Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
50 min drive
Rooms & beds
5 bedrooms (sleeps 12)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 Queen Bed
Bedroom 4
2 Single Beds
Bedroom 5
1 King Bed
5 bathrooms, 1 half bathroom
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Bathroom 5
Bathtub · Toilet
Half Bathroom 6
Toilet
Spaces
Deck or patio
Kitchen
Separate dining area
Dining area
About this property
Olde Naples Luxury Retreat | Private Pool Oasis | Near Beach
Welcome to your private tropical sanctuary in the heart of Olde Naples.
Just five homes from the sugar-white sands and turquoise waters of the Gulf, this extraordinary luxury estate delivers the ultimate Naples escape—where timeless coastal elegance meets effortless resort-style living. Hidden behind lush tropical landscaping on an oversized corner homesite, this remarkable residence feels like your own private boutique resort designed for unforgettable moments with family and friends.
Spanning three beautifully designed levels, this exceptional retreat offers five luxurious bedroom suites, each with direct bathroom access—creating the perfect balance of connection, comfort, and privacy for every guest. Whether gathering across generations or celebrating with friends, every space has been thoughtfully designed to elevate your stay.
The first-floor primary suite serves as a peaceful private sanctuary featuring a spa-inspired bath and direct access to the serene outdoor living spaces. Upstairs, two spacious guest suites and a comfortable sitting area create an inviting retreat, while the third-floor private guest suite offers a secluded escape complete with access to an expansive sun deck—perfect for morning coffee, sunset cocktails, or quiet moments above the palms.
At the heart of the home, the bright island kitchen is designed for effortless entertaining, featuring premium appliances, a gas range, and open flow into the family and dining spaces. Gather for long dinners, enjoy slow mornings together, or unwind beside the fireplace in the inviting living room. A cozy den with built-ins, wet bar, and ice maker creates the perfect setting for evening cocktails and relaxed conversation.
Step outside and discover where this property becomes truly unforgettable. Surrounded by mature tropical landscaping and complete privacy, the outdoor living experience is nothing short of spectacular. Lounge beside the expansive resort-style pool, spend sunny afternoons beneath the swaying palms, or retreat to the shaded tiki hut with your favorite drink in hand. From poolside afternoons to evenings under the stars, every detail evokes the feeling of a private tropical resort.
Perfectly positioned in the heart of Olde Naples, guests can enjoy the rare luxury of being just a short stroll from the beach while remaining moments from the renowned dining, shopping, and vibrant charm of Third Street South and Fifth Avenue.
This is more than a vacation home—it's your own private piece of paradise in Olde Naples, designed to create unforgettable memories for years to come.
The Holiday Life is a full service luxury vacation and seasonal rental management company with an expansive portfolio - from beachfront, to downtown and amenity rich communities throughout Naples and Marco Island. Our team is here to assist in every step of planning your experience from choosing the perfect rental, pre arrival planning, dedicated concierge services and 24/7 support during your stay. We look forward to the opportunity to host you!
RENTAL PURPOSE: This property is intended for single-family and transient guest rentals only - any requests for work crews require specific approval prior to booking. No commercial vehicles or work trucks may be parked on site.
COMMERCIAL USE: Commercial and/or business use of the property is not allowed, including commercial photography or filming.
MINIMUM AGE REQUIREMENT: Primary guest whose name is associated with this booking must be at least 25 years of age and must be present for the duration of the reservation.
GUEST LIST: A guest list including full names and ages of all people who will be staying overnight must be provided in writing at least 24 hours to the guest(s) arrival.
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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
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Naples
Located by the sea, this holiday home 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. Looking to enjoy an event or a game while in town? See what's going on at USOP National Pickleball Center, or consider a night out at Off The Hook Comedy Club. Discover the area's water adventures with nearby swimming, or enjoy the great outdoors with ecotours.
Fort Myers, FL (RSW-Southwest Florida Intl.) - 46 min drive
Restaurants
Starbucks - 17 min walk
Slice - 16 min walk
Osteria Tulia - 11 min walk
Caffe Milano - 17 min walk
5th avenue coffee company - 13 min walk
Frequently asked questions
Does Olde Naples Luxury Retreat | Private Pool Oasis | Near Beach have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Olde Naples Luxury Retreat | Private Pool Oasis | Near Beach?
As of 21 July 2026, prices found for a 1-night stay for 2 adults at Olde Naples Luxury Retreat | Private Pool Oasis | Near Beach on 24 July 2026 start from NZ$55,989, 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.
Is Olde Naples Luxury Retreat | Private Pool Oasis | Near Beach pet-friendly?
No, pets are not allowed at this property.
What time is check-in at Olde Naples Luxury Retreat | Private Pool Oasis | Near Beach?
Check-in begins at 3:00 PM.
What time is check-out at Olde Naples Luxury Retreat | Private Pool Oasis | Near Beach?
Checkout is at 10:00 AM.
Where is Olde Naples Luxury Retreat | Private Pool Oasis | Near Beach located?
Located in Old Naples, this holiday home is within a 10-minute walk of Naples Beach and Fifth Avenue South. Naples Pier and NCH Baker Hospital are also within 1 mile (2 km).