Title: Windward at Regatta - Modern vacation destination! Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=602724&destination=Naples%2C+Florida%2C+United+States+of+America&selected=107969262&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # Windward at Regatta - Modern vacation destination! ## Photo gallery for Windward at Regatta - Modern vacation destination! ![A heated pool - Windward at Regatta - Modern vacation destination! (Naples)](https://images.trvl-media.com/lodging/108000000/107970000/107969300/107969262/9c719b9c.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV - Windward at Regatta - Modern vacation destination! (Naples)](https://images.trvl-media.com/lodging/108000000/107970000/107969300/107969262/ee33cd4c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Windward at Regatta - Modern vacation destination! (Naples)](https://images.trvl-media.com/lodging/108000000/107970000/107969300/107969262/f3509a84.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining - Windward at Regatta - Modern vacation destination! (Naples)](https://images.trvl-media.com/lodging/108000000/107970000/107969300/107969262/76b79c0d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV - Windward at Regatta - Modern vacation destination! (Naples)](https://images.trvl-media.com/lodging/108000000/107970000/107969300/107969262/w1495h1000x3y0-73beee7b.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Regatta at Vanderbilt Beach offers a resort-style retreat with modern coastal furnishings. Unwind in the tropical waterfall pool, relax on your oversized balcony overlooking the Bay, or enjoy a workout at the fitness center and then lounge by the lap pool. ## Reviews 10 Exceptional ### Entire condo 3 bedrooms2 bathroomsSleeps 6 ## Popular amenities - Pool - Hot tub - Kitchen - Washing machine - Dryer - Free Wi-Fi £2,374 includes taxes & fees 4 Apr - 5 Apr ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire condo to yourself and will only share it with other guests in your party. ### Windward at Regatta - Modern vacation destination! Regatta at Vanderbilt Beach is a resort style condo complex ideally located just two blocks to Vanderbilt Beach, home of the Ritz Carlton Naples and one of the area's most popular beaches for recreation. Unit 602 beautiful coastal modern furnishings. The primary bedroom features a king size bed with en-suite bathroom and boasts a fantastic oversized balcony with direct views of the Bay! The Regatta pool area offers lounge chairs, a tropical waterfall pool, lap pool, spa/hot tub, and a poolside tiki hut complete with a kitchen, ice maker, and two gas grills. A fitness center is located adjacent to the pool area. Less than half a mile's walk lands you at the entrance to Vanderbilt Beach, immediately adjacent to the Ritz Carlton, and convenient to beachfront dining destinations including the Turtle Club and Baleen at LaPlaya, and casual bayfront dining at Buzz's Lighthouse. Regatta is also less than 2 miles from the outdoor dining and shopping complex Mercato, which has a Whole Foods and the Pavilion Plaza with a great movie theater and many more restaurants and shops. ​​​​​​​\*\*\*CONDO APPLICATION: This condo requires that all rentals are approved by the condo association. The application packet will be emailed to you to complete shortly after booking and does involve a background check. The association will charge you $150 for the application processing. The management company requires 20 days to approve applications, so last minute bookings cannot be accepted. 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 amenities ### Beach - Beach nearby ### Pool/Spa - Communal pool - Heated pool - Hot tub ### Internet - Available in the condo: Free WiFi ### Parking and transport - Onsite parking options include a garage ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Ice maker - Microwave - Oven - Refrigerator - Toaster ### Dining - Dining table ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Bathtub or shower - Hair dryer - Shower ### Living spaces - Dining table - Living room - Separate dining area ### Entertainment - Smart TV ### Outdoor areas - Balcony - Gas grill ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoke-free property ### Location highlights - Near the bay - On the waterfront ### Things to do - Gym - Heated pool - Ecotours nearby - Fishing nearby - Swimming nearby ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher - Deadbolt lock ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/018506a5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Naples Grande Beach Resort Pelican Bay - Pool - Hot tub - Spa - Pet-friendly 9.0 Wonderful 2,034 reviews £423 includes taxes & fees 27 Mar - 28 Mar [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-27&endDate=2026-03-28&selected=15898&PinnedHotelID=15898&HadPinnedHotel=true®ionId=-1&adults=2) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/550000/543700/543614/03101902.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Compass by Margaritaville Hotel Naples Central Naples - 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The provision of housing is linked to their trade, business or profession. Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed On-site parties or group events are strictly prohibited Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has indicated that there is a smoke detector on the property Safety features at this property include a fire extinguisher and a deadlock This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### Property is also known as 882281 ## About the area Located on the waterfront, this condo is in Vanderbilt Beach, a neighbourhood in Naples. Fifth Avenue South and Coconut Point Mall are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Vanderbilt Beach and Bonita Springs Public Beach. Philharmonic Center for the Arts and Sun N Fun Lagoon are also worth visiting. Discover the area's water adventures with fishing and swimming nearby, or enjoy the great outdoors with ecotours. [Visit our Naples travel guide](https://www.expedia.co.uk/Naples.dx602724) [View more Condo rentals in Naples](https://www.expedia.co.uk/Naples-Condos.d602724-aaCondos.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C26.25369%2C-81.81767&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=GRjEZ1sTXSig9iYuCSgCs1uopuk=) Naples, FL ### What's nearby - ![Vanderbilt beach in Naples, Florida](https://images.trvl-media.com/place/553248621532652404/2e032eea-d142-4ae9-80c9-a10de88f17a7.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Vanderbilt Beach 7 min walk \- 0.4 miles - ![Delnor-Wiggins Pass State Park showing a beach and general coastal views as well as a couple](https://images.trvl-media.com/place/6065875/1b94492e-cf4c-418d-bb0c-3ac6e95785f6.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Delnor-Wiggins Pass State Park 3 min drive \- 1.7 miles - Pelican Bay Community Park 12 min walk \- 0.7 miles - Bayview Avenue Beach 20 min walk \- 1.1 miles - Mercato 5 min drive \- 1.5 miles ### Getting around - Fort Myers, FL (RSW-Southwest Florida Intl.) 37 min drive ### Restaurants - Chipotle Mexican Grill 3 min drive - LaPlaya Beach & Golf Resort 18 min walk - The Lobby Bar 9 min walk - Gumbo Limbo 9 min walk - Buzz's Lighthouse Restaurant 10 min walk ## Frequently asked questions ### Does Windward at Regatta - Modern vacation destination! have a pool? ### How much does it cost to stay at Windward at Regatta - Modern vacation destination!? ### Is Windward at Regatta - Modern vacation destination! pet-friendly? ### How much is parking at Windward at Regatta - Modern vacation destination!? ### What time is check-in at Windward at Regatta - Modern vacation destination!? ### What time is check-out at Windward at Regatta - Modern vacation destination!? ### Where is Windward at Regatta - Modern vacation destination! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Windward at Regatta - Modern vacation destination! Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.co.uk/lp/b/content-guidelines) 10 - Excellent 1 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews Verified ### 10/10 Excellent #### Rosanne M. 9 Aug 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Rosanne M. 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