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Welcome to the enchanting shores of Naples, where sun-kissed beaches and stunning sunsets create a perfect backdrop for your getaway. Explore the vibrant downtown filled with unique shops and delightful dining, or bask in the tranquility of nearby Vanderbilt Beach and Delnor-Wiggins Pass State Park. With a variety of spacious accommodations, from luxurious villas to cozy condos, our vacation rentals offer the comfort and convenience that families and groups crave, ensuring a memorable home-away-from-home experience.
"This condo was amazing and Inna is amazing. Her condo was well stocked for a family with anything we could need. Location was great and the resort was well kept. If we visit Naples, we will stay here again."
"This condo was amazing and Inna is amazing. Her condo was well stocked for a family with anything we could need. Location was great and the resort was well kept. If we visit Naples, we will stay here again."
"Had a great stay, the condo and complex was exactly as advertised, and communication w/owner was excellent. I would highly recommend this as place to stay in Vanderbilt Beach/North Naples area."
"Had a great stay, the condo and complex was exactly as advertised, and communication w/owner was excellent. I would highly recommend this as place to stay in Vanderbilt Beach/North Naples area."
"Excellent apartment; excellent location; excellent hosts. My wife is a germaphob and the place was immaculate. My family loved it and we will definitely book it again."
"Excellent apartment; excellent location; excellent hosts. My wife is a germaphob and the place was immaculate. My family loved it and we will definitely book it again."
"We had a fantastic time at the Regatta Property. The unit was clean and incredibly well appointed. Felt far more like we were friends of the owners than a true rental. Loved the pool and a quick 5 minute walk to Vanderbilt Beach. Great communication."
"We had a fantastic time at the Regatta Property. The unit was clean and incredibly well appointed. Felt far more like we were friends of the owners than a true rental. Loved the pool and a quick 5 minute walk to Vanderbilt Beach. Great communication."
"The "Shabby Shack" isn't so shabby. It is a wonderful place to stay with great accommodations. The condo was clean, well-appointed, and had everything that we needed. The owners were very helpful and we would highly recommend this condo to anyone looking for a place to unwind."
"The "Shabby Shack" isn't so shabby. It is a wonderful place to stay with great accommodations. The condo was clean, well-appointed, and had everything that we needed. The owners were very helpful and we would highly recommend this condo to anyone looking for a place to unwind."
Beautiful Beaches: Enjoy sun-soaked days at Vanderbilt Beach, perfect for relaxation and water activities.
Charming Neighborhoods: Explore picturesque streets filled with friendly local spirit and vibrant community vibes.
Cultural Experiences: Immerse yourself in the local arts and culture scene, with nearby downtown Naples offering unique shops and dining.
Outdoor Activities: Discover urban parks and nature trails, ideal for family-friendly adventures and outdoor fun.
Variety of Accommodations: Choose from luxurious condos, cozy houses, and villas that cater to every travel need.
Popular types of accommodation around Regatta
Planning a getaway to Regatta? You're in for a treat. Discover the charm of Regatta's most sought-after vacation rentals, including private homes, condos, and villas. Enjoy top-notch amenities while staying near Vanderbilt Beach in Naples. Whether you're looking for a cozy house rental or a modern condo, Regatta has the perfect accommodation to make your stay memorable. Get ready for an unforgettable vacation.
Houses: The top choice for visitors in Regatta, these homes offer spacious and comfortable accommodations, ideal for families or groups seeking privacy.
Condos: A popular option for travelers, condos provide modern amenities and often come with stunning views, perfect for a relaxing getaway.
Villas: Luxurious and often spacious, villas in Regatta are perfect for those looking for an upscale vacation experience.
Apartments: Offering convenience and affordability, apartments are a great choice for solo travelers or couples.
Cottages: These charming and cozy rentals provide a quaint atmosphere, perfect for a peaceful retreat.**
Top attractions near Regatta
In Regatta, North Naples, you'll find an array of attractions that blend beach enjoyment with cultural and outdoor experiences. Popular spots include beautiful beaches, urban parks, and charming streets that invite exploration. Whether you're looking to relax by the shore or immerse yourself in the local culture, Regatta offers a delightful mix of activities for every traveler.
Vanderbilt Beach: A beautiful stretch of soft, white sand, Vanderbilt Beach offers a relaxed atmosphere perfect for sunbathing, swimming, and beachcombing. With stunning sunsets and nearby dining options, it's a great spot to unwind.
Delnor-Wiggins Pass State Park: This picturesque state park is ideal for outdoor enthusiasts, featuring hiking trails, scenic views, and pristine beaches. Adventure awaits with opportunities for kayaking, fishing, and wildlife watching.
Clam Pass Park: A family-friendly urban park that combines nature with city amenities. Enjoy the boardwalk, picnic areas, and beautiful beach access while exploring its lush surroundings, perfect for a day of fun and relaxation.
Things to do recommended for couples
For a romantic getaway in North Naples, enjoy a playful round at Golf Safari Mini Golf, just 5 miles away, or embark on an adventure at Coral Cay Adventure Golf, only 9 miles from Regatta. For a unique experience, try the underwater fun at Sanibel Sea School, 19 miles away.
Things to do recommended for families
Your family will have a blast at Sun N Fun Lagoon, a nearby waterpark just 4 miles from Regatta, offering fun for all ages. For more excitement, visit Beach Bowl, an arcade and adventure zone located 18 miles away, perfect for family bonding and thrilling activities.
Things to do recommended for groups
Experience vibrant shopping and entertainment at Mercato, just a mile from Regatta. Enjoy a round of golf at Tiburon Golf Club, located three miles away, or explore the scenic Naples Marina and Excursions, two miles from your stay. Perfect activities for a memorable group getaway.
*Distances are measured in a straight line; actual driving distances may vary depending on the route.
What do I need to keep in mind when booking a vacation around Regatta
If you’re traveling with a group, family, or pets, or if you’re planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.
Traveling to Regatta with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group activities. Thankfully, you can easily filter for these options and more on Vrbo.
Traveling to Regatta with young kids: Traveling with young kids can be a bit tricky. It’s important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are family-friendly.
Taking your pets with you to Regatta: For many families, a vacation isn't truly fulfilling without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly homes offer amenities like food bowls and beds, ensuring that everyone feels comfortable and at home.
Planning for a long term stay visiting Regatta: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.
Where to stay near Regatta
Regatta in North Naples, Florida, offers a delightful blend of family-friendly activities and relaxing coastal living. Just a short drive away, downtown Naples beckons with beautiful views, charming shops, and romantic dining options. Explore picturesque neighborhoods that embody the friendly spirit of the area, making it an ideal vacation spot for all. Discover the perfect balance of leisure and adventure in this captivating region of Florida.
Naples: Naples is a vibrant city known for its stunning beaches and family-friendly atmosphere, making it a prime destination for travelers seeking relaxation and adventure. Located right in the heart of the Gulf Coast, visitors can enjoy the beautiful sandy shores, indulge in upscale shopping at local malls, and play a round of golf at some of the finest courses in the area. Don’t miss the chance to explore local landmarks like the Naples Pier and nearby theme parks, offering fun for the whole family. With a plethora of outdoor activities available, Naples is perfect for those looking to soak up the sun and enjoy an active lifestyle.
Bonita Springs: Just 6 miles from Regatta, Bonita Springs is a charming city that offers a delightful mix of outdoor experiences and beach activities. Known for its pristine beaches and lush parks, Bonita Springs is an ideal spot for families and nature lovers alike. Visitors can engage in various recreational activities, visit local resorts, or enjoy a round of golf while taking in the picturesque surroundings. The area is also home to beautiful islands and scenic waterfronts, providing perfect opportunities for relaxation and exploration.
North Naples: North Naples is a quaint village that offers a serene escape with its beautiful beaches and welcoming community. As part of the greater Naples area, it presents a range of outdoor activities, including golf and access to recreation centers. Families will find plenty of attractions, including nearby beaches and islands that make for fantastic day trips. With its tranquil atmosphere and close proximity to urban amenities, North Naples is perfect for those looking to enjoy both relaxation and adventure in a picturesque setting.
Best time to go to Regatta
If you're planning a trip to Regatta, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.
Calendar Month
Temperature
Precipitation
Cloudiness
Occupancy
Pricing
January
65.7°F (18.7°C)
No Rain (Dry)
Mostly Sunny
High
Average
February
68.2°F (20.1°C)
No Rain (Dry)
Sunny
High
Average
March
70.3°F (21.3°C)
No Rain (Dry)
Sunny
High
Slightly High
April
75.4°F (24.1°C)
No Rain (Dry)
Sunny
Average
Slightly High
May
78.8°F (26.0°C)
Light Rain
Mostly Sunny
Average
Average
June
82.2°F (27.9°C)
Light Rain
Mostly Sunny
Average
Average
July
83.7°F (28.700000000000003°C)
Light Rain
Mostly Sunny
Average
Average
August
84.0°F (28.9°C)
Light Rain
Mostly Sunny
Low
Slightly Low
September
82.4°F (28.0°C)
Light Rain
Mostly Sunny
Low
Slightly Low
October
78.6°F (25.9°C)
Light Rain
Mostly Sunny
Low
Slightly Low
November
73.0°F (22.8°C)
No Rain (Dry)
Mostly Sunny
Average
Average
December
69.3°F (20.700000000000003°C)
No Rain (Dry)
Mostly Sunny
Average
Slightly High
Booking with Vrbo is a breeze
Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Plus, booking a longer stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.
Vrbo Trips: Planning made easy
Vrbo's Trip Board provides a convenient platform for you to plan new trips, manage your existing plans, or review your reservations. All the properties you've saved or booked are neatly categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.