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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 516 Rentals in Naples
    Old Naples
    0.2 miles from Naples Pier
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Old Naples
    1.0 miles 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
    0.1 miles from Naples Pier
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    LUXURY RENTALS ~ THE PIER HOUSE ~ BEACH VIEWS1 / 29
    (2)Excellent
    Old Naples
    0.0 miles from Naples Pier
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Private Outdoor Pool (Heated)
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    Pet friendly
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    Reviewed 25 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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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    White Sands in Old Naples1 / 9
    (12)Excellent
    Old Naples
    0.8 miles from Naples Pier
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Reviewed 13 January 2020
    This place puts you right in the center of fun. The walk to the beach is 4 minutes and the fabulous restaurants on 5th Avenue 3 minutes from the WS Resort.! On top of this, it...
    Reviewed 6 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...
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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
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Old Naples
    0.7 miles 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
    0.9 miles 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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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Old Naples
    0.8 miles from Naples Pier
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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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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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
    0.7 miles from Naples Pier
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    About this property
    BRING YOUR BOAT OR RENT ONE | WALK TO 3RD ST SHOPPING AND DINING AQUA is a brand new waterfront home on Crane Channel in Old Naples Aqualane Shores neighborhood. Experience Naples living at its finest with this 4 Bedroom, 4.5 bath home offers wood /Travertine floors over-sized heated pool/spa and...
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    0.9 miles 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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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 7 Bathrooms, Sleeps 10
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    Luxury Lakefront Villa in Gated Community1 / 20
    (7)Excellent
    5.8 miles from Naples Pier
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Naples Beach Condo1 / 11
    (1)Excellent
    Old Naples
    0.6 miles 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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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    House in Olde Naples - 3611 / 39
    (1)Excellent
    Old Naples
    1.1 miles from Naples Pier
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Reviewed 1 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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    Location Information
    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 / 41
    (3)Excellent
    3.1 miles 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
    Naughty in Naples! Seasonal Three Month Rate/Jan 1-March 31-$11,500. Inclusive.1 / 18
    (2)Excellent
    4.2 miles from Naples Pier
    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
    0.9 miles 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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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Winter Rental in Montreux Village * Fiddlesr Creek.. Professionally decorated.1 / 20
    (1)Excellent
    10.5 miles 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
    Newly Renovated Top Floor Condo! Gated community, close to Olde Naples. Pool!1 / 49
    (8)Excellent
    2.8 miles 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
    9.5 miles 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
    1.5 miles 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
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    4.8 miles 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
    1.5 miles 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
    Convenient and well-appointed Vacation Home ! NEW JACUZZI !1 / 48
    (6)Excellent
    4.0 miles from Naples Pier
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Leave the chill of Fall/Winter behind by visiting Florida's  Beautiful Beaches!1 / 42
    (4)Excellent
    4.8 miles from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    3.3 miles 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
    6.9 miles 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
    Old Naples
    1.1 miles 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
    4.8 miles 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
    10.6 miles 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
    9.0 miles from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
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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
    10.4 miles 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
    Remodeled Condo Near 5th Avenue & Beach with amazing amenities1 / 37
    (6)Excellent
    1.4 miles 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
    1.5 miles 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
    Lely Resort
    8.0 miles 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
    1.1 miles 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
    Stunning 3 Bedroom plus Den Pool home in Naples Gated Briarwood Community1 / 35
    (16)Excellent
    4.3 miles 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
    (4)Excellent
    4.3 miles 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
    1.5 miles 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
    South Naples 2/2 1200' Condo in Bundled Golf / Tennis with Golf Course Views1 / 17
    (5)Excellent
    3.0 miles from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Kid friendly
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    FRESHLY REMODELED TOP FLOOR LUXURY CONDO in Coral Falls, part of Lely Resorts1 / 16
    (17)Excellent
    Lely Resort
    8.0 miles 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
    6.3 miles from Naples Pier
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Hot Tub
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    3.6 miles from Naples Pier
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    9.1 miles from Naples Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
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    • Patio
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    Pet friendly
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Old Naples
    0.5 miles from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    7.3 miles from Naples Pier
    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
    Villa w/Heated, Saltwater Pool in Fiddlers Creek1 / 35
    (1)Excellent
    10.4 miles from Naples Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    4.1 miles from Naples Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    10.8 miles from Naples Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Park Shore Paradise- Naples Florida1 / 37
    (3)Excellent
    4.3 miles from Naples Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • 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
    Lely Resort
    6.7 miles from Naples Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Internet Access
    • DVD Player
    • Washer
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    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
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