Entire home

Olde Naples Luxury Retreat | Private Pool Oasis | Near Beach

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A spacious interior with a staircase, a dining area, and a view of the outdoors. - Olde Naples Luxury Retreat | Private Pool Oasis | Near Beach (Naples)
A bedroom with a large bed, a ceiling fan, and a TV. - Olde Naples Luxury Retreat | Private Pool Oasis | Near Beach (Naples)
A modern kitchen with a central island, white cabinetry, and a skylight. - Olde Naples Luxury Retreat | Private Pool Oasis | Near Beach (Naples)
A spacious living room with a large TV, comfortable seating, a coffee table, and a view of a pool and tropical garden. - Olde Naples Luxury Retreat | Private Pool Oasis | Near Beach (Naples)
A spacious living room with a white sofa, a patterned armchair, a flat-screen TV, and a skylight. - Olde Naples Luxury Retreat | Private Pool Oasis | Near Beach (Naples)
Close to Fifth Avenue South and Naples Beach, Olde Naples Luxury Retreat | Private Pool Oasis | Near Beach has plenty to offer. Guests can connect to free in-room WiFi.

Entire home

427 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

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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.

Property amenities

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • TV

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Lift
  • Smoke-free property

Location highlights

  • Near the sea

Things to do

  • Heated pool
  • Ecotours nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Unit size: 4,600 square feet

Similar properties

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the area

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 Vanderbilt Beach. 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. Visit our Naples travel guide
View more Holiday homes in Naples
Map
Naples, FL

What's nearby

  • A beach with white sand, turquoise water, and a rocky area in the foreground. There are palm trees and a building in the background.
    Naples Beach
    3 min walk - 0.3 km
  • A bustling street with palm trees, a yellow building, and people walking.
    Fifth Avenue South
    5 min walk - 0.4 km
  • A red barn with a blue door and a wooden staircase leading up to it.
    Tin City
    4 min drive - 2.0 km
  • A beach with a wooden pier extending into the ocean, a person walking along the shore, and a sunset in the background.
    Naples Pier
    4 min drive - 2.1 km
  • Cambier Park
    13 min walk - 1.2 km

Getting around

  • 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.

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).

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