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Vacation Rentals near Waterside Shops

5415 Tamiami Trl N, Naples, Florida 34108-2853
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    Travelers to Naples are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    All 2,875 Rentals in Naples
    Huge Heated Pool, 10 min to the Beach & Downtown 5th Ave1 / 30
    (3)Excellent
    5.9 miles from Waterside Shops
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    7.5 miles from Waterside Shops
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Luxury lakefront villa in gated community1 / 22
    (7)Excellent
    7.6 miles from Waterside Shops
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Naughty in Naples-55+ Condo Near Shopping/Beach/Happy Hour! Come See Paradise!1 / 20
    (2)Excellent
    8.1 miles from Waterside Shops
    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
    5.1 miles from Waterside Shops
    3 Bedrooms, 4 Bathrooms, Sleeps 1 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 1
    Winter Rental in Montreux Village * Fiddlesr Creek.. Professionally decorated.1 / 19
    (1)Excellent
    14.7 miles from Waterside Shops
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    5.3 miles from Waterside Shops
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Newly Renovated Top Floor Condo! Walk to PickleBall 2024 Open! Gated/ Pool/ Gym1 / 30
    (9)Excellent
    7.3 miles from Waterside Shops
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    9.4 miles from Waterside Shops
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    9.4 miles from Waterside Shops
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
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    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    FANTASTIC  ����� 1sᴛ FLᴏᴏR BRyoHᴛ & Sᴘᴀᴄyᴏᴜs CᴏNᴅᴏ1 / 30
    (7)Very good
    12.4 miles from Waterside Shops
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    6.3 miles from Waterside Shops
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    5.8 miles from Waterside Shops
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    8.1 miles from Waterside Shops
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    9487 Campanile Circle - Stunning 3 Bed Plus Den Home/award Winning Amenities1 / 21
    (2)Excellent
    14.6 miles from Waterside Shops
    3 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    Naples, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 3
    8.4 miles from Waterside Shops
    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
    Fabulous Pool Views from your Oversized Lanai1 / 30
    (4)Excellent
    5.3 miles from Waterside Shops
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4.7 miles from Waterside Shops
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Stunning 3 Bedroom plus Den Pool home in Naples Gated Briarwood Community1 / 30
    (6)Excellent
    4.8 miles from Waterside Shops
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    7.2 miles from Waterside Shops
    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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    10.2 miles from Waterside Shops
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Lely Resort
    11.8 miles from Waterside Shops
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    King Studio with Pool and Canal Access1 / 14
    (7)Very good
    6.6 miles from Waterside Shops
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Naples, Southwest Gulf Coast
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    This 3/2 home enjoys a Southwest facing lakefront view with pool and spa1 / 30
    (4)Excellent
    5.0 miles from Waterside Shops
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Old Naples
    5.4 miles from Waterside Shops
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    7.2 miles from Waterside Shops
    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
    Gulfshore Boulevard Prime Private Beach Location in the Moorings.1 / 25
    (2)Excellent
    Moorings
    2.9 miles from Waterside Shops
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.1 miles from Waterside Shops
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    8.5 miles from Waterside Shops
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Two Bedroom by the Pool in Bayshore Arts District1 / 8
    (8)Excellent
    6.4 miles from Waterside Shops
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    11.7 miles from Waterside Shops
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    5.3 miles from Waterside Shops
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Park Shore Paradise- Naples Florida1 / 30
    (7)Excellent
    1.2 miles from Waterside Shops
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Lely Resort
    10.3 miles from Waterside Shops
    3 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    Naples, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 3
    Beautiful one bedroom one bath unit in country like setting on horse ranch1 / 24
    (7)Very good
    10.3 miles from Waterside Shops
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    5.4 miles from Waterside Shops
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Naples, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    9.3 miles from Waterside Shops
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    10.9 miles from Waterside Shops
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    South Naples 2/2 1200' Condo in Bundled Golf / Tennis with Golf Course Views1 / 17
    (4)Excellent
    6.5 miles from Waterside Shops
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    Pelican Bay, North Naples
    0.4 miles from Waterside Shops
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 4
    LUXURY CONDO in Coral Falls, part of Lely Resorts1 / 16
    (3)Very good
    Lely Resort
    11.8 miles from Waterside Shops
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    8.7 miles from Waterside Shops
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Beautiful 1st. floor unit totally renovated with lake view!1 / 27
    (6)Excellent
    8.3 miles from Waterside Shops
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    2.1 miles from Waterside Shops
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    11.8 miles from Waterside Shops
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Naples, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    1.7 miles from Waterside Shops
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Private 2/2 for family or two couples1 / 24
    (3)Excellent
    16.1 miles from Waterside Shops
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Naples, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Nice 2 bedroom  and 2 bath condo for rent-monthly renters only please1 / 16
    (2)Average
    7.2 miles from Waterside Shops
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    16.1 miles from Waterside Shops
    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
    Tropical take away in Naples!1 / 25
    (5)Excellent
    6.5 miles from Waterside Shops
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Patio
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    Smoking allowed
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    Location Information
    Naples, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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