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Historic Dover Cottage in Olde Naples- Walk to beach and 3rd Street Shopping

Bedrooms 2
Space 1,300 sq ft
Property type house
Minimum Stay 2 nights


About the property

2 bedroom, 1 large bath walk to shopping, restaurants & beach

Our historic home, built in 1930, offers an ideal location just a block from 3rd Street shopping/restaurants and 3 blocks to the gorgeous Gulf beach. Tastefully decorated & appointed with historic nods, but modern conveniences.

There are 2 bedrooms & 1 large bathroom, featuring a large walk-in shower, claw-foot tub & 2 pedestal sinks. The master bedroom has a queen sized bed and the 2nd bedroom offers 2 twin beds. The large open living room/dining room, has a front reading area with a desk, comfortable seating options & a 42' flat screen tv. The Poggenpohl kitchen offers a large bar/prep area, and all you need to prepare great meals, with a dishwasher, microwave, french door refrigerator with icemaker. Off the kitchen is the screened in porch, with comfortable furniture for lounging away the day.

The courtyard is shared with a small guest cottage(also available for rent), and has tote with beach chairs/umbrellas, a gas grill, several bikes and a hose for rinsing off after the beach. Please NOTE: these amenities are shared. Also, the number of bikes and their condition varies, please inquire if you have specific needs for your stay.

Enjoy walking only 1 block into '3rd Street', 3 blocks to the beach & the Naples Pier. Nearby attractions include 5th Ave Shopping/Restaurants, tennis at Cambier park, golf at the Naples Beach Hotel, and marina at the City Dock.


(please see this listing for the guest house at the back of property)

Enjoy the convenience of walking to all that Olde Naples has to offer, while residing in a stylish, historic retreat.

More Details

Greg Thomas
Member since: 2010
Speaks english
Response time:
Within an hour
Response rate:
Calendar last updated:
June 24, 2018

About Greg Thomas

We have lived in Old Naples since 1994, and never tire of introducing this gorgeous area to our friends & family.

Greg Thomas purchased this house in 2000

Why Greg Thomas chose Old Naples

We purchased Dover Cottage to help preserve historic homes in downtown Naples, and to provide extra space for our family and friends.

What makes this house unique

Location, location, location. Historic charm and thoughtful renovation of the property.

Guestbook comments from the owner

Hi We just arrived WOW so beautiful !! The essence of what a cottage should be . The detail , decor and garden all make for a special place. Well done Dover cottage has a modern feel with a welcoming old soul atmosphere. Look forward to planning our next visit.
Dec 2014
  • 1 of 2


Accommodation and Amenities for this vacation house rental in Old Naples, Florida

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 1300 sq ft
House Rules:
  • Max. occupancy: 4
  • children welcome
  • pets not allowed
  • non smoking only
Location Type:
  • Downtown ...
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Fireplace ...
  • Hair Dryer
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room ...
  • Parking ...
  • Telephone ...
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Refrigerator
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 4 people
  • 1 Bathroom
  • Bathroom 1 - toilet , tub , shower , Double sinks
  • 2 Bedrooms, Sleeps 4
  • Master bedroom - 1 queen
    Bedroom 2 - 2 twin/ single
  • Books
  • DVD Player
  • Games
  • Music Library
  • Satellite / Cable
  • Stereo
  • Television
  • Toys
  • Video Library
  • Bicycles
  • Boat ...
  • Deck / Patio
  • Golf ...
  • Outdoor Grill
  • Tennis ...
  • 3 bicycles
  • wheelchair inaccessible
  • botanical garden
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • restaurants
  • synagogues
  • zoo
Leisure Activities:
  • beachcombing
  • bird watching
  • boating
  • miniature golf
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • jet skiing
  • kayaking
  • parasailing
  • pier fishing
  • sailing
  • sound/bay fishing
  • swimming
  • tennis
  • wind-surfing


Exceptional! 5/5 -
(43 traveler reviews)

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Historic Dover Cottage in Olde Naples- Walk to beach and 3rd Street Shopping
average rating of 4.9534883 based on 45 reviews

Exceeded Expectations

  • 5 of 5

I can't say enough great things about Dover Cottage. It looks "cute" in the pics, but it's 5x prettier in person. The pics honestly don't do it justice. It's like turning a page in a Hemingway novel. The cottage isn't just "looks" though. They've done a fantastic job appointing the home. The furniture is beautiful & comfortable. Every detail is on point, from super high-end soaps, to linens, to towels, everything is top shelf. They also have great bikes, beach chairs, umbrellas, noodles, etc to use at the beach. And, there are a ton of books in the house on Naples, magazines about things to do, etc. They've essentially thought of everything. Legitimately, I can't think of a single thing that was disappointing or missing.

The house itself is very inviting & enjoyable to hang out in. Despite being in a cottage, the living room is HUGE! I bet it's every bit 25' x 15'. And, it's an open concept with the kitchen. The screened-in back porch is also a nice place to hang out, as is the backyard. The entire backyard is full of trees, so it's shaded from sun up to sun down. Location wise, you can't get any better. It's literally 1 block from 3rd Street, 3 blocks from the pier, and a short walk from the harbor & 5th Avenue.

Greg is also very responsive & seems like a genuinely good guy. We absolutely will be back. And next time, we'll probably rent the 1-bedroom back cottage as well (which is also adorable).

On a side note, as a repeat Naples visitor, I highly recommend Campiello for lunch & dinner, and Jane's Cafe for breakfast & lunch.

  • Submitted: 17-Jun-2018
  • Stayed: June 2018
  • Source: HomeAway
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A wonderfully located, comfortable, decorated, and clean property.

  • 5 of 5

We would highly recommend this property in a simply gorgeous area. Could not have been a better experience.

  • Submitted: 2-Jun-2018
  • Stayed: May 2018
  • Source: VRBO, from HomeAway
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Not a detail left untouched. Absolute perfection.

  • 5 of 5

Property was clean, welcoming, charming, absolute comfort, location is so great and peaceful. Cannot say enough. We didn’t want to leave!!!!

  • Submitted: 31-Mar-2018
  • Stayed: March 2018
  • Source: HomeAway
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Leicestershire England

‘Anniversary’ Cottage

  • 5 of 5

We stayed at Dover Cottage to celebrate the anniversary of when we first met 30 years ago, and had a wonderful stay. This year we returned to celebrate our Silver Wedding Anniversary. We kicked off our shoes and it was liked we had returned Home. In the 18 months since our first visit, the property has been well maintained and it has had quite a few updates making our stay this time even more pleasurable.

We had already had 4 exciting days in New York so we wanted to chill at the Cottage and the beach this time, however we did manage to attend a matinee performance of Leading Ladies at The Gulfshore Playhouse and take a wonderful sunset cruise organised by Sweet Liberty Catamaran Sailing both were very enjoyable.(We pre booked both online months earlier)

After our last evening meal we were walking back to the Cottage and as we reached Broad Ave The Naples Christmas Parade had just began, it was excellent there were 5 marching bands, many floats and ended with a wave from Santa Claus, we couldn’t have planned a better end to our visit.

Dover Cottage is a charming stylish property which feels more like a cherished and much loved home, rather than a holiday rental.....we love it.

Thank you to Greg the owner who handled everything in a professional and helpful manner.

  • Submitted: 17-Dec-2017
  • Stayed: December 2017
  • Source: HomeAway
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This is an amazing property. Loaded with charm and you can't beat the convenience to all!

  • 5 of 5

This was the perfect place to spend a holiday weekend. We all absolutely loved the decor, charm and location. Everything was perfect. We rode bicycles to the beach and into town. Can't say enough great things about it!

  • Submitted: 25-Nov-2017
  • Stayed: November 2017
  • Source: HomeAway
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Great house and location

  • 5 of 5

Clean and comfortable, just steps from town and beach.

  • Submitted: 21-Nov-2017
  • Stayed: November 2017
  • Source: VRBO, from HomeAway
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Nearest Airport
30 Miles
Southwest Florida International
Nearest Golf
2 Miles
Naples Beach Hotel & Golf
Nearest Restaurant
0.25 Miles
Nearest Beach
0.25 Miles
Naples Beach
Car: recommended


Rates & Availability

Rental Rates for this vacation house rental in Old Naples, Florida

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Summer 2018
May 1 2018 - Nov 15 2018
2 night minimum stay
Holiday 2018
Nov 16 2018 - Dec 31 2018
2 night minimum stay
2019 Peak
Jan 1 2019 - Apr 30 2019
2 night minimum stay
My Standard Rate
2 night minimum stay

Additional information about rental rates

Refundable Damage Deposit C$398.07
Cleaning Fee C$199.04 + Tax

Maximum rental is 2 weeks.

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.
Contact Owner