Olde Naples Luxury Retreat | Private Pool Oasis | Near Beach

Naples, Florida
$1170 avg/night
Minimum Stay 27 Nights
Bed 5

Bed

Bath 5

Bath

Home Private Vacation Home

Property Type

Sleep 12

Max Sleeps

Night 27 nights

Min Stay

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.

PET POLICY: Dogs will be permitted on a case by case basis. Please disclose the age, weight and breed of your dog for consideration. A $100 pet cleaning surcharge plus $25/day pet rent will apply for approved pets.

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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  • Feature Features
  • Map Map
  • School District Availability

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 4600 Sq Ft (427 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Washing Machine And Dryer
  • PARKING

    Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Patio
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    5.5 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Ecotours Nearby Swimming Nearby
  • ENTERTAINMENT

    TV
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near The Sea
  • SUITABILITY/ACCESSIBILITY

    Elevator Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 12

Map Map

School District Availability

Your dates are Available!

Total

Includes taxes and fees
$1,123+
View details