Verified
4/10 Poor
Lee G.
5 Apr 2026
Liked: Check-in, location
Disliked: Communication, listing accuracy
Lee G.
Stayed 14 nights in Mar 2026
Entire condo
Windward at Regatta - Modern vacation destination!
Photo gallery for Windward at Regatta - Modern vacation destination!
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
7.07.0 out of 10
Good
Entire condo
3 bedrooms2 bathroomsSleeps 6
Popular amenities
- Pool
- Hot tub
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
Add dates for prices
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!
A fitness centre, a hot tub and laundry facilities are available at this smoke-free condo building. Other amenities include gas grills. The condo has 3 bedrooms and offers free WiFi and a balcony. Guests will find a kitchen with a fridge, an oven, a stovetop and a microwave.
Air-conditioned accommodation at this condo offers coffee/tea makers and a hairdryer. Rooms open to balconies. Kitchens offer fridges, stovetops, microwaves and separate dining areas. Bathrooms include baths or showers.
This Naples condo provides complimentary wireless Internet access. Smart televisions are featured in guestrooms.
Recreational amenities at the condo include a hot tub and a fitness centre.
The recreational activities listed below are available either on-site or nearby; fees may apply.
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
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Policies
Check-in
Check-in time starts at 3:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
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
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
About the area
Located on the waterfront, this condo is in Vanderbilt Beach, a neighbourhood in Naples. Shoppers can check out Fifth Avenue South, while everyone can enjoy the natural beauty of Vanderbilt Beach and Bonita Springs Public Beach. Sun N Fun Lagoon and Golf Safari Mini Golf 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
View more Condo rentals in Naples
Naples, FL
What's nearby
Vanderbilt Beach11 min walk - 0.9 km- Pelican Bay Community Park13 min walk - 1.2 km
- Seabreeze Avenue Beach2 min drive - 1.7 km
- Bayview Avenue Beach3 min drive - 1.7 km
- Mercato5 min drive - 2.4 km
Getting around
- Fort Myers, FL (RSW-Southwest Florida Intl.)37 min drive
Restaurants
- Chipotle Mexican Grill3 min drive
- LaPlaya Beach & Golf Resort18 min walk
- Gumbo Limbo9 min walk
- Bicyclette Cookshop19 min walk
- Buzz's Lighthouse Restaurant10 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).
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Windward at Regatta - Modern vacation destination! Reviews
Reviews
Good
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 informationOpens in a new windowRating 10 - Excellent. 1 out of 2 reviews
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Rating 8 - Good. 0 out of 2 reviews
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Rating 6 - Okay. 0 out of 2 reviews
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Rating 4 - Poor. 1 out of 2 reviews
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Rating 2 - Terrible. 0 out of 2 reviews
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8.0
Cleanliness
9.0
Location
Reviews
Verified
10/10 Excellent
Rosanne M.
9 Aug 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Rosanne M.
Stayed 7 nights in Jul 2025