What are the Best Holiday Villas that Naples has to Offer?

  • By Tammy van der Westhuizen
  • Published 11 August 2023
  • Revised 15 August 2023
What are the Best Holiday Villas that Naples has to Offer?
  • By Tammy van der Westhuizen
  • Published 11 August 2023
  • Revised 15 August 2023
What are the Best Holiday Villas that Naples has to Offer?
  • By Tammy van der Westhuizen
  • Published 11 August 2023
  • Revised 15 August 2023

When visiting Florida’s sophisticated city of Naples, the best way to truly experience this city’s upmarket flair is by staying in a villa. Whether you’re staying on a prestigious golf course, in a beachside mansion, or a villa backed by verdant nature, you will truly capture the essence of Naples' glamorous charm.

Also renowned for its upscale shopping and as a gateway to the Everglades, Naples is a city of opulence just waiting to be discovered - and here are some ideas for where you should visit first...

Luxury Villas in Naples

Port Royal Villas

Consider a villa within the highly coveted and upscale enclave of Port Royal, home to lavish canalside mansions with private docks. Here, you can revel in the lap of luxury in the expansive estates, complete with private swimming pools and spillover spas that overlook the tranquil waterways. Then, create culinary delights in the modern kitchens fitted with all the latest appliances, and enjoy your own private dock on the river. Plus, some homes feature convenient, well-equipped fitness rooms to keep you active.

Next, unwind in the sanctuary of your stylish and spacious bedroom while enjoying the picturesque views of the canals or Cutlas Cove Beach. For a change of scenery, relax and socialise in the large living spaces, complete with ample poolside sun lounges, with some villas featuring outdoor grills. 

For those seeking adventure, rent a kayak or canoe to explore the waterways or spend lazy days soaking up the sunny radiance at Port Royal Beach. And with Downtown Naples only a 3-mile drive away, you’ll have some of Naples’ finest entertainment, shopping, and dining options when you want a taste of Naples’ refined city. 

Old Naples Beach Villas

Old Naples boasts some of the most beautiful beaches in the region, with soft, white sands and inviting turquoise waters. Holidaygoers seeking a luxurious escape will find Old Naples to be replete with upscale villa homes within walking distance of the beach. And while you’re sinking your toes into the sugary sand, head to Naples Pier, an iconic local landmark and an ideal spot to admire the glorious Gulf Coast sunset.

Beyond the beach, Old Naples transports you to a bygone era with its cobblestone streets, well-preserved historic homes, and elegant architecture. The district's Mediterranean Revival and Carribean-style buildings exude an air of sophistication, fully immersing you in the area’s rich history. And your stunning villa home will not only captivate your eye from its exterior, but inside will showcase elegant interiors, luxurious space, and superb amenities - including a private swimming pool, BBQ grill, and a modern and open-plan kitchen.

Food enthusiasts can  also delight in the diverse culinary scene in Old Naples. The area is dotted with upscale restaurants, charming cafes, and seafood shacks that serve delectable dishes. From fresh seafood caught that day to gourmet creations that tantalise the taste buds, Old Naples ensures that every meal is a memorable experience.

Naples Villas on a Golf Course

Lely Resort Golf & Country Club

One of the primary draws to staying in Lely Resort Golf & Country Club is its world-class golf courses. The resort showcases a trio of championship golf courses meticulously crafted by the esteemed golfing icons Gary Player and Lee Trevino, and the renowned golf architect Robert Trent Jones, Sr.

Avid golfers can choose from the Flamingo Island, Mustang, and Classics courses, each offering unique challenges and breathtaking views of the surrounding landscapes. Beyond golf, Lely Resort offers an array of amenities to enhance your stay. From its large community pool to the bubbling hot tub, the elegant clubhouses perfect for socialising, and the variety of onsite restaurants, there’s lots to keep you active and entertained.

Yet you may never want to leave your villa. Complete with multiple bedrooms, a fully equipped kitchen, expansive living spaces, a private swimming pool and stunning vistas of the golf course and lakes, your villa sojourn at Lely Resort Golf & Country Club offers not only comfort and convenience but also radiates an atmosphere of sophistication.

Windstar on Naples Bay 

Situated in a picturesque setting, Windstar on Naples Bay Villas is ideally located on the scenic Naples Bay, lakes, and lies adjacent to the vibrant Naples Botanical Garden. With well-manicured landscapes, dense groves, and scenic views, you can slip into relaxation right from your outdoor lanai and private swimming pool.

The centrepiece of the Windstar on Naples Bay is its meticulously designed golf course. As a villa guest, you’ll have the privilege of enjoying access to this championship-level golf course, complete with well-maintained fairways, challenging holes, and breathtaking views of Naples Bay. 

Apart from golf, the country club offers an array of amenities to cater to various interests and preferences. These include a clubhouse with fine dining options, fitness facilities, tennis courts, social gathering spaces, and the exclusive South Pointe Yacht Club. The emphasis on providing a comprehensive range of amenities ensures that holidaymakers can enjoy an active and fulfilling getaway without leaving the community.

Naples Villas Near the Beach

Park Shore Villas

Nestled along the picturesque Gulf of Mexico, the Park Shore community offers a serene and upscale retreat for holiday-goers seeking a blend of luxury, relaxation, and seaside ambience. Known for its pristine beaches, elegant residential neighbourhoods, and proximity to high-end shopping and cultural attractions, Park Shore presents a perfect destination for a memorable holiday getaway.

At the heart of the Park Shore community lies its unparalleled access to some of Naples' most exquisite beaches right on your villa’s doorstep. The community boasts approximately 1.25 miles of pristine white sand beachfront along the Gulf, providing ample opportunities for sunbathing, beachcombing, and enjoying the warm waters of the Gulf of Mexico. The azure waters are ideal for swimming, paddleboarding, kayaking, and other water sports, making it an ideal destination for both relaxation and adventure.

And when it's time to retreat to your lavish villa home, extend the aquatic delight by dipping into your private swimming pool. Select villas even come equipped with barbecue facilities, setting the stage for delightful summer evening grilling sessions complemented by refreshing beverages.

Vanderbilt Beach Villas

Located on the pristine shores of North Naples, Vanderbilt Beach is a haven of natural beauty. And what better way to immerse yourself in this coastal paradise than by staying in an exquisite Vanderbilt Beach holiday home? With an idyllic location, exceptional in-home amenities, and breathtaking views, these homes offer an unparalleled holiday experience for all who seek solace and serenity by the sea.

Easy beach access is a hallmark of these holiday homes. Within walking distance of Vanderbilt Beach and Delnor Wiggins State Beach and Park, the location couldn’t be more ideal. What’s more, a string of excellent eateries, lively bars, and convenient supermarkets are also within walking distance in this beachside community, so you’re surrounded by all the city comforts while enjoying the relaxing beachy vibe. 

And of course, you can make a splash in your own swimming pool within your expansive villa, styled to evoke serenity. 

Naples Villas Near Nature

Naples Reserve Villas

Back by the leafy wetlands of the Picayune Strand State Forest, Naples Reserve Villas is one of the city’s top premier lakefront resorts, offering excellent boating opportunities of the gleaming lakes and canals. And with the exceptional amenities on offer in this gated community, you’ll never want to leave this upmarket tropical enclave.

When you’re not soaking up the sunlight at your private swimming pool with a spa bath, you may want to kick back at the lakeside tiki bar for some well-deserved holiday cocktails.

A multitude of leisure options also await at Naples Reserve. Take your pick from kayaking on the tranquil lake, unwinding on the community beach under the sun's embrace, or immersing yourself in the refreshing sapphire waters of the lagoon-style swimming pool. For those with an active spirit, Naples Reserve offers tennis, basketball, and bocce ball courts, along with a fully equipped fitness centre, complete with air conditioning, for your workouts.

And should cooking not be on your agenda in your well-appointed kitchen, you can dine at the onsite café, which serves both lunch and dinner. With two supermarkets conveniently located just 2.5 miles away, a choice of three golf courses in close proximity, and the picturesque Marco Island a mere 10 miles distant, your location couldn't be more ideal.

Golden Gate Estates

To the east of Naples, you'll discover the enchanting Golden Gate Estates, a family-friendly community offering spacious abodes with private swimming pools and full kitchens at a budget-friendly price. One of the key attractions of staying in Golden Gate Estates is the peaceful and natural surroundings. This leafy community offers a lush environment of palm trees, backing some villa’s private lanai areas. 

Families opting for a stay at Golden Gate Estates will relish in the comfort and generosity of villa accommodations, thoughtfully designed to offer sizeable indoor and outdoor spaces. The fully-equipped kitchens cater to convenience, while the sprawling lots and peaceful location combine to deliver a feeling of seclusion, an idyllic escape from the hectic pace of everyday life.

Yet, Golden Gate Estates doesn't just offer a tranquil retreat; it boasts proximity to an array of attractions. Within a mere 5-mile radius, you'll gain access to top-tier golf courses such as Forest Glen, Naples Grande, and Naples Heritage golf clubs. For beach enthusiasts, Lowdermilk Beach is a convenient 8-mile drive away, with the added bonus of passing by the renowned Naples Zoo en route.

Top Condos in Naples

Naples presents a range of choices for holiday accommodations, catering to both budget-conscious travellers and those seeking luxury. For those who prefer a more intimate space for their group, condos offer a suitable option with a selection of cost-effective and upscale alternatives. And if you decide to stay in a resort, you'll have access to a variety of enjoyable and relaxing amenities that will significantly elevate your overall experience.

5th Avenue Beach Club

The 5th Avenue Beach Club boasts a prime location along 5th Avenue South, a vibrant and upscale street known for its boutique shopping, gourmet dining, and cultural attractions. Situated in the heart of downtown Naples and just steps away from the pristine beaches of the Gulf of Mexico, this exclusive beach club offers a luxurious and convenient retreat for those seeking a memorable holiday experience.

Enjoy the resort’s refreshing swimming pool when you’re unwinding in your condo, while you’ll enjoy staying within footsteps of Naples Beach. While in your condo, you’ll enjoy 2 bedrooms and bathrooms, a full kitchen, and a comfortable living room with a TV for entertainment. But who needs in-house entertainment when the beach is on your doorstep, and rich cultural attractions like art galleries, theatres, and a premier shopping street are a few feet away?

Wild Pines at Bonita Bay Club

Situated north of Naples, Bonita Bay Club enjoys a location close to Florida’s upmarket city and the glittering shores of Bonita Beach. What enhances this experience is the opportunity to reside within a golf course environment, enveloped by verdant landscapes, conserved wetlands, and nature havens. While the gated resort maintains an air of sophistication, opting for a Wild Pines condo presents an economical avenue to relish all the offered amenities while still revelling in personal space.

Besides five golf courses designed by top golf architects, you’ll also enjoy a sports centre complete with 18 tennis courts, 10 pickleball courts, and a championship croquet court. Further indulgence is found within the fitness centre and the inviting zero-entry resort pool. What’s more, the club provides an array of on-site dining choices, ensuring a delightful exploration of diverse cuisines and restaurant styles.

Alongside its proximity to Bonita Beach, the club extends the joy of boating activities through its communal marina. Embark on a boat adventure, setting sail upon the aquamarine waters of the Gulf of Mexico. Within your condo, opulent vistas of the golf course, tranquil lakes, and lush reserves become an everyday privilege.

Ready for an adventure? View our award-winning Naples Florida Holidays 2024 & 2025.

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