Smoking friendly holiday rentals in North Naples

Steps to Beach! Heated Pool!

The Blue Coconut at Captain's Bay North is located directly across the street from one of the widest and best parts of the beach away from the crowds. This updated, fully stocked, 2 bedroom, 2 bath vacation rental is within walking distance of Santini Plaza where you can find shopping, restaurants, coffee shop, hardware store and ice cream parlor. Santini Plaza is not fully open due to hurricane IAN, however, more tenants should be opening in 2026. There is also CVS pharmacy and 7-Eleven, all

Luxury Design/Water-Heater-Pool/Pet friendly

Casa Vivir la Vida is a newly renovated home with luxury upgrades to ensure you with the most relaxing stay. - Heated Pool with Retro Design - 15 Min to Vanderbilt Beach area - 15 Min to Mercato Shops and Restaurants. - Designed for Families - Pet Friendly - Designe for up to 10 people, 3 bedrooms, 2 bathrooms, 5 beds and a futon - Free Parking - Laundry In Unit - Fully Equipped Kitchen - Huge Backyard with Gazebo. - Fast Wifi - Residential Neighborhood. - Barbecue Grill - 24/7 Available Hosts

Cozy Cove

Welcome to the "CozyCove," your ideal get away nestled in the heart of sunny southwest Florida! This charming cottage is perfectly situated just 5 minutes drive from the vibrant downtown 5th Ave, where you'll discover an array of restaurants and shopping delights. And if you're craving the sun and sand, the beautiful Naples Beach is just a short 10 minute drive away. The cottage come with full kitchen, bathroom, wash and dryer, plus high speed internet, private parking and all other amenities

Coastal 3BR Villa, 1 Mile To Bonita Beach! Sleeps

Coastal living at its best, located 1 mile from Bonita Beach on Tarpon Avenue in Bonita Springs, this brand-new 3-bedroom villa sleeps 6. Enjoy modern baths, a fully updated kitchen, and a private fenced yard with a canal view, fire pit, and screened patio. Explore with bikes, beach gear, kayaks, and more. Grill on the Weber Summit BBQ or Blackstone Flat Top. Close to Bonita Beach Park, restaurants, and the Gulf. Dog-friendly and perfect for boaters, kayakers, and nature lovers!

Downtown Naples Oasis – 5 Mins to the Beach!

Experience luxury and convenience in this private guesthouse, just 5 minutes from Naples Beach and steps from downtown’s best restaurants, shopping, and parks. This cozy retreat features a queen bed, full bathroom, free Wi-Fi, and TV. Outside, enjoy your private patio with a grill, stovetop, fridge, sink, and all the kitchen essentials you need. Plus, relax in the jacuzzi or take a dip in the pool for the ultimate getaway. Book now and make the most of your Naples stay!

Unique Barn Stay at The Ranch

Welcome to our sprawling, fully fenced-in 5-acre ranch where you will enjoy yourselves in our large barn room surrounded by sounds of nature🌻🕊 Spend your days relaxing at the cabana, day-dream in the hammock, get a workout 🏋️‍♀️ at your private gym, or take our free kayaks to the beach🚣🏻‍♀️. In the evening dine in a breezeway with a fresh meal from our BBQ grill All pets are welcome! 🐈🐕$40 per pet, per trip Come enjoy the serenity of disconnect!🌿🧘🏼‍♀️

Serene Stays Naples

Welcome to our beautiful and cozy getaway in Naples, Florida! Located just 18 minutes from the beach, our home offers the perfect blend of comfort and relaxation. Whether you're here to soak up the sun, explore the vibrant local scene, or simply unwind in a peaceful setting, you'll find everything you need for an unforgettable stay. Enjoy stylish decor, a welcoming atmosphere, and all the comforts of home in this charming beach city. We can't wait to host you!

Private Lakefront Pool Home • renovated • Sleeps 6

Welcome to Bonita Lakeside Escape! This beautifully remodeled 3BR, 2BA home offers the perfect Bonita Springs getaway. Enjoy a modern kitchen, new furniture, and a spacious sunroom. Relax by your private seasonally heated pool, or take a short stroll to nearby shopping and dining. With a garage for your convenience and the beach just 10 minutes away, this home has it all. Experience the best of Bonita Springs at Bonita Lakeside Escape!

Private&Romantic. Walk to Beach; Unwind in Jacuzzi

Enjoy Beach Living at its Finest! The studio has its own private entrance and no shared spaces. Contemporary Furnishings, Jacuzzi, Private Fenced Backyard, Screened Lanai & Lush Landscaping! 20 minute Walk to Vanderbilt Beach, Wiggins Pass Park, Mercato Shops for World Class Shopping, Dining & Entertainment! This Private Studio has all the Comforts! Need extra space? Ask Host about other rentals in the area. Pets allowed - $100 pet fee.

The Marquee of Naples

Nestled in a charming residential neighborhood, this family-friendly location offers the perfect blend of proximity to Naples' vibrant attractions and sugar-sand beaches while also providing a pristine, private residence filled with the comforts of home for your vacation. Spend your days indulging in all Naples has to offer, and enjoy a peaceful evening around your personal, heated pool with a cocktail or a great book.

Mid-Century Modern, Guest Suite/ Beach Cottage

This cozy beach cottage is located less than a mile from the world's best beaches. Delnor-Wiggins State Park is the closest, but also within walking distance from Vanderbilt Beach and some fine dining options, along with several other public beach access points. The space is completley private as you have your own kitchen, bathrooom, bedroom, as well as your own washer and dryer located on the front patio.

King Studio Close To Beaches, Trails and History!

Cozy studio with a king-sized bed and organic cotton linens, pristinely clean and inviting. Enjoy a lush tropical yard with vibrant plants just steps away. Minutes from beaches, FGCU, RSW Airport, nature trails, and historic sites. Ideal for couples, solo travelers, or anyone seeking a comfortable, serene getaway with easy access to Fort Myers’ best spots. 🌴✨ The most central spot of SWFL you can book!