Naples, FL
Sailfish Shore
About the property
Slip into relaxed waterfront living at Sailfish Shore, a newly renovated coastal retreat in the heart of Naples' vibrant Bayshore Arts District. With gulf-access boating, walkability to local dining, and thoughtfully designed indoor-outdoor spaces, this Florida Keys–style home offers an easygoing Naples escape just minutes from downtown and the beach.
HOME FEATURES
Gulf-Access Waterfront – Dock with access to Naples Bay and the Gulf of Mexico
Private Pool & Hot Tub – Heated pool, spa, and waterside sun deck
Outdoor Entertaining – Covered lanai with outdoor kitchen, bar, dining areas, and TV; additional TV on the pool deck
Upper-Level Living – Main living area and all bedrooms upstairs (stairs required)
Primary Suite Workspace – Dedicated work area and chaise lounge
Two-Car Garage – Covered parking and storage
Arrive by boat and step directly into vacation mode, where the dock, heated pool, and hot tub create an inviting outdoor setting. The ground level is designed entirely for outdoor living, featuring a spacious covered lanai with an outdoor kitchen complete with mini fridge, sink, bar seating, and two dining areas. Comfortable cushioned lounge furniture and a TV make this space ideal for casual gatherings, while an additional TV on the pool deck enhances laid-back afternoons by the water. A pool bathroom on this level adds convenience for time spent outside, and dockside chaise lounges invite sun-soaked relaxation.
Upstairs, all main living spaces and bedrooms are located on the upper level, accessible by stairs, offering an elevated waterfront perspective and added privacy. The open-concept living and dining area flows seamlessly onto a covered porch overlooking the water—perfect for quiet mornings with coffee or evening meals without venturing downstairs.
The primary suite serves as a private retreat, featuring a king bed, chaise lounge, and a dedicated work space ideal for remote-friendly stays. Guest bedrooms are also located on this level, creating a cohesive layout well suited for families or couples traveling together.
Located within walking distance of local restaurants, bars, and coffee shops, Sailfish Shore places you steps from the lively waterfront atmosphere of Celebration Park, known for its food trucks, outdoor bar, and live music. The Naples Botanical Garden is just down the road, while the beaches of Olde Naples are within three miles. With boating access from the backyard and downtown Naples at your doorstep, this home offers the best of both worlds.
Whether you arrive by land or sea, Sailfish Shore delivers a relaxed Naples escape where waterfront living, modern comfort, and neighborhood energy come together effortlessly.
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.
Slip into relaxed waterfront living at Sailfish Shore, a newly renovated coastal retreat in the heart of Naples' vibrant Bayshore Arts District. With gulf-access boating, walkability to local dining, and thoughtfully designed indoor-outdoor spaces, this Florida Keys–style home offers an easygoing Naples escape just minutes from downtown and the beach.
HOME FEATURES
Gulf-Access Waterfront – Dock with access to Naples Bay and the Gulf of Mexico
Private Pool & Hot Tub – Heated pool, spa, and waterside sun deck
Outdoor Entertaining – Covered lanai with outdoor kitchen, bar, dining areas, and TV; additional TV on the pool deck
Upper-Level Living – Main living area and all bedrooms upstairs (stairs required)
Primary Suite Workspace – Dedicated work area and chaise lounge
Two-Car Garage – Covered parking and storage
Arrive by boat and step directly into vacation mode, where the dock, heated pool, and hot tub create an inviting outdoor setting. The ground level is designed entirely for outdoor living, featuring a spacious covered lanai with an outdoor kitchen complete with mini fridge, sink, bar seating, and two dining areas. Comfortable cushioned lounge furniture and a TV make this space ideal for casual gatherings, while an additional TV on the pool deck enhances laid-back afternoons by the water. A pool bathroom on this level adds convenience for time spent outside, and dockside chaise lounges invite sun-soaked relaxation.
Upstairs, all main living spaces and bedrooms are located on the upper level, accessible by stairs, offering an elevated waterfront perspective and added privacy. The open-concept living and dining area flows seamlessly onto a covered porch overlooking the water—perfect for quiet mornings with coffee or evening meals without venturing downstairs.
The primary suite serves as a private retreat, featuring a king bed, chaise lounge, and a dedicated work space ideal for remote-friendly stays. Guest bedrooms are also located on this level, creating a cohesive layout well suited for families or couples traveling together.
Located within walking distance of local restaurants, bars, and coffee shops, Sailfish Shore places you steps from the lively waterfront atmosphere of Celebration Park, known for its food trucks, outdoor bar, and live music. The Naples Botanical Garden is just down the road, while the beaches of Olde Naples are within three miles. With boating access from the backyard and downtown Naples at your doorstep, this home offers the best of both worlds.
Whether you arrive by land or sea, Sailfish Shore delivers a relaxed Naples escape where waterfront living, modern comfort, and neighborhood energy come together effortlessly.
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.
Slip into relaxed waterfront living at Sailfish Shore, a newly renovated coastal retreat in the heart of Naples' vibrant Bayshore Arts District. With gulf-access boating, walkability to local dining, and thoughtfully designed indoor-outdoor spaces, this Florida Keys–style home offers an easygoing Naples escape just minutes from downtown and the beach.
HOME FEATURES
Gulf-Access Waterfront – Dock with access to Naples Bay and the Gulf of Mexico
Private Pool & Hot Tub – Heated pool, spa, and waterside sun deck
Outdoor Entertaining – Covered lanai with outdoor kitchen, bar, dining areas, and TV; additional TV on the pool deck
Upper-Level Living – Main living area and all bedrooms upstairs (stairs required)
Primary Suite Workspace – Dedicated work area and chaise lounge
Two-Car Garage – Covered parking and storage
Arrive by boat and step directly into vacation mode, where the dock, heated pool, and hot tub create an inviting outdoor setting. The ground level is designed entirely for outdoor living, featuring a spacious covered lanai with an outdoor kitchen complete with mini fridge, sink, bar seating, and two dining areas. Comfortable cushioned lounge furniture and a TV make this space ideal for casual gatherings, while an additional TV on the pool deck enhances laid-back afternoons by the water. A pool bathroom on this level adds convenience for time spent outside, and dockside chaise lounges invite sun-soaked relaxation.
Upstairs, all main living spaces and bedrooms are located on the upper level, accessible by stairs, offering an elevated waterfront perspective and added privacy. The open-concept living and dining area flows seamlessly onto a covered porch overlooking the water—perfect for quiet mornings with coffee or evening meals without venturing downstairs.
The primary suite serves as a private retreat, featuring a king bed, chaise lounge, and a dedicated work space ideal for remote-friendly stays. Guest bedrooms are also located on this level, creating a cohesive layout well suited for families or couples traveling together.
Located within walking distance of local restaurants, bars, and coffee shops, Sailfish Shore places you steps from the lively waterfront atmosphere of Celebration Park, known for its food trucks, outdoor bar, and live music. The Naples Botanical Garden is just down the road, while the beaches of Olde Naples are within three miles. With boating access from the backyard and downtown Naples at your doorstep, this home offers the best of both worlds.
Whether you arrive by land or sea, Sailfish Shore delivers a relaxed Naples escape where waterfront living, modern comfort, and neighborhood energy come together effortlessly.
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 | $375 | Available | 3 |
| Jul 23, 2026 | $375 | Available | 3 |
| Jul 24, 2026 | $375 | Available | 3 |
| Jul 25, 2026 | $375 | Available | 3 |
| Jul 26, 2026 | $375 | Available | 3 |
| Jul 27, 2026 | $375 | Available | 3 |
| Jul 28, 2026 | $375 | Available | 3 |
| Jul 29, 2026 | $375 | Available | 3 |
| Jul 30, 2026 | $375 | Available | 3 |
| Jul 31, 2026 | $375 | Available | 3 |
| Aug 1, 2026 | $375 | Available | 3 |
| Aug 2, 2026 | $375 | Available | 3 |
| Aug 3, 2026 | $375 | Available | 3 |
| Aug 4, 2026 | $375 | Available | 3 |
| Aug 5, 2026 | $375 | Available | 3 |
| Aug 6, 2026 | $375 | Available | 3 |
| Aug 7, 2026 | $375 | Available | 3 |
| Aug 8, 2026 | $375 | Available | 3 |
| Aug 9, 2026 | $375 | Available | 3 |
| Aug 10, 2026 | $375 | Available | 3 |
| Aug 11, 2026 | $375 | Available | 3 |
| Aug 12, 2026 | $375 | Available | 3 |
| Aug 13, 2026 | $375 | Available | 3 |
| Aug 14, 2026 | $375 | Available | 3 |
| Aug 15, 2026 | $375 | Available | 3 |
| Aug 16, 2026 | $375 | Available | 3 |
| Aug 17, 2026 | $375 | Available | 3 |
| Aug 18, 2026 | $375 | Available | 3 |
| Aug 19, 2026 | $375 | Available | 3 |
| Aug 20, 2026 | $375 | Available | 3 |
| Aug 21, 2026 | $375 | Available | 3 |
| Aug 22, 2026 | $375 | Available | 3 |
| Aug 23, 2026 | $375 | Available | 3 |
| Aug 24, 2026 | $375 | Available | 3 |
| Aug 25, 2026 | $375 | Available | 3 |
| Aug 26, 2026 | $375 | Available | 3 |
| Aug 27, 2026 | $375 | Available | 3 |
| Aug 28, 2026 | $375 | Available | 3 |
| Aug 29, 2026 | $375 | Available | 3 |
| Aug 30, 2026 | $375 | Available | 3 |
| Aug 31, 2026 | $375 | Available | 3 |
| Sep 1, 2026 | $375 | Available | 3 |
| Sep 2, 2026 | $375 | Available | 3 |
| Sep 3, 2026 | $375 | Available | 3 |
| Sep 4, 2026 | $375 | Available | 3 |
| Sep 5, 2026 | $375 | Available | 3 |
| Sep 6, 2026 | $375 | Available | 3 |
| Sep 7, 2026 | $375 | Available | 3 |
| Sep 8, 2026 | $375 | Available | 3 |
| Sep 9, 2026 | $375 | Available | 3 |
| Sep 10, 2026 | $375 | Available | 3 |
| Sep 11, 2026 | $375 | Available | 3 |
| Sep 12, 2026 | $375 | Available | 3 |
| Sep 13, 2026 | $375 | Available | 3 |
| Sep 14, 2026 | $375 | Available | 3 |
| Sep 15, 2026 | $375 | Available | 3 |
| Sep 16, 2026 | $375 | Available | 3 |
| Sep 17, 2026 | $375 | Available | 3 |
| Sep 18, 2026 | $375 | Available | 3 |
| Sep 19, 2026 | $375 | Available | 3 |
| Sep 20, 2026 | $375 | Available | 3 |
| Sep 21, 2026 | $375 | Available | 3 |
| Sep 22, 2026 | $375 | Available | 3 |
| Sep 23, 2026 | $375 | Available | 3 |
| Sep 24, 2026 | $375 | Available | 3 |
| Sep 25, 2026 | $375 | Available | 3 |
| Sep 26, 2026 | $375 | Available | 3 |
| Sep 27, 2026 | $375 | Available | 3 |
| Sep 28, 2026 | $375 | Available | 3 |
| Sep 29, 2026 | $375 | Available | 3 |
| Sep 30, 2026 | $375 | Available | 3 |
| Oct 1, 2026 | $375 | Available | 3 |
| Oct 2, 2026 | $375 | Available | 3 |
| Oct 3, 2026 | $375 | Available | 3 |
| Oct 4, 2026 | $375 | Available | 3 |
| Oct 5, 2026 | $375 | Available | 3 |
| Oct 6, 2026 | $375 | Available | 3 |
| Oct 7, 2026 | $375 | Available | 3 |
| Oct 8, 2026 | $375 | Available | 3 |
| Oct 9, 2026 | $375 | Available | 3 |
| Oct 10, 2026 | $375 | Available | 3 |
| Oct 11, 2026 | $375 | Available | 3 |
| Oct 12, 2026 | $375 | Available | 3 |
| Oct 13, 2026 | $375 | Available | 3 |
| Oct 14, 2026 | $375 | Available | 3 |
| Oct 15, 2026 | $375 | Available | 3 |
| Oct 16, 2026 | $475 | Available | 3 |
| Oct 17, 2026 | $475 | Available | 3 |
| Oct 18, 2026 | $475 | Available | 3 |
| Oct 19, 2026 | $475 | Available | 3 |
| Oct 20, 2026 | $475 | Available | 3 |
Amenities
New · No reviews (yet)
Be the first to review this place.
Where you'll be
Naples, FL, 34112, US
Immerse yourself in the coastal elegance of Naples, where lush tropical beauty meets upscale waterfront living. Stroll nearby through the vibrant flora of the Naples Botanical Garden, or head to the Tin City Waterfront Shops to explore unique boutiques and dine along the harbor. A short drive leads to the white sands of Lowdermilk Park for a sunset walk, or to the Naples Zoo at Caribbean Gardens for an
Immerse yourself in the coastal elegance of Naples, where lush tropical beauty meets upscale waterfront living. Stroll nearby through the vibrant flora of the Naples Botanical Garden, or head to the Tin City Waterfront Shops to explore unique boutiques and dine along the harbor. A short drive leads to the white sands of Lowdermilk Park for a sunset walk, or to the Naples Zoo at Caribbean Gardens for an
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.
