# Sailboat Pointe – 5 Bedroom Vacation Rental in Naples, FL | The Holiday Life Sailboat Pointe is a modern waterfront oasis tucked into in the most coveted location within the exclusive Moorings neighborhood of downtown Naples. Enjoy direct gulf access for boating via Doctor's Pass which is just 500 feet from your private dock and direct beach access at Lowdermilk Park, under a mile from the front door. Enjoy soaking up the sun with panoramic water views from your private pool lanai that wraps around the entire rear of the home. Meticulously cared for and designed, this home offers guest bedrooms and a primary suite on the ground floor for convenience. Upstairs, find a second primary suite with an L-shaped balcony overlooking the water. Be greeted by Florida sunshine as you enter the home that boasts volume ceilings, tons of windows, an open concept kitchen with coffee & breakfast nook, formal dining room, stunning outdoor living space with heated pool and spa, a hammock, covered sitting area, summer kitchen with bar, private boat dock and lift, and fenced dog-run area. The Moorings neighborhood is known for the exclusive waterfront lifestyle it affords while also being within a beautiful walk or bike ride from sugar white sand beach access and just a few minutes in the car from downtown Naples' 5th Ave S, 3rd St S, the Pier and so many other attractions. PET POLICY: Well behaved dogs will be considered with approval of the specific breed and age. Please include this information in your inquiry or booking for consideration. Additional pet fees will apply. BOAT LIFT: Inquire for availability of the boat lift as an add-on. A boat lift fee of $100 will 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. **Property URL**: https://the-holiday-life.wanderos.com/property/690270082030370933/sailboat-pointe **Markdown URL**: https://the-holiday-life.wanderos.com/property/690270082030370933/sailboat-pointe.md ## Property Overview - **Sleeps**: 8 guests - **Bedrooms**: 5 bedrooms - **Bathrooms**: 3.5 - **Square Footage**: 3,514 sq ft ## Pricing & Availability - **Nightly Rate**: $500 (before taxes and fees) - **Next Available**: Jul 23, 2026 - **Available Days**: 42 days in the next 90 days - **Daily Pricing (Next 90 Days)**: - Jul 22, 2026: $500 (Available) (29 night min) - Jul 23, 2026: $500 (Available) (29 night min) - Jul 24, 2026: $500 (Available) (29 night min) - Jul 25, 2026: $500 (Available) (29 night min) - Jul 26, 2026: $500 (Available) (29 night min) - Jul 27, 2026: $500 (Available) (29 night min) - Jul 28, 2026: $500 (Available) (29 night min) - 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Sep 7, 2026: $500 (Available) (29 night min) - Sep 8, 2026: $500 (Available) (29 night min) - Sep 9, 2026: $500 (Available) (29 night min) - Sep 10, 2026: $500 (Available) (29 night min) - Sep 11, 2026: $500 (Available) (29 night min) - Sep 12, 2026: $500 (Available) (29 night min) - Sep 13, 2026: $500 (Available) (29 night min) - Sep 14, 2026: $500 (Available) (29 night min) - Sep 15, 2026: $500 (Not Available) (29 night min) - Sep 16, 2026: $500 (Not Available) (29 night min) - Sep 17, 2026: $500 (Not Available) (29 night min) - Sep 18, 2026: $500 (Not Available) (29 night min) - Sep 19, 2026: $500 (Not Available) (29 night min) - Sep 20, 2026: $500 (Not Available) (29 night min) - Sep 21, 2026: $500 (Not Available) (29 night min) - Sep 22, 2026: $500 (Not Available) (29 night min) - Sep 23, 2026: $500 (Not Available) (29 night min) - Sep 24, 2026: $500 (Not Available) (29 night min) - Sep 25, 2026: $500 (Not Available) (29 night min) - Sep 26, 2026: $500 (Not Available) (29 night min) - Sep 27, 2026: $500 (Not Available) (29 night min) - Sep 28, 2026: $500 (Not Available) (29 night min) - Sep 29, 2026: $500 (Not Available) (29 night min) - Sep 30, 2026: $500 (Not Available) (29 night min) - Oct 1, 2026: $500 (Not Available) (29 night min) - Oct 2, 2026: $500 (Not Available) (29 night min) - Oct 3, 2026: $500 (Not Available) (29 night min) - Oct 4, 2026: $500 (Available) (29 night min) - Oct 5, 2026: $500 (Available) (29 night min) - Oct 6, 2026: $500 (Available) (29 night min) - Oct 7, 2026: $500 (Available) (29 night min) - Oct 8, 2026: $500 (Available) (29 night min) - Oct 9, 2026: $500 (Available) (29 night min) - Oct 10, 2026: $500 (Available) (29 night min) - Oct 11, 2026: $500 (Available) (29 night min) - Oct 12, 2026: $500 (Available) (29 night min) - Oct 13, 2026: $500 (Available) (29 night min) - Oct 14, 2026: $500 (Available) (29 night min) - Oct 15, 2026: $500 (Available) (29 night min) - Oct 16, 2026: $500 (Available) (29 night min) - Oct 17, 2026: $500 (Available) (29 night min) - Oct 18, 2026: $500 (Available) (29 night min) - Oct 19, 2026: $500 (Available) (29 night min) - Oct 20, 2026: $500 (Available) (29 night min) ## Availability Rules 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 listed minimum stay, and no intervening nights are marked "Not Available". - Prices are nightly rates before taxes and fees. Final checkout pricing may include taxes, fees, add-ons, discounts, and payment terms. - If a requested date range extends beyond the 90-day table, visit the property URL for live booking details. ## Stay Timing - **Check-in**: After 3:00 PM - **Check-out**: Before 10:00 AM ## Location - **Address**: Naples, FL, US - **Postal Code**: 34103 - **Coordinates**: 26.1730428, -81.8105229 - **Local Area**: Experience the refined coastal charm of Naples, where pristine shores and upscale leisure await. Spend your mornings at nearby Lowdermilk Park for a peaceful beach day, or discover high-end shopping and dining close by at The Village Shops on Venetian Bay. For afternoon adventures, the Naples Zoo at Caribbean Gardens is nearby, while the historic Tin City Waterfront Shops are just a short drive away for waterfront dining and eclectic boutiques. ## Sleeping Arrangements ### Bedroom 1 KING BED ### Bedroom 2 KING BED ### Bedroom 3 KING BED ### Bedroom 4 QUEEN BED ### Bedroom 5 QUEEN BED ## Amenities - WATERFRONT - BEACH_ACCESS - AIR_CONDITIONING - DRYER - WASHER - DEDICATED_WORKSPACE - GARAGE - HAIR_DRYER - HEATING - WIFI - BED_LINENS - BATH_LINENS - TV - COFFEE_MAKER - DISHES - DISHWASHER - KITCHEN - MICROWAVE - OVEN - FRIDGE - STOVE - TOASTER - CARBON_MONOXIDE_DETECTOR - FIRE_EXTINGUISHER - FIRST_AID_KIT - SMOKE_DETECTOR - HAIR_DRYER - BATH_LINENS - BED_LINENS - GARAGE - HEATING - TV - WIFI - DISHES - DISHWASHER - KITCHEN - MICROWAVE - OVEN - FRIDGE - STOVE - TOASTER ## Guest Services - **24/7 Concierge**: Available through the The Holiday Life app - **Housekeeping**: Professional cleaning service - **Maintenance**: On-call support for any issues - **Local Recommendations**: Dining, activities, and experiences ## Property Details - **Property ID**: 690270082030370933 - **Property Slug**: sailboat-pointe ## Booking Information For more information and to book this property, visit: https://the-holiday-life.wanderos.com/property/690270082030370933/sailboat-pointe Or contact The Holiday Life customer service for assistance. --- *Last modified: Jul 22, 2026* *This markdown file is generated automatically for AI agents and search engines.*