
Luxury rentals in North Naples
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Top-rated luxury holiday rentals in North Naples
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2.5 acre Estate w/ tennis, pickleball, pool, gym
A truly one-of-a-kind private estate, nestled on 2.5 acres of lush tropical landscaping, is designed for both relaxation and entertaining, featuring a private home cinema, fully equipped gym, billiards room, and a separate in-law apartment with convenient elevator access. Step outside to your own private resort, with dining and lounge areas, a 150-foot heated saltwater pool, grilling area and a 14-person inground spa. Enjoy your own tennis, pickleball, basketball, and bocce ball courts.

Welcome to Naples Pool & Paddle!
Welcome to Naples Pool & Paddle — your private slice of coastal luxury. Unwind in this beautifully curated retreat featuring a sparkling private heated pool, a private pickleball court, and all the comforts of high-end living. Just minutes from Naples’ white-sand beaches, world-class dining, and boutique shopping, this stay offers the perfect balance of relaxation and recreation. Whether you’re floating under the palms or playing pickleball, every moment is designed for effortless enjoyment!

2 Villas, Pickleball,Heated pool, Naples escape.
Welcome to Naples Escape–The Estates, a Luxurious Retreat in the Heart of Naples. Set on 2.5 acres of meticulously landscaped grounds, this estate offers both elegance and versatility with its beautifully designed main house and private guest house. Featuring a total of 6 bedrooms and 6 bathrooms, Naples Escape is the perfect destination for family gatherings, multi-generational reunions, getaways with kids, or groups of friends seeking the perfect balance of togetherness and privacy.

Award Nominated Multimillion Beachfront Mansion
🌅 Seas The Day – Award-Nominated Beachfront Luxury with Concierge Touches The moment you walk through the doors of Seas The Day, something shifts. The breeze carries the scent of salt and sea. The horizon stretches endlessly before you. And for the first time in a long time, you exhale. Nominated for the prestigious Sand Dollar Award for Best on Beach, this custom-built Gulf-front estate isn't just a place to stay—it’s a place to reconnect, reflect, and make unforgettable memories.

Brand New Gulf Coast Luxury Getaway
Escape to luxury in Naples, Florida! Our well appointed vacation BRAND NEW 2025 built rental home features a heated private pool and spa, an outdoor kitchen with a sprawling outdoor oasis and luxurious accommodations. Enjoy a gourmet kitchen, elegant dining indoors and out, and multiple living areas with large Alexa enable TV's throughout. Just minutes from beaches, dining, and more, it’s the perfect Florida getaway. Bikes, beach chairs, a universal EV charger and more provided!

Pickleball, Pool, Hot Tub, Game room-Naples escape
Welcome to Naples Escape – A Luxurious Retreat in the Heart of Naples Set on 2.5 acres of meticulously landscaped grounds, this 4-bedroom, 4-bathroom estate combines elegant design and modern amenities for the ultimate getaway. Whether you’re planning a family gathering, a getaway with kids, a multi-generational reunion, or a peaceful retreat with friends, Naples Escape is the perfect destination for relaxation and recreation, conveniently located near Naples’ best attractions.

Lavish Lux-Beautiful New Build-Pool-Spa-Sleeps 8
This beautiful new construction home features four spacious bedrooms and three modern bathrooms, perfect for families. With comfortable beds and stylish living spaces, it offers ultimate relaxation. Outside, enjoy a private oasis with a saltwater pool and spa. The lanai includes a grilling area, dining space, and a smart TV for movies and sports games. Just minutes from Vanderbilt Beach and entertainment at the Marcato, it’s an ideal home for both comfort and coastal living.

Waterfront Luxury Oasis:1 min to Beach, Pool & Spa
Welcome to Oasis Villa: 1 min to Beach, Pool & Spa An Airbnb Luxe waterfront villa just steps from Bonita Beach. This brand-new luxury villa offers bay and golf views, a private heated pool and spa, elevator access, elegant indoor-outdoor living, and sunset views with dolphins often passing by the canal. Enjoy 4 spacious bedrooms with king beds and ensuite bathrooms. Designed for families and groups who want a refined beach escape with comfort of a private luxury home.

Vanderbilt II - Esthetic Stays
Welcome to your exclusive Naples getaway featuring our Triple-Cleaned Promise for a spotless, disinfected stay. This spacious and fully furnished home is just steps from Vanderbilt Beach and offers everything needed for the perfect vacation. Relax in the gorgeous heated pool, take in beautiful water views from the upper balcony, and enjoy luxurious amenities, scenic surroundings, and endless outdoor activities with complete comfort and peace of mind.

Vanderbilt Luxury | Salt Pool & Spa | Near Beach
Brand NEW 🏖️ Private Retreat | Salt Pool & Spa | Vanderbilt Drive Escape to this newly built luxury retreat along Vanderbilt Drive, minutes from Vanderbilt Beach. Designed with thoughtful touches throughout, this resort-style home features open, light-filled living spaces, a private pool and spa, and seamless indoor-outdoor flow. Ideal for relaxing, reconnecting, and enjoying the best of Naples in a refined coastal setting.

Beachfront Mansion - Pool, Theater, Game Room
Welcome to Your Private Beachfront Getaway Wake up to breathtaking Gulf views and soft white sand just steps away. Spend your days lounging by the private pool, soaking in the hot tub, or watching a movie in the in-home theater. Enjoy coffee on the balcony, sunsets on the beach, and starry nights with loved ones. Whether it's adventure or relaxation, this luxurious retreat is all about comfort, connection, and memories.

Bayfront View, Steps to Bonita Beach - Twin Tides
Welcome to Twin Tides — Bayfront Calm, Beachside Bliss Perfectly situated between the peaceful bay and the soft sands of Bonita Beach, Twin Tides is a down-to-the-studs luxury renovation designed for families who want space, comfort, and the best of coastal living. Enjoy sunrise over the bay from your bedroom, walk across the street for sunset on the Gulf, and relax in your private pool with a shaded cabana lounge.
Popular amenities for North Naples luxury holiday rentals
Other great luxury holiday rentals in North Naples

Beachside Haven with Pool, Dock and Walk to Beach

Vanderbilt I - Esthetic Stays

Large Beachfront Home Perfect For Groups

Riverfront Estate w/ Pool, 5-min to Beach

Luxury 6BR Bayfront Home Pool, Dock, Walk to Beach

Sunshine Retreat | Pool + Sun Deck

Waterfront Retreat | Breathtaking Canal Views
Destinations to explore
- Townhouse rentals North Naples
- Villa rentals North Naples
- Rentals with a hot tub North Naples
- Pet-friendly rentals North Naples
- Apartment rentals North Naples
- Flat rentals North Naples
- Rentals with a kayak North Naples
- Rentals with outdoor seating North Naples
- Rentals with a fireplace North Naples
- Fitness-friendly rentals North Naples
- Rentals with pools North Naples
- Rentals with a firepit North Naples
- Rentals with lake access North Naples
- Beachfront rentals North Naples
- Beach house rentals North Naples
- Rentals with an EV charger North Naples
- Rentals with a patio North Naples
- Family-friendly rentals North Naples
- House rentals North Naples
- Rentals with beach access North Naples
- Hotel rooms North Naples
- Waterfront rentals North Naples
- Rentals with breakfast North Naples
- Rentals with a washing machine and dryer North Naples
- Private suite rentals North Naples
- Luxury rentals Collier County
- Luxury rentals Florida
- Luxury rentals United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Tigertail Beach
- Florida Gulf Coast University
- Barefoot beach Bonita Springs,FL
- Bowman's Beach
- Bonita National Golf & Country Club
- Jetblue Park
- Montura Ranch Estates
- Boca Grande Pass
- Big Cypress National Preserve
- The Naples Pier
- Clam Pass Park
- Edison & Ford Winter Estates
- Bunche Beach
- Yacht Club Public Beach
- Coconut Point
- Delnor-Wiggins Pass State Park
- Ave Maria University
- Lovers Key State Park
- Coral Oaks Golf Course
- Barefoot Beach State Preserve
- Tarpon Bay Beach




