Naples and Marco Island beaches have won many prestigious awards, this quiet corner in southwest Florida provides the most beautiful beaches. Expect fine white sand and palm trees along the shore of the Gulf of Mexico. Waves are usually small and manageable, and the water tends to be shallow for quite a distance from the shoreline.
Relaxed Vibe with Nearby Restaurants
The Beach at Naples Pier
If you’re looking for a beautiful soft-sand beach, with nearby restaurants, manageable crowds, a fun vibe, and washroom facilities, Naples Pier is the best place to go. This beach is picture perfect and stretches on for miles. The pier also has a solid place in local history – the dock dates back to 1888 and was originally used for freight and ship passengers. Today, the pier features a concession stand, parking access and restrooms and invites fishing 24 hours a day (no fishing license required).
Very Popular
Vanderbilt Beach
Vanderbilt Beach is the backyard for guests staying at the Vanderbilt Beach Resort, LaPlaya Beach & Golf Resort, and The Ritz-Carlton, Naples. Vanderbilt Beach is open to the public, white sands wispy with sea oats, shells and birding. More than a pretty view, this stretch of beach is rich with amenities including concessions, restrooms and showers, a parking garage and handicap access. If you like a bit of liveliness and action in your beach, this is the place to come.
Family and Friends Beach Day
Lowdermilk Beach
The beach is backed by a green space where you’ll find picnic tables, showers, a playground for the kids, volleyball court, barbecues, and restrooms. It’s an idea place to visit with family and friends and watch the sunset.
Nature and Adventure
Tigertail Beach on Marco Island
One of the most popular spots on Marco Island. The tidal pools are filled with fish and sea life, and what was once an offshore sandbar is now Sand Dollar Island. There’s also a great playground and a concession stand that rents kayaks, stand up paddleboards and other beach gear.
Check back often, there’s always more to discover!
A natural and cultural gem tucked away in Southwest Florida, the Paradise Coast is where the Gulf of Mexico’s turquoise water meets white sand, wild islands and downtowns filled with artful treasures, culinary delights and countless other discoveries. Explore Naples, Marco Island, Everglades City, Immokalee and Ave Maria and find your most idyllic Florida vacation.
Below you’ll find the best luxury vacation rentals Naples has to Offer.
Marco Island is surrounded by water so it’s no surprise many of the best restaurants serve delicious freshly caught seafood. With a range of style and prices, you’re sure to find a new favorite dinner spot or must-go lunch place while your visiting.
Local Favorite
Little Bar
In the fishing town of Goodland is the quirky yet dependable Little Bar. Serving up fresh seafood, shellfish, salty favorites, Everglades fare, and Old World staples for 41 years, this little waterside restaurant is a tourist and local favorite alike.
Visit their website to see their monthly entertainment schedule.
Modern Beachfront
DECK AT 560 BAR & RESTAURANT
This open-air beachside dock restaurant boasts over 200 gulf view seats and focuses on locally sourced and sustainable seafood with farm-fresh produce. Enjoy the sunset, a salty breeze and a delightful dinner before heading back to your home away from home.
Visit their website for more info.
Authentic Italian
Sale e Pepe
Created from scratch daily, Sale e Pepe’s menu is truly authentic Southern Italian cooking. With sweeping gulf views and an extensive collection of wines, it’s the perfect setting for a romantic date night!
Visit their website for more info.
Breakfast & Brunch
Doreen’s Cup of Joe
This breakfast-all-day spot is the perfect place to grab coffee, some freshly squeezed orange juice and a stack of famous key lime pancakes. They use only fresh, local, and the healthiest products available.
Visit their website for more info.
Waterfront Restaurant
Snook Inn
Snook Inn is the perfect place to experience authentic island cuisine for lunch and dinner. Right by the docks and live music every evening, this long-standing restaurant and bar is the social hub of the island. They will also cook up your catch!
Visit their website for more info.
One of the greatest parts about staying in SouthWest Florida is the incredible dining opportunities. Our community is home to world-renowned chefs serving inspired seafood, international delicacies, and satisfying bar bites.
Fresh Italian Seafood
Sea Salt Naples
The flagship restaurant from the Aielli group, Sea Salt Naples has been a culinary force in the community since opening in 2008. Sea Salt was named one of Esquires 23 beset new restaurants shortly after opening. They specialize in fresh seafood, innovate specialties, fine wine and craft cocktails. Visit seasaltnaples.com for more information.
Spanish Mediterranean Fusion
Lamoraga
Lamoraga’s stunning modern interior paired with innovative bites, divine paella, and a curated wine list make it an easy choice for a night out. Visit lamoragarestaurant.com to find our more.
Innovative Indian
21 Spices by Chef Asif
Asif Syed, head chef and owner of 21 Spices has enjoyed international acclaim for his incredibly delicious Indian fare. He’s been featured on numerous Food Network shows, hosted billionaire Shahid Khan, cooked at the James Beard House in NYC, and is a regular at the South Beach Wine and Food Festival. Visit 21spicesdining.com for menu and directions.
3rd Street Naples
Barbatella
Delicious Pizza and Mediterranean Cuisine. Enjoy its lively atmosphere and a dedication to the best of Italian rustic cooking. Be sure to leave room for our home-made Italian Gelato! Visit Barbatella to learn more.
Sustainable Vegan Options
True Food Kitchen
Located inside Waterside Shops, True Food Kitchen ensures all of its dishes and drinks work to increase the longevity of their customers and the planet. The foodies, the health experts, and the wellness seekers. The flavor fanatics, the plant-based and the protein obsessed.
Visit True Food for menu and directions.
Check back often, there’s always more to discover!
Naples offers stunning beaches, engaging art galleries and performances, world-class dining, challenging golf courses and endless shopping experience. With all these options, it’s no wonder we are one of the top vacation destinations! Once you decide to visit Naples, picking the perfect vacation rental makes the rest of the trip that much better.
Pick a Locale
Imagine your perfect vacation; do you spend your days lounging by the beach, golfing or dining? Picking the right area of Naples guarantees you’ll be able to make the most of your trip.
Beachfront
We have plenty of stunning beachfront or beach-adjacent listings that offer some of the most celebrated beaches in the world just outside your door. Choose a home further south to be close to downtown Naples’ dining and shopping.
Beach Area Listings
WALDORF 1B
A rare find! Live in luxurious coastal comfort directly on one of Naples best stretches of beach. This sprawling, newly renovated condo in the prestigious Waldorf building lives like a beachfront home and is appointed with the highest level of finishes and decor to offer a 5-star living experience.
GULF SHORE GRAND
Olde Naples, reimagined for contemporary luxury living! Gulf Shore Grand is a brand new estate-style home nestled in the center of town just steps to the white sand gulf beach and only two blocks from 5th Ave S. The home is a modern masterpiece, featuring clean lines and the highest level of luxury finishes inside and out.
2ND AVE BEACH HOUSE
The Olde Naples home you’ve been searching for! This completely renovated Florida home is set on a lushly landscaped lot just steps from the sugar sand gulf beach. The interior offers 3 bedrooms, 3 baths (2 en suite, plus a guest/pool bath!) a living room, dining room, open kitchen and den with sliders out to the pool area.
Golf Course/Country Club
Are you looking to enjoy a quiet home away from home experience close to the links? Our golf course homes and condos offer complete relaxation and all the amenities you’d expect from a country club lifestyle.
Country Club Listings
CHERRY OAKS 101
Modern luxury at Fiddler’s Creek. This ground floor coach home in Cherry Oaks offers convenience and plenty of space for your seasonal stay. Light, contemporary style lends a sense of calm to this open floor plan which includes 3 bedrooms plus a den/TV room. A screened lanai, accessible from the living room, dining room and master overlooks a lushly landscaped area and the golf course beyond.
WATERCOURSE VILLA II
The ultimate golfer’s destination…Watercourse Villa II is a spacious single family home in Talis Park, one of Naples’ most coveted club communities and comes with a fully transferable golf membership! Beautifully decorated in a contemporary Florida style, the home has calming feel of a luxury resort, inviting relaxation! An open great room offers views out to the West facing private pool, spa and yard space overlooking the lake.
WATERLILY AT GREENLINKS
Our Waterlily golf villa is a newly updated condo in Lely Resort’s Greenlinks community, offered for rental exclusively through The Holiday Life! This end-unit has the luxury of the most desirable location within the community, offering a captivating golf course and lake view from the master bedroom and screened lanai.
Downtown Naples
Downtown Naples is home to countless celebrated restaurants, boutique shopping experiences, and inviting artistic experiences all in a walkable waterside environment.
Downtown Listings
NAPLES BAY RESORT I-205
Experience the best of Naples in luxurious coastal style…this newly updated and impeccably furnished condo in the Cottages at Naples Bay Resort offers resort-style living right downtown. The Naples Bay Resort is an amenity-rich property ideally located on US 41 adjacent to historic Tin City and 5th Avenue South. The screened and covered balcony offers views of the lushly landscaped area outside and is furnished with a sectional sofa – perfect for enjoying the balmy breezes flowing in off of Naples Bay.
CANARY COVE COTTAGE
Canary Cove Cottage is a private, tropical oasis nestled in the perfect location, right in the heart of Olde Naples! The classic Key West style home invites relaxed Florida living with all the modern amenities you could hope for in a beach house. Walk 2 blocks west to Third Street South, home of the renowned Naples farmer’s market, Tommy Bahama’s and many more elegant shops and eateries. Three more blocks west you’ll find yourself at the pristine white sand beach and historic Naples Pier – a community landmark!
LA GALLERIA LOFT
La Galleria Loft is a spacious Olde Naples apartment perched directly above our beach town’s most charming shopping and dining district, 3rd Street South. Completely renovated to a designer luxury standard, the loft apartment offers the ultimate in downtown living with fabulous amenities including a private 2-car garage, a huge screened and covered outdoor living room with a hot tub, wet bar and TV and a sun deck with chaise lounges.
Feeling overwhelmed?
We’re local experts and are happy to help you find the perfect luxury vacation rental. Call us at (239) 349-2494 or send us an email at info@theholidaylife.com for help with your holiday.