Naples, FL

Neapolitan Sky

6 bedrooms7 beds6 baths12 guestsNew

About the property

A welcoming Olde Naples retreat awaits at Neapolitan Sky! The stately Key West style home sits amidst lush landscaping on one of the prettiest tree-lined avenues in town, just a third of a mile from the tropical beach access path. Approach the home from the circular driveway and enter across the the covered front porch, complete with rocking chairs - a quiet place to enjoy the gentle gulf breezes! The main floor has an open white marble kitchen, dining area that seats 8-10 with table leaves in, living room, home office with an adjacent full bathroom, and the master suite (worth noting - this whole floor is handicap accessible from the garage!). Upstairs, find 4 guest bedrooms and 2 shared guest bathrooms. From the kitchen, a hallway leads toward the back of the house, providing access to the 3-car garage and stairway up the private guest suite. The guest suite has a king size bed, TV, kitchenette and private bathroom plus a bonus sleeping area with a twin size daybed accessible via a closable door - a perfect setup for a small family to share! Across all of these bedrooms, the house can comfortably sleep 12-14 people. At the center of the property is the heated swimming pool and deck with 6 chaise lounges, a beautiful pool bathroom and enclosed outdoor shower. A covered back porch off of the living room and kitchen accommodates an outdoor dining table that seats 8 and an outdoor living room complete with a porch swing. A small grass yard with a fire-pit and a gas grill are located at the back of the lot, checking the last couple boxes on the list of amenities that make for a perfect beach escape! This home is decorated in a timeless and classic Florida beach cottage style with artful marble and mosaic tile appointed bathrooms, historic 12? tin ceilings and detailed shiplap woodwork on the walls. A coveted location, charming detail and calming vibes beckon at Neapolitan Sky!

BOOKING DETAILS: During peak season from January through April, even month bookings may be required (first day of month to last day of month).

PET-FRIENDLY STAY: We know pets are part of the family, and your furry friend is welcome here! This home allows one well-mannered dog (up to 45 lbs.) with prior approval. Please share your pup's age, size, and breed at the time of booking. A $25/night pet fee and $100 cleaning surcharge apply.

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.

A welcoming Olde Naples retreat awaits at Neapolitan Sky! The stately Key West style home sits amidst lush landscaping on one of the prettiest tree-lined avenues in town, just a third of a mile from the tropical beach access path. Approach the home from the circular driveway and enter across the the covered front porch, complete with rocking chairs - a quiet place to enjoy the gentle gulf breezes! The main floor has an open white marble kitchen, dining area that seats 8-10 with table leaves in, living room, home office with an adjacent full bathroom, and the master suite (worth noting - this whole floor is handicap accessible from the garage!). Upstairs, find 4 guest bedrooms and 2 shared guest bathrooms. From the kitchen, a hallway leads toward the back of the house, providing access to the 3-car garage and stairway up the private guest suite. The guest suite has a king size bed, TV, kitchenette and private bathroom plus a bonus sleeping area with a twin size daybed accessible via a closable door - a perfect setup for a small family to share! Across all of these bedrooms, the house can comfortably sleep 12-14 people. At the center of the property is the heated swimming pool and deck with 6 chaise lounges, a beautiful pool bathroom and enclosed outdoor shower. A covered back porch off of the living room and kitchen accommodates an outdoor dining table that seats 8 and an outdoor living room complete with a porch swing. A small grass yard with a fire-pit and a gas grill are located at the back of the lot, checking the last couple boxes on the list of amenities that make for a perfect beach escape! This home is decorated in a timeless and classic Florida beach cottage style with artful marble and mosaic tile appointed bathrooms, historic 12? tin ceilings and detailed shiplap woodwork on the walls. A coveted location, charming detail and calming vibes beckon at Neapolitan Sky!

BOOKING DETAILS: During peak season from January through April, even month bookings may be required (first day of month to last day of month).

PET-FRIENDLY STAY: We know pets are part of the family, and your furry friend is welcome here! This home allows one well-mannered dog (up to 45 lbs.) with prior approval. Please share your pup's age, size, and breed at the time of booking. A $25/night pet fee and $100 cleaning surcharge apply.

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.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jul 22, 2026$650Not Available29
Jul 23, 2026$650Not Available29
Jul 24, 2026$650Not Available29
Jul 25, 2026$650Not Available29
Jul 26, 2026$650Not Available29
Jul 27, 2026$650Not Available29
Jul 28, 2026$650Not Available29
Jul 29, 2026$650Not Available29
Jul 30, 2026$650Not Available29
Jul 31, 2026$650Not Available29
Aug 1, 2026$650Not Available29
Aug 2, 2026$650Not Available29
Aug 3, 2026$650Not Available29
Aug 4, 2026$650Not Available29
Aug 5, 2026$650Not Available29
Aug 6, 2026$650Not Available29
Aug 7, 2026$650Not Available29
Aug 8, 2026$650Not Available29
Aug 9, 2026$650Not Available29
Aug 10, 2026$650Not Available29
Aug 11, 2026$650Not Available29
Aug 12, 2026$650Not Available29
Aug 13, 2026$650Not Available29
Aug 14, 2026$650Not Available29
Aug 15, 2026$650Not Available29
Aug 16, 2026$650Not Available29
Aug 17, 2026$650Not Available29
Aug 18, 2026$650Not Available29
Aug 19, 2026$650Not Available29
Aug 20, 2026$650Not Available29
Aug 21, 2026$650Not Available29
Aug 22, 2026$650Not Available29
Aug 23, 2026$650Not Available29
Aug 24, 2026$650Not Available29
Aug 25, 2026$650Not Available29
Aug 26, 2026$650Not Available29
Aug 27, 2026$650Not Available29
Aug 28, 2026$650Not Available29
Aug 29, 2026$650Not Available29
Aug 30, 2026$650Not Available29
Aug 31, 2026$650Not Available29
Sep 1, 2026$650Not Available29
Sep 2, 2026$650Not Available29
Sep 3, 2026$650Not Available29
Sep 4, 2026$650Not Available29
Sep 5, 2026$650Not Available29
Sep 6, 2026$650Not Available29
Sep 7, 2026$650Not Available29
Sep 8, 2026$650Not Available29
Sep 9, 2026$650Not Available29
Sep 10, 2026$650Not Available29
Sep 11, 2026$650Not Available29
Sep 12, 2026$650Not Available29
Sep 13, 2026$650Not Available29
Sep 14, 2026$650Not Available29
Sep 15, 2026$650Not Available29
Sep 16, 2026$650Not Available29
Sep 17, 2026$650Not Available29
Sep 18, 2026$650Not Available29
Sep 19, 2026$650Not Available29
Sep 20, 2026$650Not Available29
Sep 21, 2026$650Not Available29
Sep 22, 2026$650Not Available29
Sep 23, 2026$650Not Available29
Sep 24, 2026$650Not Available29
Sep 25, 2026$650Not Available29
Sep 26, 2026$650Not Available29
Sep 27, 2026$650Not Available29
Sep 28, 2026$650Not Available29
Sep 29, 2026$650Not Available29
Sep 30, 2026$650Not Available29
Oct 1, 2026$650Not Available29
Oct 2, 2026$650Not Available29
Oct 3, 2026$650Not Available29
Oct 4, 2026$650Not Available29
Oct 5, 2026$650Not Available29
Oct 6, 2026$650Not Available29
Oct 7, 2026$650Not Available29
Oct 8, 2026$650Not Available29
Oct 9, 2026$650Not Available29
Oct 10, 2026$650Not Available29
Oct 11, 2026$650Not Available29
Oct 12, 2026$650Not Available29
Oct 13, 2026$650Not Available29
Oct 14, 2026$650Not Available29
Oct 15, 2026$650Not Available29
Oct 16, 2026$650Not Available29
Oct 17, 2026$650Not Available29
Oct 18, 2026$650Not Available29
Oct 19, 2026$650Not Available29
Oct 20, 2026$650Not Available29

Amenities

Beach access
Gym
Air conditioning
Dryer
Washer
Laundromat nearby
Garage
Hair dryer

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Where you'll be

Naples, FL, 34102, US

Immerse yourself in the coastal elegance of Naples, staying steps away from the waterfront dining and eclectic boutiques of Tin City Waterfront Shops. Spend sun-drenched afternoons relaxing close to the pristine gulf shores of Lowdermilk Park, or take a short drive to wander through the lush, tropical landscapes of the Naples Botanical Garden. You are also close to premium retail therapy at Coastland Center and the

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
Pets allowed.
No parties or events.

Safety & security

Check-in after 3:00 PM.
Check-out before 10:00 AM.
Maximum 12 guests.