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

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 Heated spa available for an additional fee. Please message us to add this option, take a dip in the pool & enjoy your stay!

4/2 Heart of Bonita! King Beds-Close to Beach/Golf

Paradise awaits in this cozy, yet tropical 4BR/2BR beach house in the heart of Bonita Springs! With the warmth of tropical decor and self-captured local photography adorning the home's walls, this coastal home is just minutes from Bonita's finest dining, attractions, and beaches. Outdoor living/dining spaces and Grill, complete this tropical oasis. Amenities include: full kitchen and cookware, coffee maker, washer/dryer, beach towels, board games, 75 and 55 inch TV, WIFi, fenced yard, cable TV

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

Tropical Dreams Estate

Tropical Dreams Estate is built for large families, sports teams, reunions, and group getaways. The property sits on a secluded 1.25 acres where minimal lighting lets the night skies fill with stars. Enjoy beautiful sunset views, two full kitchens, cozy beds, and peaceful surroundings. We’re highly attentive hosts who take guest care to another level, ensuring an effortless stay—plus a pool table, darts, fire-pit evenings, and quiet mornings just 10 minutes from the beach.

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!

Naples Getaway

This stylish place to stay is perfect for family and friends! This single family home offers four bedrooms, three full bathrooms and a nice open floor plan. Each bedroom comes equipped with a smart tv and smart plugs for your charging necessities. This home comes with a great outdoor oasis. The best part: location, location, location! Less than 10 minutes to beaches, 5th Ave, Mercato and all the main attractions Naples has to offer. Welcome to Naples, FL!

The Coconut Shack

Welcome to Fort Myers Beach! At the Coconut Shack, enjoy an AMAZING SALTWATER POOL with sun on the lanai all afternoon. Grill out, relax, or head down to the BEACH - beach gear included! AMAZING outdoor KITCHEN/BAR. Rent a BOAT and park at the end of the street and WALK to the house! Fresh coffee is stocked before you arrive, and you're just 20 mins from the airport. Everything you need, nothing you don’t—just sunshine, water, and pure relaxation.

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.

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.