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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Olde Naples 4 Bedroom Luxury Cottage - Walk to 5th & Beach

Bedrooms 4
Space 1,800 sq. ft.
Property type house
Minimum Stay 7 - 28 nights


About the property

Cottage, 4 Bedrooms + Den, 2 Baths, (Sleeps 7-9)

'Chatterbox Cottage' in the Heart of Olde Naples - Ideal Location - walk to everything.

Sophisticated luxurious four bedroom, two bath Cottage in the Historic District of Olde Naples. Short two block walk to Fifth Avenue. Enjoy the fine dining, cafes, art galleries, and theater. Short walk to Tin City Marina for waterfront dining or boat ride on Naples Bay( 3 blocks). Walk to gorgeous Gulf Beach (8 blocks) Heated swimming pool.

One level living with open floor plan. Meticulous eat-in kitchen with quartz counters and GE and Bosch stainless steel appliances. Sleek Modern Baths with Glass Tile and High End Fixtures. 'British Colonial' Island Style Decor: Bamboo, sea grass, rattan, cork and other natural materials throughout - a smartly designed retreat for a relaxed vacation.

Tennis available at Cambier Park just across the street with 12 har-tru lighted tennis courts or play a round of Golf at nearby Naples Beach Hotel and Golf Club. Playground at Cambier Park.

Special rate may apply based upon occupancy, season, and duration of stay. Please call or e mail for current rates and availability.

Note: Split floor plan enables greater privacy when having guests or a larger family. There are two spacious bedrooms and full bath off the living room in the front portion of the home. Kitchen is open to the living room. Beyond the kitchen in the rear of the home there is another dining area, a master bedroom suite with master bath, a smaller fourth bedroom with single bed, Den/fifth Bedroom with queen sleeper sofa. The master bedroom has sliding plantation doors which open onto a sitting area with views to the pool.

The three sets of french doors - open to the pool - provide for casual indoor/outdoor living and entertaining. The Den/Fifth bedroom also has French doors that open both to the pool and private backyard with covered pergola and outdoor dining.

Bedroom # 1 - King Bed - Sleep Number bed

Bedroom # 2 - King Bed - Stearns and Foster

Bedroom # 3 - Single Bed - Sealy Posturepedic

Bedroom # 4 - Queen Bed - Sealy Posturepedic

Den (or Fifth Bedroom) with queen sleeper sofa

There is off street parking for two cars. 5 Flat Screen TVs, wireless internet access, full laundry, linens and towels.

Comfort, charm, sophistication with premium location in the heart of everything makes this a great vacation choice. It is a wonderful luxury rental.

Keywords: cottage, house, single family home, key west style, beach cottage, beach house, vacation home, old naples,

More Details


Old Naples House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 1800 sq. ft.
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 9
  • Min. age of primary renter: 25
  • Children welcome
  • Parties/events not allowed
  • Pets considered ...
  • Non smoking only
Location Type:
  • Downtown
  • Near The Ocean
  • Family
  • Air Conditioning
  • Alarm Clock
  • Ceiling Fans
  • Clothes Dryer
  • Filtered Water
  • Free Long Distance ...
  • Internet
  • Iron & Board
  • Linens Provided
  • Parking Off Street
  • Telephone
  • Towels Provided
  • Washing Machine
  • Water Cooler
  • Wireless Internet ...
  • Coffee Maker
  • Cooking Utensils
  • Dishwasher
  • Grill
  • Ice Maker
  • Kitchen ...
  • Microwave
  • Oven
  • Refrigerator ...
  • Stove
  • Toaster
  • Dining Area
  • 2 Bathrooms
  • Bathroom 1 - toilet , shower
    Bathroom 2 - toilet , combination tub/shower
  • 2
  • 4 Bedrooms, Sleeps 9
  • (2) Two King Beds, (1) One Queen Bed, (1) One Twin Bed, (1) One Queen Sleeper Sofa
  • DVD Player
  • Satellite / Cable ...
  • Stereo
  • Television
  • Beach Chairs
  • Beach Towels
  • Deck / Patio
  • Lanai / Gazebo ...
  • Outdoor Grill
  • Outdoor Grill Gas
  • Patio
  • Screen Porch / Veranda
  • Wood Deck
  • wheelchair accessible
Pool / Spa:
  • Private Pool
  • cinemas
  • library
  • live theater
  • marina
  • museums
  • playground
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • outlet shopping
  • scenic drives
  • shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • hiking
  • jet skiing
  • pier fishing
  • sailing
  • snorkeling
  • snorkeling/diving
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
Central Air, Gourmet Eat-In Kitchen, Full Size Washer and Dryer, Wi-FI High Speed Internet Access


Exceptional! 4.9/5 -
(20 traveler reviews)

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Olde Naples 4 Bedroom Luxury Cottage - Walk to 5th & Beach
average rating of 4.95 based on 20 reviews

Great house great location def has the homely feel!

  • 4 of 5

Lovely cottage. Much bigger than expected. Kids played hide and seek for hours. Beds very comfortable. Well dressed home. Would say though the smallest bedroom (single bed) has no air con but a fan is avaliable. Nice sitting areas in this home. Everything you need and more in the kitchen cupboards. Pool small but that was expected and was sufficient for the 3 kids we had. Really nice Beach 10 min walk. Bars and resturants 5 min walk. Supermarket a short drive. Lovely park for the kids just around the corner. I would definitely recommend here to stay. Owner was very responsive to my emails and the cleaner whom was at the home on our arrival was very friendly and efficient.

  • Submitted: Jul 9, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
Owner's Response: Laura So glad you enjoyed your stay and look forward to your return visit! We checked the air conditioning vent for the small bedroom it is located above the door in a spot you may not have seen, for some reason the vent was closed. It is now open and blowing cold air in that bedroom. Many thanks, Jim
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1 0
Zurich, Switzerland

Beautiful house with walking distance to the beach, restaurants and shops

  • 5 of 5

We, family with 2 little children, enjoyed one week at the chatterbox cottage. It was just great. The house was clean and very nice furnished, the kitchen well equipped and the pool just pure fun for the kids. Even for the safety for the kids there was a fence around the pool. The owner, Jim, was very friendly and responded quickly to our inquiries. We had the chance to meet him personally. Furthermore the house is located very close to the beach and the famous 5th avenue. Also an excellent playground is nearby.

Thank you Jim, for the nice experience and the lovely stay. We would like to come back soon.

  • Submitted: May 30, 2017
  • Stayed: May 2017
  • Source: HomeAway
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0 0

Great house

  • 5 of 5

Great house! We always enjoy our stay!

  • Submitted: Apr 15, 2017
  • Stayed: April 2017
  • Source: VRBO, from HomeAway
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0 0

Great location

  • 5 of 5

Our family of 4 adults and two children had a wonderful time at Chatterbox Cottage. We had everything we needed and loved the proximity of the beach, ease and parking and lack of crowds in August. Pool is small but great for the kids to cool off. Thoroughly recommend the wonderful sunsets at the end of the day. Would love to return one day. Thanks Jim for speedy response both before, during and after holiday.

  • Submitted: Aug 23, 2016
  • Stayed: August 2016
  • Source: HomeAway
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1 0

A wonderful cottage

  • 5 of 5

Fantastic location. Loved the cottage. Perfect for us, a family of 6. Thank you very much , more than happy to recommend

  • Submitted: Jul 23, 2016
  • Stayed: July 2016
  • Source: HomeAway
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1 0

Chatterbox Cottage was spectacular!

  • 5 of 5

The cottage was very clean, well equipped and beautiful. The property owner could not have been more accommodating and helpful. He went out of his way to answer questions and totally respond to our needs. The location to the 5th street shopping area was perfect. The public playground next door was an added bonus for our granddaughter. My husband and I & our 2 adult children and our 16 month old granddaughter (who has more stuff than all of the adults combined) had ample room and were extremely comfortable. We look forward to our next visit to Naples, Chatterbox Cottage will make for an easy and simple decision for our accommodations decision.

  • Submitted: Jun 15, 2016
  • Stayed: June 2016
  • Source: HomeAway
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James Fine
Member since: 2004
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
February 24, 2018

Why James Fine chose Old Naples

The location in the best part of Old Naples close to both the beach and Fifth Ave. made the decision very easy. We feel very fortunate to be able to get to the home throughout the year.

What makes this house unique

There are terrific outdoor activities...from the beach to tennis and everything else that old naples has to offer. The house itself is a great place to unwind and relax with family and friends.


Nearest Airport
5 Miles
Naples Airport (APF)
Nearest Restaurant
0.1 Miles
Many Restaurants on Fifth Avenue
Nearest Beach
0.7 Miles
8 th Aveue Beach
Car: recommended

Old Naples has gorgeous beaches, fantastic restaurants & outdoor cafes, Waterfront dining on Naples Bay, World Class shopping on 5th Ave and in Historic District, Art galleries, theater as well as championship Golf courses and Tennis, as well as, Walk to the Gulf Beaches


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Refundable damage deposit $1,000
Exit Cleaning Fee $200 + Tax
Tax Rate 11.0%


Holiday rates apply( Thanksgiving, Christmas, New Year's and Easter)

Please contact us for current rates and last minute availability - (973) 432-5993 - Jim Fine

Rates are subject to change until reservation is confirmed.

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund