Naples, FL

Sailfish Shore

3 bedrooms3 beds2 baths6 guestsNew

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.

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$375Available3
Jul 23, 2026$375Available3
Jul 24, 2026$375Available3
Jul 25, 2026$375Available3
Jul 26, 2026$375Available3
Jul 27, 2026$375Available3
Jul 28, 2026$375Available3
Jul 29, 2026$375Available3
Jul 30, 2026$375Available3
Jul 31, 2026$375Available3
Aug 1, 2026$375Available3
Aug 2, 2026$375Available3
Aug 3, 2026$375Available3
Aug 4, 2026$375Available3
Aug 5, 2026$375Available3
Aug 6, 2026$375Available3
Aug 7, 2026$375Available3
Aug 8, 2026$375Available3
Aug 9, 2026$375Available3
Aug 10, 2026$375Available3
Aug 11, 2026$375Available3
Aug 12, 2026$375Available3
Aug 13, 2026$375Available3
Aug 14, 2026$375Available3
Aug 15, 2026$375Available3
Aug 16, 2026$375Available3
Aug 17, 2026$375Available3
Aug 18, 2026$375Available3
Aug 19, 2026$375Available3
Aug 20, 2026$375Available3
Aug 21, 2026$375Available3
Aug 22, 2026$375Available3
Aug 23, 2026$375Available3
Aug 24, 2026$375Available3
Aug 25, 2026$375Available3
Aug 26, 2026$375Available3
Aug 27, 2026$375Available3
Aug 28, 2026$375Available3
Aug 29, 2026$375Available3
Aug 30, 2026$375Available3
Aug 31, 2026$375Available3
Sep 1, 2026$375Available3
Sep 2, 2026$375Available3
Sep 3, 2026$375Available3
Sep 4, 2026$375Available3
Sep 5, 2026$375Available3
Sep 6, 2026$375Available3
Sep 7, 2026$375Available3
Sep 8, 2026$375Available3
Sep 9, 2026$375Available3
Sep 10, 2026$375Available3
Sep 11, 2026$375Available3
Sep 12, 2026$375Available3
Sep 13, 2026$375Available3
Sep 14, 2026$375Available3
Sep 15, 2026$375Available3
Sep 16, 2026$375Available3
Sep 17, 2026$375Available3
Sep 18, 2026$375Available3
Sep 19, 2026$375Available3
Sep 20, 2026$375Available3
Sep 21, 2026$375Available3
Sep 22, 2026$375Available3
Sep 23, 2026$375Available3
Sep 24, 2026$375Available3
Sep 25, 2026$375Available3
Sep 26, 2026$375Available3
Sep 27, 2026$375Available3
Sep 28, 2026$375Available3
Sep 29, 2026$375Available3
Sep 30, 2026$375Available3
Oct 1, 2026$375Available3
Oct 2, 2026$375Available3
Oct 3, 2026$375Available3
Oct 4, 2026$375Available3
Oct 5, 2026$375Available3
Oct 6, 2026$375Available3
Oct 7, 2026$375Available3
Oct 8, 2026$375Available3
Oct 9, 2026$375Available3
Oct 10, 2026$375Available3
Oct 11, 2026$375Available3
Oct 12, 2026$375Available3
Oct 13, 2026$375Available3
Oct 14, 2026$375Available3
Oct 15, 2026$375Available3
Oct 16, 2026$475Available3
Oct 17, 2026$475Available3
Oct 18, 2026$475Available3
Oct 19, 2026$475Available3
Oct 20, 2026$475Available3

Amenities

Waterfront
Beach access
Air conditioning
Dryer
Washer
Dedicated workspace
Garage
Hair dryer

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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

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).
No pets allowed.
No parties or events.

Safety & security

Check-in after 3:00 PM.
Check-out before 10:00 AM.
Maximum 6 guests.