Vanderbilt Beach Vacation Rentals (83 rentals)

Breathtaking Views of the Gulf from an expansive 8th-floor lanai, and an enviable location steps away from beaches at Delnor-Wiggins State Park are all wrapped up in this bright Vanderbilt Towers Penthouse residence.

Vanderbilt Beach Area-Marina Views-Walk to the Beach! This beautiful Naples condo overlooks the Bay and Marina. Wonderful water views from the sixth floor. Two Queen beds!

Absolutely stunning, this recently renovated 3-bedroom, 3-bathroom home is a true masterpiece.

Water on Two Sides, the Beach at the End of the StreetFrom the sixth-floor corner of Vanderbilt Surf Colony II, the view works all day: morning light on Water Turkey Bay, boats idling out toward Wiggi…

Embark on a week-long escape to the dazzling paradise of Regatta - where every moment is bathed in sunlight and pure bliss!

Fantastic sunset views with an unbeatable location. If you've been waiting for a place with great Gulf views and yearlong sunsets, wait no longer.

Your Vanderbilt Beach Getaway at Monte Carlo ClubSome homes give you a water view. This one gives you two.

Soaring above the coastline on the 11th floor, this exceptional residence offers breathtaking views of the Gulf of Mexico.

Some Naples vacation rentals have a Gulf view. This one has all of them.

Welcome to your ideal getaway! This beautifully appointed 3-bedroom, 2-bath condo is nestled in the highly desirable Beachwalk community in Naples, FL.

Welcome to Glamour by the Gulf, a luxury waterfront residence in the highly sought-after Regatta at Vanderbilt Beach where refined coastal style meets effortless comfort.

This impeccably maintained 3BR/2BA condo, with its island-style décor and sunny western exposure, invites you to unwind in comfort.

Pack your bags and get ready for the ultimate beach getaway! This bright and comfortably furnished 3-bedroom condo is just a short stroll from the sparkling sands of Delnor Wiggins State Park and Vanderbilt Beach.

Escape to paradise at Regatta, an exceptional vacation rental designed for comfort, style, and effortless coastal living.

Stylish PENTHOUSE offers SPECTACULAR views of the GULF AND BAY. Spacious 3 bedroom and 3 bathroom condo just a short walk to the Vanderbilt Beach.

Welcome to Kalea Bay, an epitome of luxury living in North Naples, Florida.

Your week-long escape begins in this 3BR/2BA end unit at Regatta! Enjoy cozy furnishings, stylish accessories, and a well-equipped kitchen.

Your Perfect Naples Beach Getaway Awaits!

This exceptional terrace unit in the Grande Geneva is one-of-a-kind, boasting the largest private deck in the building with its very own private spa and outdoor kitchen.

Now this is living in luxury! Enjoy one of North Naples more popular resort style communities, surrounded by world-class amenities, within walking distance to the beach.

Welcome to this beautifully appointed sixth-floor residence in The Dunes of Naples, one of North Naples' most sought-after resort-style communities.

Step into luxury in this stunning 9th-floor residence in the Grande Geneva at The Dunes of Naples. Enjoy panoramic Gulf views, serene mangroves, and spectacular sunsets from your expansive lanai.

Located in one of North Naples most luxurious communities is this incredible 3 bedroom, 3 bathroom condominium. This condo offers almost 2200 square feet under air with a very spacious lanai.

Welcome to this beautifully updated 2-bedroom + den condominium in the highly sought-after Monte Carlo Club of Naples.