a club house that can be used by guest by paying a $250 fee for your stay. There...
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    Location Information
    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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