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Naples Luxury Holiday Rentals

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    Travellers to Naples are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    81 Matching Rentals in NaplesView all 541 rentals
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    Old Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 6 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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    4 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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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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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    BRING YOUR BOAT OR RENT ONE | WALK TO 3RD ST SHOPPING AND DINING AQUA is a brand new waterfront home on Crane Channel in Old Naples Aqualane Shores neighborhood. Experience Naples living at its finest with this 4 Bedroom, 4.5 bath home offers wood /Travertine floors over-sized heated pool/spa and...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Old Naples
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
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    About this property
    Never miss a sunset from this beautifully appointed beach house, just steps from Naples Famous fishing pier and beautiful white sand beaches. Newly constructed home with all the bells and whistles. Enjoy sunsets from the rooftop deck or stroll down to the beautiful beach and watch the dolphins...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 5 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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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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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
    • Wi-Fi
    • Cable/satellite TV
    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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    Moorings
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Hot Tub
    • Air Conditioning
    • Patio
    • Balcony
    • Terrace
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    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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    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 3 January 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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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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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 15 March 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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    LUXURY RENTALS | NAPLES MERMAID COTTAGE1 / 51
    (8)Excellent
    Moorings
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Waterfront
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 January 2018
    This home has it all! Beautifully decorated and close to everything. Rented a Golf cart to scoot around town. Naples is awesome.
    Reviewed 18 October 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 10
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    Moorings
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • 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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    Location Information
    Naples, Southwest Gulf Coast 34103
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Secure Parking
    • 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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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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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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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    LUXURY RENTALS ~ Pearl Beach House and Cottage1 / 37
    (1)Excellent
    Old Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Air Conditioning
    • Patio
    • Grill
    • Ocean Views
    • Cable/satellite TV
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2019
    We just completed a one-week stay at the Pearl Cottage in Old Naples. The delightfully decorated cottage was very comfortable for our family. The outdoor living area has plenty...
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    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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    Le Pelican Beach House ~ Private Beach ~1 / 51
    (1)Excellent
    Moorings
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Grill
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of the city of Naples Located in the luxurious Moorings area, the Pelican comes with access to the Moorings private beach. Enjoy the sunset, a picnic, or some sun bathing on one of Naples' most well maintained private beaches. Le Pelican is a spacious five bedroom villa with...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Old Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Washer
    • Waterfront
    • Hot Tub
    • Internet Access
    • Patio
    • Ocean Views
    • Air Conditioning
    Suitability
    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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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Knickerbocker of Naples, Luxury Estate Home1 / 26
    (9)Very good
    8 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Knickerbocker Estate, Luxury Estate Home with Huge Pool & Hot Tub - Sleeps up to 20 - 8+ Bedrooms - 5 Acres of Privacy! 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 over sized, relaxing,...
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    Location Information
    Naples, Southwest Gulf Coast 34117
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 20
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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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    Naples . Waterfront Mansion Luxury House.Hot Tub Pools.1 / 51
    (2)Excellent
    North Naples
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 May 2019
    This is the best place to rent in Naples! It is way better than the pictures! Michael, the house host is amazing! The owners are also amazing!Everything was amazing! I mean...
    Reviewed 22 November 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 14
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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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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Old Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    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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    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
    • Washer
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    • Grill
    • Internet Access
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 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 4 July 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. The SandCastle Beach House, in the heart of Old Naples in Coquina Sands, less than three blocks to the beautiful beaches and refreshing waters of the Gulf of Mexico and Lowdermilk Beach Park and just steps to Olde Naples,...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Old Naples
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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 / 55
    (4)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Patio
    • Wi-Fi
    • Hot Tub
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 June 2018
    We just returned from our stay at this beautiful Naples home! It was a wonderful vacation! The perfect place for a relaxing get away! We spent hours and hours in the amazing...
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    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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    Luxurious Olde Naples Beach House1 / 33
    (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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    • Air Conditioning
    • Washer
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 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 12 April 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
    Newly remodeled! 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...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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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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    4 Bedrooms, 3 Bathrooms, Sleeps 21 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunny South Florida awaits you at this 4-bedroom, 2-bath vacation rental home in Naples! Up to 21 guests will settle right in to this home-away-from-home. With over 2,800 square feet of well-appointed living space, the home features a comfortable and tasteful interior with plenty of space to unwind...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 21
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    North Naples
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Secure Parking
    • Private Garden
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    Pet friendly
    Kid friendly
    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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    Old Naples' Royal Palm Cottage Walk to Beach and F1 / 30
    (1)Excellent
    Old Naples
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    • Parking
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 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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    Moorings
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    • Private Outdoor Pool (Heated)
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    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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    Naples - Vanderbilt Beach /  Luxury Manager Villa1 / 26
    (5)Very good
    North Naples
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Grill
    • Waterfront
    • Private Outdoor Pool (Heated)
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    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2018
    Location is great! Near swimming beach and state park. Restaurants and shops are not far. House was clean and nicely decorated, it had 3 bicycles which we enjoyed using to see...
    Reviewed 22 April 2018
    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.
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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 newly redone executive style waterfront home in walking distance to famous uptown Vanderbilt Beach. Mercato and Waterside Shops fine dining & shopping as...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    North Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Private Garden
    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great location! Close by beaches. Shopping, & dining. Gated and secure community, located in the desirable Villages of Monteray! Very family friendly, resort setting. Private driveway. In ground pool, ranch style home. Secure gated entry. Community gym, tennis courts, children's playground, and...
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    Location Information
    Naples, Southwest Gulf Coast 34109
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
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    • Grill
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful brand new 3 bedroom, den, 3 bath house in Esplanade Golf and Country Club of Naples. New furnishings. Open floor plan with gourmet kitchen, living room, dining room. Own pool and spa, outdoor dining and seating and outdoor kitchen included. Golf membership included for $250 transfer...
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    Location Information
    Naples, Southwest Gulf Coast 34119
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 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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    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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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    The Kingfish Beach House is a beautiful, newly remodeled waterfront homes with expansive water views overlooking intersecting canals. Enjoy a meal poolside or rent a boat and scoot off for a picnic on the beach. 3 bedrooms and 2 full baths, and a convertible futon that could accommodate another...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 3 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)
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    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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    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
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 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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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peaceful Palms Bask under blue skies and rustling palm fronds at this tranquil, private Florida home. With four bedrooms, two living rooms, and a private pool, you and your family will have all the space you need to kick back, relax, and recharge your batteries. Situated in the gated Lely...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Old Naples Luxury Cottage - Walk to 5th & Beach !1 / 35
    (11)Very good
    Old Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Patio
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Grill
    • Washer
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 November 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 12 August 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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    '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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Wi-Fi
    • Children's Pool
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    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Be the first guests to stay in this completely remodeled, 3 bedroom condo. From the new hardwood floor, Lacquer white and gray kitchen cabinets, white quartz countertops , new appliances, and a complete new bathroom. The condo has been professional decorated to make you want to stay - The...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Naples - Crown Pointe 21 / 37
    (5)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Terrace
    • Air Conditioning
    • Parking
    • Balcony
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2018
    On arrival, the villa was very clean and tidy at great start, the pool and sunbathing deck area was fabulous everything you think you might need was provided ready for your use...
    Reviewed 6 September 2016
    This villa is of a great quality and as soon as you enter you feel at home. We all enjoyed the pool and the view over the lake was very relaxing and teaming with wildlife. The...
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    About this property
    Huge lake-view pool home in beautiful Crown Pointe.You will love this spacious light family home in close distance to famous Firth Avenue and Third Street.Mercato and Waterside Shops fine dining & shopping as well as the beaches are just a short drive away from this quiet neighborhood. Tennis...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Casa Napoletana 4 bedrooms, 3bath,  private pool, spa & lake view, 8 people max1 / 22
    (4)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Grill
    • Patio
    • Private Outdoor Pool (Heated)
    • Washer
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 December 2014
    This vacation rental was awesome. The swimming pool was warm during the winter. Large house perfect for a family of four. The king size bed in the master was very comfortable...
    Reviewed 8 September 2014
    We stayed with our friends in this lovely house from 9 -19th July. Villa is first class with everything you could wish for a relaxing break. The pool was nice and clean, villa...
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    About this property
    SEASON 2019 - CASA NAPOLETANA Lovely detached villa 4/3 with pool, hot tub & lake view in a secure community of Artesia, Naples. The house with its 4 bedrooms and 3 bathrooms easily accommodates 7 people. Three is a crib for small children till 3 years young. ATTENTION: THE GOOGLE MAPS DOESN'T...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    NEW-Luxury home in 5-star Lely Resort Golf Resort1 / 54
    (1)Excellent
    Lely Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    • Sauna
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2018
    We are just back from a fantastic trip to Naples. The property was as expected (superb), located just a short drive from downtown. Great resort facilities for all of the...
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    About this property
    Newly remodelled pool villa on a lake in a golf resort (there world class golf courses) and privileges to the Players Club and Spa. We invite you to relax in this 3 bedroom executive pool home with the very best view in the masters reserve, overlooking a private lake, from a private screened in...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Cable/satellite TV
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    • Secure Parking
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    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful home in Naples Park. Updated with impressive detail, including a Tuscan Master Bedroom and dressing area that connects to a walk-in closet and master bathroom. Second Bedroom has built-in, maple glazed cabinetry and full Murphy bed that folds up and turns the room into a relaxing...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Augusta Falls could not be better located in Naples as it is short walk of a large shopping centre, less than a mile from an interstate junction, very much in the centre of Naples, yet on one of Naples most well known sought after secure gated golf communities. Thus peace and quiet are combined...
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    Location Information
    Naples, Southwest Gulf Coast 34119
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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
    • Patio
    • DVD Player
    • Grill
    • Hot Tub
    • Internet Access
    • 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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    Naples - Naples Park / Uptown Designer Pool Home1 / 18
    (4)Very good
    North Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Grill
    • Secure Parking
    • Wi-Fi
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 May 2017
    I was very impressed with the whole process of this rental. I found it very easy and the rental company answered any question with a quick response. This was the first time my...
    Reviewed 22 March 2015
    Visited this home with our family for Spring Break 2015. Wonderful home, clean, exactly as shown in photos. We really enjoyed the pool and Vanderbilt beach was a short bike...
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    About this property
    Fantastic newly built and professionally decorated designer gem in Vanderbilt Beach/Naples Park.You will love this very light, sleek and 2015 newly constructed executive style pool home in biking distance to famous uptown Vanderbilt Beach.Mercato and Waterside Shops fine dining & shopping as well...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 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 18 January 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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