Naples, FL
Neapolitan Sky
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.
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.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jul 22, 2026 | $650 | Not Available | 29 |
| Jul 23, 2026 | $650 | Not Available | 29 |
| Jul 24, 2026 | $650 | Not Available | 29 |
| Jul 25, 2026 | $650 | Not Available | 29 |
| Jul 26, 2026 | $650 | Not Available | 29 |
| Jul 27, 2026 | $650 | Not Available | 29 |
| Jul 28, 2026 | $650 | Not Available | 29 |
| Jul 29, 2026 | $650 | Not Available | 29 |
| Jul 30, 2026 | $650 | Not Available | 29 |
| Jul 31, 2026 | $650 | Not Available | 29 |
| Aug 1, 2026 | $650 | Not Available | 29 |
| Aug 2, 2026 | $650 | Not Available | 29 |
| Aug 3, 2026 | $650 | Not Available | 29 |
| Aug 4, 2026 | $650 | Not Available | 29 |
| Aug 5, 2026 | $650 | Not Available | 29 |
| Aug 6, 2026 | $650 | Not Available | 29 |
| Aug 7, 2026 | $650 | Not Available | 29 |
| Aug 8, 2026 | $650 | Not Available | 29 |
| Aug 9, 2026 | $650 | Not Available | 29 |
| Aug 10, 2026 | $650 | Not Available | 29 |
| Aug 11, 2026 | $650 | Not Available | 29 |
| Aug 12, 2026 | $650 | Not Available | 29 |
| Aug 13, 2026 | $650 | Not Available | 29 |
| Aug 14, 2026 | $650 | Not Available | 29 |
| Aug 15, 2026 | $650 | Not Available | 29 |
| Aug 16, 2026 | $650 | Not Available | 29 |
| Aug 17, 2026 | $650 | Not Available | 29 |
| Aug 18, 2026 | $650 | Not Available | 29 |
| Aug 19, 2026 | $650 | Not Available | 29 |
| Aug 20, 2026 | $650 | Not Available | 29 |
| Aug 21, 2026 | $650 | Not Available | 29 |
| Aug 22, 2026 | $650 | Not Available | 29 |
| Aug 23, 2026 | $650 | Not Available | 29 |
| Aug 24, 2026 | $650 | Not Available | 29 |
| Aug 25, 2026 | $650 | Not Available | 29 |
| Aug 26, 2026 | $650 | Not Available | 29 |
| Aug 27, 2026 | $650 | Not Available | 29 |
| Aug 28, 2026 | $650 | Not Available | 29 |
| Aug 29, 2026 | $650 | Not Available | 29 |
| Aug 30, 2026 | $650 | Not Available | 29 |
| Aug 31, 2026 | $650 | Not Available | 29 |
| Sep 1, 2026 | $650 | Not Available | 29 |
| Sep 2, 2026 | $650 | Not Available | 29 |
| Sep 3, 2026 | $650 | Not Available | 29 |
| Sep 4, 2026 | $650 | Not Available | 29 |
| Sep 5, 2026 | $650 | Not Available | 29 |
| Sep 6, 2026 | $650 | Not Available | 29 |
| Sep 7, 2026 | $650 | Not Available | 29 |
| Sep 8, 2026 | $650 | Not Available | 29 |
| Sep 9, 2026 | $650 | Not Available | 29 |
| Sep 10, 2026 | $650 | Not Available | 29 |
| Sep 11, 2026 | $650 | Not Available | 29 |
| Sep 12, 2026 | $650 | Not Available | 29 |
| Sep 13, 2026 | $650 | Not Available | 29 |
| Sep 14, 2026 | $650 | Not Available | 29 |
| Sep 15, 2026 | $650 | Not Available | 29 |
| Sep 16, 2026 | $650 | Not Available | 29 |
| Sep 17, 2026 | $650 | Not Available | 29 |
| Sep 18, 2026 | $650 | Not Available | 29 |
| Sep 19, 2026 | $650 | Not Available | 29 |
| Sep 20, 2026 | $650 | Not Available | 29 |
| Sep 21, 2026 | $650 | Not Available | 29 |
| Sep 22, 2026 | $650 | Not Available | 29 |
| Sep 23, 2026 | $650 | Not Available | 29 |
| Sep 24, 2026 | $650 | Not Available | 29 |
| Sep 25, 2026 | $650 | Not Available | 29 |
| Sep 26, 2026 | $650 | Not Available | 29 |
| Sep 27, 2026 | $650 | Not Available | 29 |
| Sep 28, 2026 | $650 | Not Available | 29 |
| Sep 29, 2026 | $650 | Not Available | 29 |
| Sep 30, 2026 | $650 | Not Available | 29 |
| Oct 1, 2026 | $650 | Not Available | 29 |
| Oct 2, 2026 | $650 | Not Available | 29 |
| Oct 3, 2026 | $650 | Not Available | 29 |
| Oct 4, 2026 | $650 | Not Available | 29 |
| Oct 5, 2026 | $650 | Not Available | 29 |
| Oct 6, 2026 | $650 | Not Available | 29 |
| Oct 7, 2026 | $650 | Not Available | 29 |
| Oct 8, 2026 | $650 | Not Available | 29 |
| Oct 9, 2026 | $650 | Not Available | 29 |
| Oct 10, 2026 | $650 | Not Available | 29 |
| Oct 11, 2026 | $650 | Not Available | 29 |
| Oct 12, 2026 | $650 | Not Available | 29 |
| Oct 13, 2026 | $650 | Not Available | 29 |
| Oct 14, 2026 | $650 | Not Available | 29 |
| Oct 15, 2026 | $650 | Not Available | 29 |
| Oct 16, 2026 | $650 | Not Available | 29 |
| Oct 17, 2026 | $650 | Not Available | 29 |
| Oct 18, 2026 | $650 | Not Available | 29 |
| Oct 19, 2026 | $650 | Not Available | 29 |
| Oct 20, 2026 | $650 | Not Available | 29 |
Amenities
New · No reviews (yet)
Be the first to review this place.
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
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
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.
