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Old Naples Holiday Rentals in Naples

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    Travellers to Naples are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    72 Matching Rentals in NaplesView all 615 rentals
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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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    Old Naples
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Old Naples
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    White Sands in Old Naples1 / 9
    (11)Excellent
    Old Naples
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Grill
    • Balcony
    • Washer
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 October 2018
    We stayed here for a 1 week timeshare exchange through rci. 1 bedroom unit had ac & tv in the bedroom & separate ac & tv in living room area. Both had ceiling fans...
    Reviewed 31 August 2018
    Well appointed 1bedroom apartment, everything you need for a comfortable stay set in a super friendly 14 unit resort. Apartment is spotlessly clean, comfortable bed, lovely...
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    About this property
    Walking distance to the beach and 5th Avenue in Olde Naples, Florida. According to 'Kiplinger' magazine, 'The best small city for cultural events'. Located in residential area of multi-million dollar homes. Only 14 units, super quiet. Plenty of parking, but you don't even need a car, walk to...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    LUXURY RENTALS ~ THE PIER HOUSE ~ BEACH VIEWS1 / 29
    (2)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
    Reviewed 26 June 2019
    Great house to rent. Perfect for going to the beach or staying home and enjoying the pool. This house was perfect for my family of 8. It is located right by the beach and the...
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    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 | 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 4 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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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Spectacular waterfront views down Naples Bay!1 / 19
    (7)Excellent
    Old Naples
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 2 weeks ago
    What a find! This posh one bedroom condo is perfection; great location, great amenities, updated decor, and a sweeping view of Naples Bay. We loved having our morning coffee on...
    Reviewed 20 May 2017
    Lovely condo, fabulous views of Gordon river & yacht club, perfectly situated for Tin city & 5th avenue. Just a short drive to docks, 3rd st and the beach, bikes available...
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    About this property
    You'll be constantly thrilled by the ever changing beautiful vistas of kayaks, paddle boarders, jet skis, sightseeing, fishing, and pleasure boats - small sailboats to mega yachts. All within your direct view. Watching the kids sailing classes will delight you, as well as the spectacular water and...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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 16 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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    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)
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 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 13 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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    Old Naples
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Wi-Fi
    • Housekeeping Included
    • Washer
    • Air Conditioning
    • Balcony
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to our bright and elegant suite within walking distance of bustling 5th Ave! You will love our excellent location in Olde Naples, nestled into a lush setting. There is something for everyone to enjoy - read on for our recommendations. Other features you'll love: • Master bedroom with a King...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    Old Naples
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Terrace
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Three blocks from all the action of 5th Avenue South, Naples.  Luxury shopping & dining district, our 525 square foot Le Monaco in Olde Naples sits upstairs in a lovely, European-style, six-unit complex aptly named Maison du Soleil.  Le Monaco is very short walk or bike from the sugar white sands...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    Old Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Wi-Fi
    • Washer
    • Balcony
    • Housekeeping Included
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to our bright and elegant suite within walking distance of bustling 5th Ave! You will love our excellent location in Olde Naples, nestled into a lush setting. There is something for everyone to enjoy - read on for our recommendations. Other features you'll love: • Master bedroom with a King...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Old Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Patio
    • Internet Access
    • Children's Pool
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover a gentle pace in a tropical paradise. Charter Club Resort of Naples Bay is located in southwest Florida along the Paradise Coast on Naples Bay. Relax and enjoy white sandy beaches, parks and nature preserves. The Paradise Coast is known for its lush landscape and diverse ecosystems. The...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Old Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunny Slice of Paradise *Please note that this home only allows minimum stays of 30 nights or longer. This is enforced by the HOA and we cannot make any exceptions. Head to Naples for your next Florida getaway and revel in high-end amenities, including a shared resort-style pool, a hot tub, and...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Old Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Parking
    • Washer
    • Air Conditioning
    • Balcony
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to our bright and elegant suite within walking distance of bustling 5th Ave! You will love our excellent location in Olde Naples, nestled into a lush setting. There is something for everyone to enjoy - read on for our recommendations. Other features you'll love: • Master bedroom with a King...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Old Naples
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Terrace
    • Parking
    • Housekeeping Included
    • Hot Tub
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to our bright and elegant studio within walking distance of bustling 5th Ave! You will love our excellent location in Olde Naples, nestled into a lush setting. There is something for everyone to enjoy - read on for our recommendations. Other features you'll love: • King bed in the living...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Old Naples
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Hot Tub
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Riverpoint Escape to sunny Naples with a stay at this charming second-story condo right on the Gordon River. Nestled between the marina and the Naples Sailing & Yacht Club, this sunny condo has a partial view of the river from its balcony, and boasts a shared pool and hot tub for your...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Old Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Barefoot Bungalow Enjoy this beautiful and vibrant home for your next getaway to the Sunshine State. This rental has plenty of seating for dining or playing games as well as a cozy living room. Guests will also have full access to the shared, outdoor pool where you'll find plenty of chairs to lay...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Old Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly renovated luxury condo is located in historic downtown 'Old Naples' 1.5 blocks from the beach and just down the street from Naples best coffee shops, restaurants, shopping and galleries on both 5th avenue and 3rd Street. An extensive remodel of this property was completed to give you...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Naples Waterfront Apartment to let1 / 4
    (1)Very good
    Old Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 February 2016
    We rented the place sight unseen and were very pleased with the location. It was in a great location, convenient to restaurants and shopping. The staff was helpful and...
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    About this property
    Charter Club is a great location with friendly staff and good facilities in the wonderful city of Naples. The apartment is located in Olde Naples next to a small and quiet park and Naples Bay as well as ten blocks from the Gulf. The apartment on the first floor has great views. Our favourite...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Old Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Balcony
    • DVD Player
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful 2 bedroom plus den 2 bathroom condominium on Falling Waters, Amelia Lake ,Davis Boulevard, Naples - a stunning, world class gated resort complex themed around tropical gardens and waterfalls with one of the largest and most photogenic swimming pools in SW Florida. Many golf courses,...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Old Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Villa is a luxury home, with full air conditioning set in the small-gated community situated within Lely Resort Golf and Country Club, It is 10-15 mins drive to the beautiful beaches, Fifth Avenue shops, Naples Pier, Marco Island, World Class Golf Courses, and numerous fine dining...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    STUNNING 2 BD APT ON ICON BRICKELL, DOWNTOWN MIAMI1 / 65
    (1)Excellent
    Old Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Sauna
    • Hot Tub
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2015
    Great apartment.The view is breathtaking and the location is very convenient. I would definitely recommend it.
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    About this property
    Brickell Apartment Rental Photos and Description 2 bedrooms, 2 full bathrooms, Sleeps 4 Residence in Icon Brickell that offers luxury full service vacation rental condo. Upgrade yourself to more space and amenities than a typical hotel suite often for less than a standard hotel room. Extra Large...
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    Location Information
    Naples, Southwest Gulf Coast 33131
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    House in Olde Naples - 3611 / 39
    (1)Excellent
    Old Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Internet Access
    • Grill
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2016
    I stayed in Casa Piñata in late May and very much enjoyed the wonderful home in downtown Naples. It's just a block to the beach and is close to 5th Avenue and 3rd. The house is...
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    About this property
    Seasonal Vacation Rental in Naples - $8,500 Monthly This 3 bedroom/3 bath home is nestled in Olde Naples, on a quiet street, lined with beautiful trees and just 3.5 blocks to Naples' pristine, white sandy beaches, and magnificent sunsets. The living room is decorated in cream couch/loveseat with...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 BR 3 BA Oasis, perfect location in Olde Naples1 / 116
    (10)Excellent
    Old Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Shared Garden
    • Air Conditioning
    • Outdoor Dining Area
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 February 2019
    We stayed for a month in Casa Pina Dec 2018 - and what a treat! The pictures do not do justice: there is a new master bathroom, newly renovated garden in front of the house and...
    Reviewed 19 October 2016
    This lovely private home is ideally located close to the beach (a 5-10 minute walk) and also close to restaurants and shopping in downtown Olde Naples. The interior of the house...
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    About this property
    Location, location, location!!! This professionally managed 3 bedroom, 3 bath property in a spacious, lush and private garden is nestled in the heart of Olde Naples. The property is on a quiet street, lined with beautiful trees and just 3.5 blocks to Naples' pristine, white, sandy beaches as well...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Close to 5th Avenue Condo1 / 24
    (1)Excellent
    Old Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
    • Children's Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful condo is part of the Naples Bay Resort Hotel. Enjoy all the amenities and luxuries hotel lifestyle - 4 pools, state of the art gym, spa, yoga studio, tennis, children's playground and more. Hotel provides free shuttle to and from the beach located just 10 minutes away. Come enjoy...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Old Naples
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Parking
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly decorated and updated condo, with new furniture and all new kitchen and bath equipment, new king size mattress and queen size Sofa sleeper if need for a guest, Xfinity TV, high-speed Wi-Fi Internet, Tommy Bahamas beach chairs and umbrella. Located just few steps to famous 5th avenue and the...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Naples Beach Condo1 / 12
    (1)Excellent
    Old Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming and newly renovated Key West-style beach condo, just a Stone's throw off the beach. Light and airy condo on 2nd floor with contemporary furniture, high ceilings, large open plan living/dining area with lanai looking out over the shared pool area. The condo is one of six in a very well-kept...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Old Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    'RENOVATED & PROFESSIONALLY DECORATED' Marina Manor - Olde Naples 2nd Floor Condo- Walk to Tin City, 5th Ave. & less than a mile to Beach! Located near the Bay, next door to Tin City with an array of restaurants/bars/shops right outside your front door. Walk to famous 5th Ave. to stroll through...
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    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Seasonal Vacation Rental in Naples, FL - $4,500 Monthly - 30 day minimum Location… Location.. Location, Old Naples best Vacation Destination. This newly renovated condominium is a cozy retreat in the very heart of Old Naples. Just ½ block from Fifth Avenue South where you will find fine...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • Private Outdoor Pool (Heated)
    • Ocean Views
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    Naples Historic Home - Remodeled 1 Bedroom Guest House, Ideal Location, Pool, Gardens AVAILABILITY: Our guests return frequently which gives us the assurance that we have created accommodations of the highest standards. For the 2017 season our current guests have booked January, February and...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Luxurious Downtown Old Naples1 / 26
    (4)Excellent
    Old Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Reviewed 9 January 2018
    We had an amazing time in Naples and this property exceeded our expectations as far as location, amenities and overall experience! From ease of booking and follow-up...
    Reviewed 2 January 2018
    Amazing condo a short walk away from Naples 5th ave shops and restaurants. The condo itself is very clean, modern and comfortable! The condo also has a community pool which is a...
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    About this property
    Location location location! Just finished renovating our unit. GREAT location minutes from it all. Come stay with us. Perfect location, just a 1 minute stroll to restaurants, shops and Marina at Tin City and a 5 minute stroll to 5th Ave in Old Naples. Naples beach off 5th Ave is just a 5 minute...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Beautiful, newly renovated 2 bedroom condo with brand new queen sized beds. Enjoy the lanai/bar area for drinks and appetizers before your night on the town or home-cooked meal in the well-stocked kitchen! This second floor condo is just a short walk to beach or Fifth Avenue South shopping &...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Old Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
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    Kid friendly
    Smoking allowed
    About this property
    Enjoy beautiful downtown Naples, 2 blocks to beach, 2 blocks to 5th Avenue South! Beautifully furnished and modern! Kitchen well stocked, reverse osmosis drinking water, breakfast bar seats four, table seats four. New appliances including dishwasher, microwave, and Keurig coffee maker. Flat screen...
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    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Old Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, newly renovated 2 BR/2BA condo (1250 sq feet) located in Old Naples, Florida close to 5th Ave, the beach, shops and restaurants. Very light and open floor plan facing the Naples Golf /Tennis and Beach Resort. Lanai/screened porch off both the living room and master bedroom. Offers heated...
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    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 2
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    Old Naples
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    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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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Old Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Ocean Views
    • Housekeeping Included
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Inquire about our Special Promotion: Stay 4 Nights, Get 5th Night Free! Our 75' Sunseeker, Perserverance is docked at Naples most exclusive Marina, Naples Boat Club, in the heart of Olde Naples. When you step aboard our exquisite furnishings, will take your breath away. You’ll be greeted by our...
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    Naples, Southwest Gulf Coast 123
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Seasonal Vacation Rental in Naples, FL - $27,500 Monthly Absolutely fabulous Key West plantation style two story residence located right in the heart of Olde Naples! Wonderful lake views from almost every room. The open, screened and covered pool deck & lanai areas along with many interior...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a cheerful, spotless, fully furnished condo in Naples. It's VERY clean, comfortable, well cared for & in a tranquil, safe, established, neighborhood. Great restaurants & shopping in less than a mile! +SO CENTRALLY LOCATED. 10 minutes from beaches & equal distance for US 45 & I 75. •...
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    Location Information
    Naples, Southwest Gulf Coast 34105
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
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    • Grill
    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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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Location, location, LOCATION! Unit 4B is a second floor unit with gorgeous views, private lanai, and all the amenities of home in your vacation destination! The tiki bar, heated pool, baby pool, and hot tub are favorites as all offer fantastic bayside views as you watch the dolphins play. Walk to...
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    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Old Naples
    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    *BEACHFRONT Seasonal Vacation Rental in Naples, FL - $60,000 Monthly Magnificent Beachfront home located in Olde Naples. This Four Bedroom, Four Bath home with a one Bedroom/one Bath/Living Room/Kitchen 'Guest House', has been newly constructed in 2001. Each bedroom gives one the feeling of a...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 11
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    Old Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Seasonal Vacation Rental in Naples, FL - $18,000 Monthly Enjoy this wonderful, upscale residence! ' Sandy Lane' Villa is located within the 'Heart of Naples', just a few blocks to Third Street shops, restaurants, and galleries, and the white, sandy beaches, offering Fabulous Sunset Views over the...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Old Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Seasonal Vacation Rental in Naples, FL - $11,000 Monthly Completely renovated 3 bedroom, 3 bath, pool home, with wonderful Spanish tile throughout, all new furniture, and new carpet in the bedrooms. This home is just 3 blocks to the lovely, white sand beach and the Gulf of Mexico. This charming...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Old Naples
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    *Seasonal Vacation Rental in Naples, FL - $20,000 Monthly - 30 day Minimum. Classic Old Florida charm abounds in this beautiful home surrounded by a white picket fence with a brick paver walkway! Perfectly situated in Olde Naples within walking distance to 3rd Street South shops & restaurants, the...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Seasonal Vacation Rental in Naples, FL - $15,000 Monthly Newly Offered Seasonal/Off-Seasonal property within the heart of Olde Naples! This updated 2 bedroom/Den with sleeper/3 bath residence is just three blocks to the white sand beaches of the Gulf of Mexico, less than two blocks to the vibrant...
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    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Old Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Seasonal Vacation Rental in Naples, FL - $6,000 Monthly - 90 day minimum Expansive updated first floor end unit residence located in an intimate complex of just eight condominiums right in the heart of Olde Naples! Light Florida style decor with hints of color throughout. Immaculate condition and...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Old Naples
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    *Seasonal Vacation Rental in Naples, FL.- $35,000 Monthly The ' Christmas Cottage ' This Historical House was built in 1914. Beautifully renovated, this 2-story residence offers a main house and a guest house, with a spacious Lanai/Pool/Spa/Half Bath and Outdoor Kitchen between them. The Main...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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