Condo

Windward at Regatta - Modern vacation destination!

Waterfront condo with fitness centre and Hot tub

Photo gallery for Windward at Regatta - Modern vacation destination!

Living area
Aerial view
Interior
Interior
Bathroom

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Hot tub
  • Parking available
  • Gym
  • Dryer
  • Pool
  • Washer

Explore the area

View map
  • Place, Vanderbilt Beach
  • Place, Mercato
  • Place, Delnor-Wiggins Pass State Park
  • Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Kitchen
Balcony
Separate dining area
Dining area

About this property

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.

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Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

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

About the area

Naples

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. Naples Zoo at Caribbean Gardens 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.
Map
Naples, FL

What's nearby

  • Vanderbilt Beach - 7 min walk - 0.7 km
  • Mercato - 3 min drive - 2.4 km
  • Delnor-Wiggins Pass State Park - 3 min drive - 2.8 km
  • Tiburon Golf Club - 7 min drive - 5.9 km
  • Clam Pass Park - 13 min drive - 5.2 km

Getting around

  • Fort Myers, FL (RSW-Southwest Florida Intl.) - 37 min drive

Restaurants

  • ‪The Lobby Bar - ‬9 min walk
  • ‪LaPlaya Beach & Golf Resort - ‬18 min walk
  • ‪Tacos And Tequila - ‬3 min drive
  • ‪Namba - ‬3 min drive
  • ‪Buzz's Lighthouse Restaurant - ‬10 min walk

Frequently asked questions

Does Windward at Regatta - Modern vacation destination! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Windward at Regatta - Modern vacation destination! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Windward at Regatta - Modern vacation destination!?

On-site parking is available at the property.

What time is check-in at Windward at Regatta - Modern vacation destination!?

Check-in begins at 3:00 PM.

What time is check-out at Windward at Regatta - Modern vacation destination!?

Checkout is at 10:00 AM.

Where is Windward at Regatta - Modern vacation destination! located?

Located in Vanderbilt Beach, this condo building is within a 15-minute walk of Vanderbilt Beach and Pelican Bay Community Park. Bayview Avenue Beach and Mercato are also within 2 miles (3 km).

Reviews

10

Exceptional

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

Reviews

10/10 Excellent

Rosanne M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jul 2025

About the host

Hosted by The Holiday Life

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests