Two Blocks to The Gulf, Boutique Shopping, Arts and Dining in Old Naples.
The Upstair's Retreat can be found on the Historic Coquina Cottage Estate. Located at the corner of Broad Ave S and Gordon Drive, we are within walking distance to the water and all that Old Naples is renowned for. This Historic Estate features five separate rentals on the property: The Main House, The Upstair's Retreat, and Cottages A, B, and C.
*** Each rental has its own ID # and can be viewed by putting the ID # in the guest's "Where To" finder.
Main House #3984466: King, queen with ensuite bathrooms, kitchen, extra sitting room, deck, and brick patio. The Upstairs Retreat #3947948: 2 kings, 1 bathroom, kitchen and laundry, and porch. Cottage A #3980277: Queen efficiency with no stove or laundry. With a non covered porch. Cottage B #3980383: King with sitting room, 1 bathroom, kitchen, laundry, covered porch, and brick patio. Cottage C #3980651: Queen studio, 1 bathroom, kitchen, laundry, and brick patio.
You will enter The Upstair's Retreat by walking around to the back of the Main House to it's own landing and entrance. You can rent the Upstairs Retreat and the Main House separately or together. There is a door in the downstair's hallway that locks on both sides. We can share the key or keep it in the lockbox.
The Upstair's Retreat is an independent rental. You will only see other guests in the shared spaces - The outside by your vehicle, the trash, and the grill space where extra beach supplies live.
Please enter the property from Gordon Drive and follow the crescent-shaped driveway to Broad Ave S. You will park on the Broad Ave S. side of the driveway and follow the stone path to your small brick patio and entryway at the back of the property.
Once you open the door, you will walk into a hallway where we keep your beach supplies. The stairway is approximately 16 steps up, leading to the second floor. The door at the top of the stairs must remain closed at all times to ensure the air conditioning works properly. When left open for even a short amount of time, the system needs to work harder to keep up.
The Upstairs has an open floor plan, cathedral ceilings with two large airplane fans, central air conditioning and heating, a mounted television, a desk, antiques, art, and a comfortable seating arrangement.
A large, white marble counter flows around the kitchen workspace, forming the four-seat bar area. The kitchen includes a four-burner stove, deep farmhouse sink, built-in under-the-counter refrigerator and freezer, and cabinetry. The wall of windows behind the sink allows for beautiful views of the grounds and the night sky.
There are two king bedrooms upstairs. On the left side, facing Broad Avenue S, the second king bedroom straight ahead faces Gordon Drive. Both have bedside tables, lamps, ceiling fans, and space for clothes.
Adjacent to the kitchen is the laundry room tucked into a utility room. Here, we store cleaning supplies, beach supplies, and the Wi-Fi router. The one bathroom is directly across from the kitchen, with a step-up. The tub/shower combination functions well. Below a wall-mounted mirror, the marble vanity features a single sink and linens stored beneath. The toilet is tucked in behind this mirrored wall.
We supply beach chairs, an umbrella, an insulated beach bag, and Igloo ice packs.
Due to the location and this being one of five rentals, we are not pet-friendly. We appreciate you following our guidelines and trusting that we are acting in the best interest of all our guests.
Our prices include all fees. No hidden fees.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
BEAUTIFUL, PERFECT LOCATION ON 5TH AVENUE~1.5 BLOCK FROM BEACH, DINING, SHOPPING
Old Naples
BEAUTIFUL, PERFECT LOCATION ON 5TH AVENUE~1.5 BLOCK FROM BEACH, DINING, SHOPPING
The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds, gather used towels and store extra beds
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Thank you for putting all trash in tied plastic bags. It really helps in this hot climate
Turn the air conditioning to 74 please.
Failure to complete these may result in a negative review from the host.
Please read and acknowledge the Rental Agreement to ensure that we are all on the same page.
No animals on the property.
No flame or smoking on or in the property.
Important information
You need to know
Property # 3947948vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
About the area
Naples
Located near the beach, this apartment is in Old Naples, a neighbourhood in Naples. Shoppers can check out Fifth Avenue South, while everyone can enjoy the natural beauty of Naples Beach and Delnor-Wiggins Pass State Park. Ready for a night out? Consider Dimension Nightclub and Off The Hook Comedy Club. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding and hiking/biking trails nearby.
Naples Historical Society's Historic Palm Cottage - 2 min walk - 0.2 km
Naples Pier - 3 min walk - 0.3 km
Naples Beach - 3 min walk - 0.3 km
Fifth Avenue South - 9 min walk - 0.8 km
Getting around
Fort Myers, FL (RSW-Southwest Florida Intl.) - 47 min drive
Restaurants
Blackbird Modern Asian
Starbucks - 2 min drive
Olive Garden
The Dock At Crayton Cove - 13 min walk
Osteria Tulia - 15 min walk
Frequently asked questions
Is Two Blocks to The Gulf, Boutique Shopping, Arts and Dining in Old Naples. pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Two Blocks to The Gulf, Boutique Shopping, Arts and Dining in Old Naples.?
As of 21 Aug 2026, prices found for a 1-night stay for 2 adults at Two Blocks to The Gulf, Boutique Shopping, Arts and Dining in Old Naples. on 28 Jun 2027 start from £589, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Two Blocks to The Gulf, Boutique Shopping, Arts and Dining in Old Naples.?
On-site parking is available at the property.
What time is check-in at Two Blocks to The Gulf, Boutique Shopping, Arts and Dining in Old Naples.?
Check-in begins at 4:00 PM.
What time is check-out at Two Blocks to The Gulf, Boutique Shopping, Arts and Dining in Old Naples.?
Checkout is at 10:00 AM.
Where is Two Blocks to The Gulf, Boutique Shopping, Arts and Dining in Old Naples. located?
Located in Old Naples, this apartment building is within a 5-minute walk of Third Street South, Naples Beach and Naples Pier. Fifth Avenue South is 0.5 mi (0.8 km) away.
About the host
Hosted by Kate Williams-Hewitt
Hello—I have a great life. After 30 years of teaching and raising my family in Maine, I could spend more time with my mother and sister as they found unique properties in Florida and Nantucket, Massachusetts. They are equally talented in color, design, and scale - especially with historic properties. I do not have that eye, but I love taking care of the properties and sharing them with guests.
Why they chose this property
My mother and sister both love historic houses. This c.19120 estate has always been a favorite for years. When Pam Watson put it on the market, my sister was ready. It is two blocks from the beach and just a few blocks from Old Naples. What's not to love?
What makes this property unique
Besides the location, we have kept the c.1910 structure and beauty. Historical Florida Estates are vanishing...we honor the old and add highlights of new.
Languages:
English
Premier Host
They consistently provide great experiences for their guests