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Holiday Rentals in Naples

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    Travellers to Naples are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 773 Rentals in Naples
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    Starfruit Beach House-Heated Pool-Grill-Bikes-Walk to Beach1 / 22
    (1)Excellent
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Bright Coastal Cottage - 1.2 miles to the beach!1 / 124
    (9)Excellent
    North Naples
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Planning your vacations? come to Naples!!!1 / 20
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Gorgeous Pool Home- 1.1 miles to Pristine Beaches!1 / 83
    (17)Excellent
    North Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Patio
    • Grill
    • Wi-Fi
    • Parking
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 November 2016
    We loved this villa, very clean, well equipped, great location. We come to Naples twice a year and the area suits. We will definitely rest again from Allison and Dana DeLong
    Reviewed 10 September 2016
    I was taking a break from being a caretaker to my Dad. I myself had also been ill. Dana and Allison went above and beyond to make sure I was comfortable and had everything I...
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    About this property
    Charming home with open floor plan! Soaring ceilings and lots of windows make this home bright and cheerful. Perfect for your Florida Vacation!! Enjoying basking in the sun at beautiful Delnor Wiggins Pass park with gorgeous beaches or if you prefer, a quiet day in your own private HEATED POOL!...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    North Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Meticulously maintained and professionally decorated pool home in beautiful Palm River Estates. You will love this cozy family home in close distance to famous Vanderbilt Beach. Mercato and Waterside Shops fine dining & shopping as well as the beaches are just a short drive away from this quiet...
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    Naples, Southwest Gulf Coast 34110
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Updated Two Bedroom Condo - Naples, Florida1 / 8
    (4)Excellent
    Lely Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
    • Porch
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 December 2016
    Awesome condo..spacious clean comfortable.great location..they have everything you need..2nd time we have stayed..will be on the return list..thanks for letting us stay..
    Reviewed 3 December 2016
    Thoroughly enjoyed our stay at this attractive two-bedroom unit. Loved that we had easy access to local sites, restaurants, and businesses, yet the condominium was off the...
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    About this property
    Two Bedroom Condo at Coral Falls Resort. Perfect location. 10 mintues from both Marco Island and Downtown Naples. Located within walking distance to shopping, and minutes from Gulf beaches. Onsite amenities include tropical waterfall pool and spa, two 18 hole championship golf courses, walking and...
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    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Luxury home, walk to the beach1 / 17
    (1)Excellent
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Satellite TV
    • Private Garden
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 April 2017
    We thought this rental was fabulous. Wonderfully furnished and all amenities one would need for a home away from home. The house was close to all the popular "shopping&quot...
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    About this property
    This newly remodeled house has 3 bedrooms and 2 bathrooms. A cot (Graco pack ’n play) is also available. The heated swimming pool and spa are located in the backyard enclosed by a lanai. There is a gas grill, outdoor shower and patio table and chairs also in the lanai. The master bedroom has a...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Naples Luxury Beach House -4 bedroom plus sleeping den - Heated Pool and Spa1 / 26
    (4)Excellent
    North Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    There were 8 adults and we had plenty of space both inside and out. The house was stocked with all the basic essentials in the kitchen, baths, and laundry room to make our week...
    Reviewed 4 weeks ago
    Thank you for welcoming us to your house. We had a great time. The house was beautiful and had everything we needed during our stayed.
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    About this property
    Beautiful, new construction, large, 2 story home, high ceilings, featuring a screened lanai with heated pool, spa, outdoor shower, outdoor kitchen, grill and dining area. 4 bedrooms plus sleeping den. 2 king beds, 1 queen bed, 1 full, 1 twin and a queen size sleeper sofa. Beautiful cherry wood...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Charming Cottage-Less than 1.2 miles to the Beach!1 / 38
    (9)Excellent
    North Naples
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Secure Parking
    • Air Conditioning
    • Patio
    • Washer
    • Grill
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 May 2017
    Everything was just as we expected. Rental was clean and comfortable. Owners made us feel welcome. So nice to have been very close to the beach and the beach pass is a real plus...
    Reviewed 16 February 2017
    The best things about this property are the super comfortable big bed, the well equipped kitchen and the location on a quiet street close to a lovely beach. It may be a language...
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    About this property
    Come escape into a cute cottage near the beach for your Florida vacation! Enjoy soaking up the sun at Delnor Wiggins Pass Park (1.2 miles away) or Vanderbilt Beach (1.9 miles away), both so close to you that it's tempting to go everyday for the spectacular sunsets! Ride a bike, take a stroll, and...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Stunning Golf Course Views/ Lely  Pool Home 3/2 plus den/office1 / 24
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Patio
    • Washer
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 September 2014
    We stayed for 2 weeks a s a family of 4.The house was immaculate, the pool was warm. Superb location, quiet, safe, clean.... Lovely spacious home.....Enjoy !!!!!!!!!!!!
    Reviewed 3 February 2014
    We were looking for a rental that had an up-scale feel, be comfortable and spacious, as well as feel like home. This home met those desires. The home was very recently...
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    About this property
    REDUCED JANUARY RATES!! Seasonal - This master split floor plan is perfect for family entertaining or hosting your out of town guests with privacy for the holidays! Spacious and updated custom built executive home is located in a quiet cul de sac on Muirfield Circle in Lely Country Club, Naples,...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * PLEASE SEND AN INQUIRY FIRST PRIOR TO REQUESTING A RESERVATION. VIEWS, VIEWS, VIEWS! The view alone from this unit should do it, but there’s more. This unit is located in the famed Park Shore Resort in Naples. It is a AAA-3-Diamond resort with heated pool, hot tub, tennis, beach volleyball,...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • DVD Player
    • Balcony
    • Internet Access
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A sunny Florida getaway awaits at this 2-bedroom, 2-bathroom Naples condo with enough room to easily accommodate 4 guests. Offering fantastic amenities, a convenient location and community pool, this unit leaves nothing to be desired!  Settled near the heart of Naples most outstanding attractions,...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    White Sands in Old Naples1 / 9
    (7)Excellent
    Old Naples
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Balcony
    • Washer
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2015
    We arrived late, but had messaged Daniel, who was extremely helpful and provided useful tips about getting to the apartment. Sadly we arrived a bit jet lagged and tried to get...
    Reviewed 15 December 2014
    Our second time here at the White Sands Resort. Excellent location - minutes from the beach and shopping district. The condo was clean and ready to go when we checked in. Ed the...
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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 34102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Coastal Beach House with screened pool1 / 17
    (1)Excellent
    North Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Washer
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 May 2015
    My family (4 of us total) had a wonderful time in this vacation rental! It was a perfect size for the 4 of us, but could accommodate more people if you wanted. My mom loves to...
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    About this property
    Walk or bike to the beach which is less then a mile and a half away. This coastal fully remodeled 4 bedroom home features high ceilings and a brand new Chefs Kitchen. It is over 2000 sq ft adding to the airy beachy feeling inside. the outdoor screened lanai and newly tiled and pebbled pool will add...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Park Shore Resort Unit 118---including complimentary pass to private beach.1 / 19
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
    • DVD Player
    • Internet Access
    • Balcony
    • Hot Tub
    • Patio
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2013
    A better alternative to a hotel. Two baths, good AC. Washer/dryer. Nice flooring. Close to Organix food mart and restaurants.
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    About this property
    THESE SUITES HAVE EVERYTHING : UNIQUE LOCATION PARK SHORE RESORT CLOSE TO BEACH one mile Our suites in the only ones in the resort with Complimentary pass to private beach & parking....
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa & Private Pool in LELY GOLF & COUNTRY CLUB w1 / 19
    (3)Excellent
    Lely Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Satellite TV
    • Washer
    • Patio
    • Grill
    • Outdoor Dining Area
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    We have only stayed in condos and hotels on our trips in the past. Having a house to stay in that was clean, had everything we needed and a pool, was wonderful! My kids loved...
    Reviewed 16 May 2016
    Well equipped, neat and clean, plenty of bedding and towels, kitchen is well stocked. Beautiful lanai enclosed pool Very pet friendly, great side yard for that last trip out at...
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    About this property
    This nicely furnished, three bedrooms, two baths; single family home of 2200 square feet with a garage, is situated on a quiet cul-de-sac in the upscale Lely Resort of Naples, Florida. Sleeps 4 - 6 . The villa includes a master bedroom with king-size bed, walk in closet and a private bathroom as...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Naples - Vanderbilt Beach /  Luxury Manager Villa1 / 19
    (1)Excellent
    North Naples
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • DVD Player
    • Grill
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 April 2017
    Villa is fantastic throughout, very clean, well designed for group of 8 like ourselves.Location is terrific to see Naples, Marco Island, Sanibel Island. Beaches are...
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    About this property
    Fantastic wide canal views from this newly redesigned and professionally decorated Vanderbilt Beach gem. You will love this very light, cozy and spring-2012 newly redone executive style waterfront home in walking distance to famous uptown Vanderbilt Beach. Mercato and Waterside Shops fine dining...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Satellite TV
    • Parking
    • Internet Access
    • Washer
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Prepare for a perfect Florida getaway with this amazing home in Naples! Enjoy an enclosed private pool and the privacy of a gated community. Securely nestled in the gated community of Briarwood, your new home away from home is east of shopping and dining at Third Street and Fifth Avenue. Between...
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    Location Information
    Naples, Southwest Gulf Coast 34101
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Vanderbilt Beach House walk to the Beach!1 / 23
    (2)Excellent
    North Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 May 2017
    We were so looking forward to a rest after a hectic week in Orlando with daughter, son in law and 4 yr old twins.. This house did not disappoint. Tastefully decorated, great...
    Reviewed 24 May 2017
    Great location, quiet and peaceful. The home was well-cleaned and the pool area was quite relaxing. I came with my two brothers and my dog and we couldn't get enough of the...
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    About this property
    Beautiful spacious 4br Beach home on a double lot with pool. Large screened lanai, with lounge chairs and outdoor dining area. Recently remodeled kitchen, large indoor dining area and an open floor plan great for entertaining. Flat screen TV's with HD cable, free wifi internet, and a billard pool...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Charming Bungalow1 / 22
    (12)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Wi-Fi
    • Satellite TV
    • Waterfront
    • Hot Tub
    • Grill
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 March 2017
    Serenity with modern conveniences nearby. This little hideaway is a perfect place to get away from it all. There is plenty of wildlife, especially ducks, herons, ibis,kites...
    Reviewed 29 January 2017
    Had a wonderful stay. The place was quiet and private. Many outdoor features including the use of a chiminea for a night time fire and a large terrace by the canal for enjoying...
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    About this property
    DOGS WELCOME in this charming canal front bungalow type efficiency, just 2 short miles to the main street (5th Avenue) in Olde Naples or 3 short miles to the gorgeous beaches on the Gulf of Mexico and 1 mile to Naples Botanical Gardens. Walking/bicycling distance to shops, grocery, pharmacy,...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Private Room - 1 Bathroom, Sleeps 2
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    Moorings
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hawser Lane - The Moorings : 3BR/2BA Waterfront Pool Home in the Moorings with Dock and Gulf Access! July-Sept. 2017 Special: 15% OFF Base Rental Price! Must book before 7/31/2017. (New bedding & decor in bedrooms & bathrooms since pics taken...notations made under each pic....inquire...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Grill
    • Private Outdoor Pool (Heated)
    • Parking
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful lake-view pool home in beautiful Crown Pointe. You will love this spacious light family home in close distance to famous Firth Avenue and Third Street. Mercato and Waterside Shops fine dining & shopping as well as the beaches are just a short drive away from this quiet neighborhood....
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Hot Tub
    • Housekeeping Included
    • Satellite TV
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It’s the perfect vacation rental conveniently located in North Naples – easy access to shopping, restaurants, beaches and I-75. Beautifully appointed, fully furnished and equipped 2BR/2BA waterside unit on the 5th hole of Arrowhead Golf Course … Southwest Florida’s Choice Award Winner for Public...
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    Location Information
    Naples, Southwest Gulf Coast 34119
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Cartwright - Exclusive, Private Home1 / 18
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Patio
    • Hot Tub
    • Satellite TV
    • Washer
    • DVD Player
    • Parking
    • Private Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 December 2016
    We stay in this area a few times a year. This has been the best experience. They made this so easy. Everything was very clean and ready for us to stay for the week. The pool...
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    About this property
    Nestled into a quiet and safe neighborhood near the beach and shopping, this four bedroom, two and a half bath home features dramatic cathedral ceilings and an open floor plan that flows out to a beautiful pool and spacious yet private lanai. There is a formal dining room, great room and a living...
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    Location Information
    Naples, Southwest Gulf Coast 34134
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Regatta, Vanderbilt Beach - Owner Will Discount1 / 33
    (9)Excellent
    North Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Wi-Fi
    • Grill
    • Balcony
    • Air Conditioning
    • Washer
    • Satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 November 2016
    We had a great week enjoying the fine Florida weather. The condo is large and well equipped. The owners are really professional - keys were sent in advance along with detailed...
    Reviewed 14 August 2016
    We had a pleasant time. Everything was perfect, easy going and compliant with the description and pictures. I highly recommand this place.
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    About this property
    This beautiful, luxurious, upscale condominium, is located at Regatta II. It is a large unit, with 2100 square feet and a dramatic view of the bay. Wireless internet is available in the unit. It is a light, airy unit with three bedrooms and three full baths. The large great room is furnished by...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Beautiful condo1 / 21
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Parking
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nice house. Beatiful condominio. View to the lake from Lanai. Luminosity. 4 tennis court, bocce, 4 pools. Nice neightboarhood. Near to the beach, restaurants and shops. 3 bedrroms , one for 3 people. New furniture, nice decoration and modern. Furnished Only you need your pajama and enjoy with your...
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    Location Information
    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Satellite TV
    • Washer
    • Patio
    • Waterfront
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DREAMING OF RELAXING TIME in beautiful Naples? STOP LOOKING as this magnificent RENOVATED villa is PERFECT for you! Situated in a secured gated community of Briarwood, only 5-10 minutes to pristine white-sand Gulf beaches and other Naples attractions, this nicely appointed, renovated villa...
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    Location Information
    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Lely Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious condo is available to rent by minimum 3 days,per week, per month or longer. The unit sleeps up to 8 people. The master suites has a king bed, 2nd bedroom has a queen size bed and the 3rd room has two twin size beds. The unit has a king size sleeper sofa in living area. There are flat...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    White Sandy Beach House-1mile to Vanderbilt Beach!1 / 66
    (6)Excellent
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Porch
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 March 2017
    Great house, very clean. Lots of helpful information. Nice location. Even a pass to the beach and a lovely bottle of wine and welcome note!
    Reviewed 7 August 2016
    Great relaxing place to stay in Naples Large clean home in Naples Park.Very comfortable king size bedGarage for carFour nice bike with locks to ride around in the park and...
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    Charming home with spacious floorplan and interesting architectural details. The master suite is separate from the other bedrooms for added privacy. There is also a living room as well as an additional separate den area. The home features a fantastic large screened-in lanai for breakfast or...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cozy luxury pool home just 10 minutes to the beach1 / 86
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Fantastic property, not too far from Naples centre. Great pool and facilities would recommend to anyone looking for a rental property in the area. GW was extremely helpful...
    Reviewed 18 June 2017
    This house has everything needed for a comfortable stay. It is situated in a very pleasant neighbourhood, convenient distance to shopping malls, beach and restaurants. The...
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    About this property
    Newly updated Kings Lake Pool home located very quiet and close to the lake 10 minutes from beach and 5th Ave. This vacation dream home features an open floor plan and very private back yard. Newly renovated kitchen with granite counters. New stainless steel appliances with induction cooking stove....
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Vanderbilt Beach1 / 19
    (2)Average
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Air Conditioning
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 September 2016
    The home felt nice and comfortable.The kitchen was really nice. The bedroom was good to sleep. And the bathroom was nice.The home is better suited for not more than two...
    Reviewed 2 April 2016
    Pros: large, well-equipped kitchen/living/dining areaLarge bedroom w/ walk-in closet and king-size bed. Great shower in the bathroom. Small, private side yard with...
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    About this property
    Enjoy the wonderful breeze of the Gulf of Mexico, soft white sandy beaches VERY PRIVATE GET-AWAY - 1/1/1 Multifamily complete house 700 sq/feet + with private yard. Biking distance to Naples Beaches and shopping! You'll love this comfortable secluded living. The unit is personal and comprised...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Top Location, Best Views, Park Shore Resort 3551 / 25
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 January 2017
    This apartment is a great place to stay. It's a good size, clean, well equipped and in a good location to explore the Naples area. The owner phoned us shortly after our arrival...
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    About this property
    * PLEASE SEND AN INQUIRY FIRST PRIOR TO REQUESTING A RESERVATION. VIEWS, VIEWS, VIEWS! The view alone from this unit should do it, but there’s more. This unit is located in the famed Park Shore Resort in Naples. It is a wonderful resort with heated pool, hot tub, tennis, beach volleyball,...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ****July-Sept.2017 Special: 15% Discount OFF Base Rental Price!! Must book before 7/31/2017. Welcome to the gated community of Briarwood! This spacious (1943 sq.ft.), well appointed 3 bedroom, 2 bath, 2 car garage pool home is centrally located within minutes to famous downtown 5th Ave. restaurants...
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    Location Information
    Naples, Southwest Gulf Coast 34104
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    NEW AND CLEAN...WALK TO THE BEACH...ONE 25 LB PET ALLOWED...50% OFF MAY 9-NOV 301 / 90
    (1)Excellent
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 December 2014
    This was our first stay in this condo, and it will not be our last. The condo was perfect for our family of 5: 3 bedrooms so every family member had their own bed, 2 baths...
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    NEW AND CLEAN...WALKING DISTANCE TO THE BEACH...ONE 25 LB PET ALLOWED…PRICED AT 50% OFF SEASONAL RATES FOR MONTHLY STAYS MAY 9TH THROUGH NOV 30TH 2017...ONLY $1990 PER MONTH PLUS FEES AND TAXES, WEEKLY RATES 1200 + FEES AND TAXES...SAVE ON 12-29 DAY STAYS- WILL DISCOUNT TO $1990 MONTHLY RATE. This...
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    Location Information
    Naples, Southwest Gulf Coast 34110
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Unique Luxory Villa on the Golf Coust1 / 15
    (1)Excellent
    North Naples
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Parking
    • Hot Tub
    • Private Outdoor Pool (Heated)
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    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 November 2016
    An ideal home for a large family or multiple couples. Good for a corporate retreat as well. Gorgeous view from the balconies of the boats going by and the sunset.
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    About this property
    Without a doubt the number one luxury 6 bedroom home in the Naples / Venderbilt area, built with the finest materials and detail. Providing privacy, relaxation. The luxurious Villa Pine lays in one of the most wounderful areas around Naples/Florida, only 2000 feet away from the white beach near the...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    North Naples
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Highly desirable single family Coastal Cottage in North Naples, west of US-41, perfect for families and couples, for much less than a hotel!!! Single family home near the beach, enjoy the privacy of your own home with 2 bedrooms and 1 bathroom, full kitchen, washer/dryer, dining room table with...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Private Outdoor Pool (Unheated)
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    • Air Conditioning
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the gated community of Briarwood! ***July-Sept 2017 Special: 15% Discount OFF Base Rental Price! Must book before 7/31/2017. This spacious (1874 sq.ft.), single story, 3BR/2BA, 2 car garage, pool/spa home is centrally located within minutes to famous downtown 5th Ave. restaurants and...
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    Location Information
    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beachwalk at Vanderbilt Beach1 / 18
    (1)Excellent
    North Naples
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 January 2016
    Stayed only few nights at this place. Very comfortable and fully equipped with large, light open kitchen, open living area and two separated bed rooms. Just right space for a...
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    About this property
    Walk or Bike to the Beaches. This lovely two bedroom is absolutely adorable and charming, and part of a larger estate. This home doesn't disappoint, it has an incredible setup! The home has a wonderful lanai and front porch, leading into a large fenced backyard. The home is New to the rental...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Tropical Getaway!Huge Lagoon Pool near Downtown !1 / 17
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Beautiful unit with everything you need for a very comfortable stay. The unit is spacious, well equipped and very clean. Perfect location, close to everything. Short drive to...
    Reviewed 9 October 2016
    The unit was clean and spacious. It contained everything that was needed for our one week stay. Close to everything that Naples has to offer.
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    About this property
    Well equipped second floor unit. Located only minutes to downtown 5th Avenue Naples Pier and renowned white sandy beaches with unbeatable sunset views. Right next to shopping and local restaurants. Includes one of Naples largest resort style heated pools, clubhouse, tennis court and bocce ball...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Luxury! Private Heated Pool House Near Vanderbilt1 / 20
    (2)Excellent
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Grill
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Wonderful place to stay! We couldn't of asked for anything better, thank you again for letting use stay in your home
    Reviewed 10 October 2016
    We found the villa perfect. He pool is a great size. Facilities BBQ, beach equipment everything we needed was available. Would definitely return.
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    About this property
    Great location! Minutes from beautiful Vanderbilt Beach and Delnor Wiggins State Park! New home with new contemporary style furnishings, high ceilings. Enjoy your totally private Pool under screen lanai! Cook inside or grill your steaks outside by the pool! Fully equipped kitchen with granite...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Completely Renovated 3BR Naples Home *Short Bike Ride to Vanderbilt Beach1 / 24
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 March 2017
    "Don't judge the book by its cover." When we arrived and we looked at bungle we were highly disappointed. But once inside, we were pleased by the space of the place: 3...
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    About this property
    Naples, Florida has become a favorite vacation destination for thousands of tourists seeking white sand beaches and over-the-top sunsets. Naples also offers a unique sense of luxury and class unlike any other Florida city. The area is home to some of the most expensive real estate in the world,...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    GreenLinks/Lely Resort - Condo next to Flamingo & Mustang Golf Courses-Enjoy Lake and Golf Course Lanai Views ****July-Sept.2017 Special- 15% OFF Base Rental Price! Must book before 7/31/2017. GreenLinks Golf Villas community is located within Lely Resort, which is conveniently situated between...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Spectacular waterfront views down Naples Bay!1 / 19
    (6)Excellent
    Old Naples
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 19 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...
    Reviewed 11 April 2017
    We rented this condo April 1-8. It was perfect for us. Nicely decorated, very comfortable. Everything you could need. Loved the view of the bay and theSailing and Yacht Club...
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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 34102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Top Location, Great Views - BeauMer1 / 20
    (2)Average
    Old Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2017
    Good location. Close to beach, restaurants and shopping. Owner was helpful and provided information needed. Quiet in complex.
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    About this property
    * PLEASE SEND AN INQUIRY FIRST PRIOR TO REQUESTING A RESERVATION. LOCATION, LOCATION, LOCATION. Located at the corner of 5th S. and River Point Drive, in Olde Naples, across the street from the brand new Hyatt House. Could you ask for a better location?. It is on the water, with spectacular views...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Top Location, Best Views, Park Shore Resort 2101 / 35
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 May 2017
    A really Nice Condo on the Park Shore Resort.We had a great time at Elliot's Condo a really nice Location in Naples well kept with a Nice view over the Lake.,A Nice clean Pool...
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    About this property
    * PLEASE SEND AN INQUIRY FIRST PRIOR TO REQUESTING A RESERVATION. VIEWS, VIEWS, VIEWS! The view alone from this unit should do it, but there’s more. This unit is in an most desirable location, in the famed Park Shore Resort in Naples. It is a AAA-3-Diamond resort with heated pool, hot tub, tennis,...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Naples - Royal Harbor / Waterfront Designer Villa1 / 28
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Waterfront
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VACATION RENTAL! Fantastic intersecting canal views from this newly built Olde Naples - Royal Harbor contemporary designer gem.You will love this very light, cozy and spring-2013 newly built Miami style contemporary waterfront home on the famous Naples Bay.Fifth Avenue/Third Street fine dining and...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
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    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THESE SUITES HAVE EVERYTHING : UNIQUE LOCATION PARK SHORE RESORT CLOSE TO BEACH one mile Our suites in the only ones in the resort with Complimentary pass to private beach & parking....
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    winter paradise1 / 10
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 May 2017
    This is a wonderful house with a pool and dock on the canal that is so close to everything Naples has to offer. It's on a quiet street that is good for walks and 5 minute drive...
    Reviewed 22 March 2017
    Perfect place to vacation with our two year old. The house, pool and location to everything in Naples make it the perfect spot for a relaxing family vacation.
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    About this property
    A beautifull home in NAPLES, fl on a canal to the Gordon River and Naples Bay. 3 bedrooms and two baths - sleeps 6 comfortably. There is also a futon in the MBR for kids. Close to downtown Naples - its gulfshore and the incomparable 5th avenue. Close to all beaches and all that Naples has to offer....
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    Location Information
    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Vanderbilt Breeze Villa-Walk to Beach-Private pool1 / 21
    (9)Excellent
    North Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 February 2015
    We found Vanderbilt Breeze to be a most welcoming property. It was our inaugural "Snowbird" experience, and we weren't disappointed! The three bedrooms, plus three...
    Reviewed 19 December 2014
    My husband and I have never vacationed in Naples and decided to go this year. We easily booked the house online, which was the first for us. The house is light and airy, with...
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    About this property
    Escape to this romantic villa located on a quiet residential street, steps from the Golf canal, and walking distance from the acclaimed Vanderbilt beach, Delnor Wiggins State Park, and Ritz Carlton and LaPlaya Resorts. The villa was tastefully decorated with high quality furnishings. The large...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Bike to Beach New Villa Luxury Heated Salt Water1 / 19
    (3)Excellent
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 April 2017
    A beautiful home inside and out! The home is fully stocked! She had everything we needed except a fishing pole so we bought one and left it there for future guests! Naples...
    Reviewed 26 March 2017
    Great location near shopping, restaurants, and the beach. Beautiful and comfortable home with all the amenities. The Salt water pool was so relaxing and Heidi provided...
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    About this property
    LUXURY ABOUNDS IN THIS NEW HOME NEAR THE BEACH. CLOSE TO VANDERBILT BEACH AND THE FAMED RITZ CARLTON. SHOPPING AT MERCADO WITHIN A 3 MINUTE RIDE. CAPITAL GRILL, BRAVO, FLEMINGS, TRADER JOES, WHOLE FOOD WITHIN A MILE!! GOLF, FISH, SHOP AND DINE AT VENETIAN VILLAGE AND DOWNTOWN NAPLES.. VISIT THE ZOO...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Naples Holiday Rentals

    Known for its phenomenal golf courses with designer tags like Greg Norman, Tom Fazio and Rees Jones, miles of family-friendly, sandy beaches and luxury dining and boutique shopping, Naples is an enviable upscale Florida destination. If you want to enjoy Naples in an unparalleled fashion, book a holiday rental. From sprawling beach homes and high-rise condo rentals to quaint cottages and villas, the menu is exceptionally pleasing in the Naples area. Better still, you’ll save money by coming home to a fully equipped kitchen where you can enjoy a delicious and relaxing dinner.

    Naples attractions and activities

    A holiday rental makes it easy to explore all of Naples many attractions with easy access to beaches, golf courses and shopping. If you’re a family of nature lovers, immerse yourself in eco-tourist attractions like the Audubon Corkscrew Swamp Sanctuary, Rookery Bay National Estuarine Research Reserve, the Naples Botanical Garden and Everglades National Park, which is a short drive from Naples. For beach lovers, the Naples area boasts pristine areas like Tigertail Beach and Barefoot Beach Preserve where sunbathing, sailing, fishing and boating are popular activities. Shopping is an attraction unto itself in Naples, which features an eclectic menu of options, including major upscale complexes like Waterside Shops, Village at Venetian Bay and Tin City as well boutique and art gallery shopping in downtown along Fifth Avenue South and Third Street South. Golfers, is your idea of paradise more than 100 lush golf courses with carpet-like fairways? The Naples area is the place for you with exceptional layouts such as Tiburon Golf Club, Arrowhead Golf Club and Naples Grande Golf Club.

    Family holiday rentals in Naples

    With so many things to do and see in Naples you’ll spend a lot of time enjoying the outdoors. A holiday rental in Naples gives your family an airy and comfortable place to return after a long day of fun and frolic. A hotel room can get pretty cramped with luggage, golf clubs and beach toys, while a holiday rental in a spacious beach house, condo, villa or cottage gives your family extra space and lots of amenities.

    Saving money on Naples holiday rentals

    Great deals are available even on luxury properties. We have special deals and discounts on Naples holiday rentals in every price range at a wide variety of venues from beach to golf course and everything in between. For convenience, spacious accommodations and money saving attributes, a holiday rental is the best way to experience the upscale wonders of Naples.

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