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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 1,101 Rentals in Naples
    Old Naples
    0.3 kilometres from Fifth Avenue South
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Old Naples
    0.8 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    White Sands in Old Naples1 / 27
    (13)Excellent
    Old Naples
    0.5 kilometres from Fifth Avenue South
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Old Naples
    0.6 kilometres from Fifth Avenue South
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    About this property
    Your Presidential Naples Experience Awaits! The White House is the pinnacle Naples Beach Home--six homes from the beach, close to downtown Naples shops and dining. This home is built for Florida indoor/outdoor living--enjoy a sunny afternoon lounging in the pool or a nice stroll to the Gulf. The...
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
    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
    Beautiful 2 BR/2 BA, Huge Heated Pool, 3 Miles to Downtown 5th Ave & The Beach1 / 45
    (3)Excellent
    4.2 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
    3 BR 3 BA Oasis, perfect location in Olde Naples1 / 29
    (11)Excellent
    Old Naples
    0.8 kilometres from Fifth Avenue South
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Reviewed 29 June 2021
    This home is truly a gem. Located on a fabulously quiet street just a short walk to the beach. Walking distance to lovely dining & nice shopping on 5th Ave. We rode bikes...
    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...
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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
    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
    Naughty in Naples! Seasonal Three Month Rate/Jan 1-March 31-$11,500. Inclusive.1 / 19
    (2)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
    Newly renovated, furnished, 2000sf First Floor Condo steps from Fifth Avenue1 / 14
    (1)Excellent
    0.5 kilometres from Fifth Avenue South
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Winter Rental in Montreux Village * Fiddlesr Creek.. Professionally decorated.1 / 19
    (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
    Newly Renovated Top Floor Condo! Gated community, close to Olde Naples. Pool!1 / 50
    (9)Excellent
    4.5 kilometres from Fifth Avenue South
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    8.0 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
    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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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Old Naples
    0.7 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Cleaning and disinfecting our properties are highest priority and we are following all CDC guidelines '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...
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    FANTASTIC 1st Floor Bright & Spacious Condo [NEW]1 / 50
    (7)Very good
    13.8 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
    Old Naples
    0.2 kilometres from Fifth Avenue South
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Waterfront
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    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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    Naples, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    6.9 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
    Convenient and well-appointed Vacation Home ! NEW JACUZZI !1 / 48
    (17)Excellent
    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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    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    16.9 kilometres from Fifth Avenue South
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    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
    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
    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
    Remodeled Condo Near 5th Avenue & Beach with amazing amenities1 / 43
    (8)Excellent
    1.4 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
    10.0 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
    Stunning 3 Bedroom plus Den Pool home in Naples Gated Briarwood Community1 / 35
    (22)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
    Condo for Seasonal Rent at Naples FL1 / 28
    (2)Excellent
    7.6 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
    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
    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
    King Studio with Pool and Canal Access1 / 14
    (13)Very good
    3.6 kilometres from Fifth Avenue South
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    This 3/2 home enjoys a Southwest facing lakefront view with pool and spa1 / 35
    (5)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
    Blocks to the Beach* Located in the Heart of Old Naples* Clean & Quiet*1 / 26
    (1)Excellent
    Old Naples
    0.5 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    Old Naples
    0.4 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    7.6 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Gulfshore Boulevard Prime Private Beach Location in the Moorings.1 / 27
    (2)Excellent
    Moorings
    3.5 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
    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
    10.9 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
    Two Bedroom by the Pool in Bayshore Arts District1 / 8
    (8)Excellent
    3.4 kilometres from Fifth Avenue South
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    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
    Condo 2 bed, 2 bath, (sleeps 6)1 / 25
    (7)Excellent
    4.9 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Park Shore Paradise- Naples Florida1 / 40
    (7)Excellent
    5.9 kilometres from Fifth Avenue South
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Lely Resort
    10.7 kilometres from Fifth Avenue South
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Beautiful one bedroom one bath unit in country like setting on horse ranch1 / 24
    (10)Very good
    14.2 kilometres from Fifth Avenue South
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    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 / 43
    (1)Excellent
    17.0 kilometres from Fifth Avenue South
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    12.2 kilometres from Fifth Avenue South
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 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
    Pelican Bay, North Naples
    8.3 kilometres from Fifth Avenue South
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 4
    FRESHLY REMODELED TOP FLOOR LUXURY CONDO in Coral Falls, part of Lely Resorts1 / 16
    (18)Excellent
    Lely Resort
    12.8 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    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 4
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