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Holiday Rentals near Naples Pier

Naples, Florida
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    Travellers to Naples are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 521 Rentals in Naples
    Old Naples
    1.7 kilometres from Naples Pier
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    Luxurious Olde Naples Beach House1 / 37
    (12)Excellent
    Old Naples
    0.2 kilometres from Naples Pier
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    White Sands in Old Naples1 / 18
    (12)Excellent
    Old Naples
    1.3 kilometres from Naples Pier
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Spectacular waterfront views down Naples Bay!1 / 19
    (7)Excellent
    Old Naples
    2.0 kilometres from Naples Pier
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 1 August 2019
    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
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Old Naples
    1.1 kilometres from Naples Pier
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    One bedroom condo perfect for couples, walking distance to 5th Avenue S. shopping, dining, and the beach! THE PROPERTY Just 6 blocks from the Gulf of Mexico this 1 bedroom, 1 bath weekly rental with dedicated parking space is ideal for couples, especially travelers who enjoy tennis, the arts, fine...
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Old Naples
    1.4 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    For our guests’ peace of mind, this property has incorporated enhanced cleaning and low-contact protocols. 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,...
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.5 kilometres from Naples Pier
    4 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    About this property
    This outstanding home in Aqualane Shores provides Guests with wonderful views of Naples Bay from almost every room! This outstanding home in Aqualane Shores provides Guests with wonderful views of Naples Bay from almost every room! With an open concept gourmet kitchen, beautiful custom wood ceiling...
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 7 Bathrooms, Sleeps 10
    House in Olde Naples - 3611 / 39
    (1)Excellent
    Old Naples
    1.8 kilometres from Naples Pier
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    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 - $11,000 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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    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Luxury Lakefront Villa in Gated Community1 / 20
    (7)Excellent
    9.3 kilometres from Naples Pier
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Naples Beach Condo1 / 11
    (1)Excellent
    Old Naples
    1.1 kilometres from Naples Pier
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    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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    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Beautiful 2 BR/2 BA, Huge Heated Pool, 3 Miles to Downtown 5th Ave & The Beach1 / 41
    (3)Excellent
    5.1 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Naughty in Naples! Seasonal Three Month Rate/Jan 1-March 31-$11,500. Inclusive.1 / 18
    (1)Excellent
    6.7 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    Winter Rental in Montreux Village * Fiddlesr Creek.. Professionally decorated.1 / 20
    (1)Excellent
    16.9 kilometres from Naples Pier
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Old Naples
    1.4 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    2BR, 2BA condo walk to everything! The airy master bedroom offers a roomy king bed and an adjoining master bath. The second bedroom has two twin beds. This unit offers a living room with queen-sized sofa sleeper, high-quality furnishings, an entertainment center with stereo, TV, DVD, and a wet...
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Old Naples
    1.5 kilometres from Naples Pier
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Amazing Old Naples location of elegant one bedroom condominium near the beach. This is a brand NEW Listing with POOL and JACUZZI!! This condominium apartment is privately owned and maintained to the highest standards. It is located in Olde Naples in the Downtown area a short walk from famed 5th...
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Newly Renovated Top Floor Condo! Gated community, close to Olde Naples. Pool!1 / 49
    (8)Excellent
    4.5 kilometres from Naples Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    15.4 kilometres from Naples Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    7.8 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.5 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2.4 kilometres from Naples Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Leave the chill of Fall/Winter behind by visiting Florida's  Beautiful Beaches!1 / 42
    (4)Excellent
    7.7 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Convenient and well-appointed Vacation Home ! NEW JACUZZI !1 / 48
    (6)Excellent
    6.4 kilometres from Naples Pier
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    5.3 kilometres from Naples Pier
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Old Naples
    1.7 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    ****Phase 3 on the reopening of Florida instituted which includes beach access, hair salons & barber shops, fitness centers, restaurants, bars and retail shops operating at normal capacity. Cleaning and disinfecting our properties are highest priority and we are following all CDC guidelines...
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    11.2 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    14.5 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Quite/rural 3 bedroom 2.5 bathroom home with pool & lanai, fenced with gates1 / 27
    (1)Excellent
    17.0 kilometres from Naples Pier
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
    7.7 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.5 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Remodeled Condo Near 5th Avenue & Beach with amazing amenities1 / 37
    (6)Excellent
    2.3 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    9487 Campanile Circle - Stunning 3 Bed Plus Den Home/ Award Winning Amenities1 / 21
    (2)Excellent
    16.7 kilometres from Naples Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Old Naples
    1.9 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.5 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Stunning 3 Bedroom plus Den Pool home in Naples Gated Briarwood Community1 / 35
    (14)Excellent
    7.0 kilometres from Naples Pier
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    This 3/2 home enjoys a Southwest facing lakefront view with pool and spa1 / 35
    (3)Excellent
    6.9 kilometres from Naples Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Lely Resort
    12.9 kilometres from Naples Pier
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    10.1 kilometres from Naples Pier
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    14.7 kilometres from Naples Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    South Naples 2/2 1200' Condo in Bundled Golf / Tennis with Golf Course Views1 / 17
    (5)Excellent
    4.9 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Lely Resort
    12.9 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    11.8 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Patio
    • Washer
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    • DVD Player
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    5.8 kilometres from Naples Pier
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Patio
    • Internet Access
    • Washer
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    King Studio with Pool and Canal Access1 / 14
    (8)Very good
    3.9 kilometres from Naples Pier
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Washer
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    6.6 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Villa w/Heated, Saltwater Pool in Fiddlers Creek1 / 35
    (1)Excellent
    16.8 kilometres from Naples Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Washer
    • Parking
    • Air Conditioning
    • Balcony
    • Internet Access
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Beautiful one bedroom one bath unit in country like setting on horse ranch1 / 24
    (7)Very good
    15.0 kilometres from Naples Pier
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Patio
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    17.4 kilometres from Naples Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Old Naples
    0.9 kilometres from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Parking
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Park Shore Paradise- Naples Florida1 / 37
    (3)Excellent
    7.0 kilometres from Naples Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Old Naples
    1.2 kilometres from Naples Pier
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seasonal Vacation Rental in Naples, FL - $4,800 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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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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