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Holiday Rentals near Fifth Avenue South

649 5th Ave S, Naples, Florida 34102-6601
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    Travellers to Naples are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 542 Rentals in Naples
    Old Naples
    1.0 kilometres from Fifth Avenue South
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    White Sands in Old Naples1 / 9
    (12)Excellent
    Old Naples
    0.5 kilometres from Fifth Avenue South
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Spectacular waterfront views down Naples Bay!1 / 19
    (7)Excellent
    Old Naples
    1.0 kilometres from Fifth Avenue South
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Old Naples
    0.3 kilometres from Fifth Avenue South
    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
    0.8 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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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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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.2 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    • Waterfront
    Suitability
    Pet friendly
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    About this property
    NOTE: The safety and security of our Guests and Team Members has always been our priority. We are taking additional precautionary measures to ensure our facilities are maintained to the highest standards and to do our part in reducing the spread of coronavirus. Travelling with your family or...
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    House in Olde Naples - 3611 / 39
    (1)Excellent
    Old Naples
    0.8 kilometres from Fifth Avenue South
    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
    8.5 kilometres from Fifth Avenue South
    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
    0.6 kilometres from Fifth Avenue South
    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
    Beautiful 2 BR/2 BA, Huge Heated Pool, 3 Miles to Downtown 5th Ave & The Beach1 / 41
    (3)Excellent
    4.2 kilometres from Fifth Avenue South
    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
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    3 BR 3 BA Oasis, perfect location in Olde Naples1 / 29
    (10)Excellent
    Old Naples
    0.8 kilometres from Fifth Avenue South
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Shared Garden
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    Suitability
    Pet friendly
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    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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    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Naughty in Naples! Seasonal Three Month Rate/Jan 1-March 31-$11,500. Inclusive.1 / 18
    (1)Excellent
    6.6 kilometres from Fifth Avenue South
    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
    17.1 kilometres from Fifth Avenue South
    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
    0.8 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
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    Pet friendly
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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
    Newly Renovated Top Floor Condo! Gated community, close to Olde Naples. Pool!1 / 49
    (7)Excellent
    4.5 kilometres from Fifth Avenue South
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    15.6 kilometres from Fifth Avenue South
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Close to 5th Avenue Condo1 / 24
    (1)Excellent
    Old Naples
    0.4 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
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    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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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    8.0 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.7 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.5 kilometres from Fifth Avenue South
    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
    8.0 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    5.1 kilometres from Fifth Avenue South
    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
    5.5 kilometres from Fifth Avenue South
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Old Naples
    0.7 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
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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
    10.3 kilometres from Fifth Avenue South
    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
    14.7 kilometres from Fifth Avenue South
    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
    Quite/rural 3 bedroom 2.5 bathroom home with pool & lanai, fenced with gates1 / 27
    (1)Excellent
    15.8 kilometres from Fifth Avenue South
    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
    6.7 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.7 kilometres from Fifth Avenue South
    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
    1.4 kilometres from Fifth Avenue South
    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
    (1)Excellent
    16.9 kilometres from Fifth Avenue South
    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
    0.5 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.7 kilometres from Fifth Avenue South
    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
    (12)Excellent
    5.7 kilometres from Fifth Avenue South
    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
    (2)Excellent
    5.7 kilometres from Fifth Avenue South
    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
    12.8 kilometres from Fifth Avenue South
    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
    10.4 kilometres from Fifth Avenue South
    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
    13.8 kilometres from Fifth Avenue South
    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
    7.0 kilometres from Fifth Avenue South
    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
    4.4 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Lely Resort
    12.8 kilometres from Fifth Avenue South
    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
    10.9 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Naples Condo. 2/2 with Golf Course view. Near Marco Island1 / 15
    (3)Average
    19.2 kilometres from Fifth Avenue South
    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
    4.9 kilometres from Fifth Avenue South
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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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
    3.6 kilometres from Fifth Avenue South
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    5.4 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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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
    17.0 kilometres from Fifth Avenue South
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
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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
    14.2 kilometres from Fifth Avenue South
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    17.5 kilometres from Fifth Avenue South
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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
    0.4 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
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    Suitability
    Pet friendly
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    Smoking allowed
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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