Smoking-friendly holiday rentals in North Naples

An inviting heated pool is displayed within a retro-designed enclosure, featuring a striking patterned floor. Lounge chairs are positioned nearby, offering comfortable seating. Large screens protect against the elements while providing an unobstructed view of the surrounding greenery.

4.93 out of 5 average rating, 96 reviews

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

4.97 out of 5 average rating, 32 reviews

A cozy living area features a dark sofa paired with a round table holding a floral arrangement. A television mounted on the wall displays calming imagery. Natural light enters through a window adorned with bamboo shades, creating a relaxed ambiance.

Cottage in Naples

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

Townhouse in Bonita Springs

An enclosed pool area features a spacious pool with a small waterfall, surrounded by tropical plants. Sun loungers are positioned around the pool, with a staircase leading to an upper balcony. Large glass doors provide access to the living spaces, enhancing indoor-outdoor flow.

4.7 out of 5 average rating, 77 reviews

*Jungle Retreat* 3 Bedroom W/ Private Pool

Escape to Jungle Retreat where you have your very own backyard and pool with a waterfall. This is the perfect place for the family to spend all day outside. There are plenty of sun chairs, tables, games, and a screened in pool with built in UV protection to entertain the family for hours. THIS IS A 2 UNIT BUILDING, but this second story unit has the backyard and pool to itself. Be sure you grab the beach chairs, umbrellas, and cooler downstairs and head to the beach. It's only 5 minutes away.

A two-story coastal home is set against a clear blue sky, featuring a covered front porch with multiple entry points. Lush tropical landscaping, including palm trees, frames the entrance, while a spacious driveway leads to the attached garage beneath the main level.

4.83 out of 5 average rating, 6 reviews

Tropical Dreams Estate

Tropical Dreams Estate offers the perfect blend of relaxation and fun for large families. Upstairs, enjoy private balconies, a luxurious couple's bath, and a spa-like shower, plus a deck with sunset views. Downstairs, find three spacious bedrooms, a pool table that doubles as a dining table, and darts for entertainment. With 1.25 acres of land, plenty of room for your toys, and a butterfly garden, this charming country retreat is just 10 minutes from the beach, making it an ideal getaway.

4.87 out of 5 average rating, 31 reviews

Guest suite in Naples

Private Study in Naples

Modern & Peaceful Studio in Central Naples Welcome to your home away from home. This bright and cozy studio is thoughtfully designed to offer comfort, privacy, and convenience for professionals, students, or long-term travelers. 🛏️ What you’ll love about this space: *Comfortable bedroom with private bathroom *Inviting living area and a well-equipped kitchenette *Private outdoor patio—ideal for relaxing, reading, or enjoying the sun. Private entrance, free parking, and high-speed Wi-Fi

4.95 out of 5 average rating, 19 reviews

A spacious living area features a comfortable leather seating arrangement and a decorative coffee table at the center. Natural light filters in through large glass doors, leading to an outdoor view, while neutral tones and soft accents create a calm ambiance.

Villa in Bonita Springs

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!

5 out of 5 average rating, 12 reviews

The sleeping area features a queen-sized bed adorned with decorative pillows and a textured blanket. Two bedside tables hold glass lamps, providing soft lighting. A decorative piece is displayed above the bed, and a woven storage chest is positioned at the foot, complementing the room's tranquil color scheme.

Guesthouse in Naples

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!

4.77 out of 5 average rating, 35 reviews

A large barn room is shown under a bright sky, flanked by trees and greenery. A covered seating area features a white umbrella and black chairs. A lawn stretches out in front, with a red railing providing a barrier. The barn's open design integrates spaciousness and natural surroundings.

Barn in Naples

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!🌿🧘🏼‍♀️

5 out of 5 average rating, 17 reviews

A cozy sleeping space is featured with a comfortable bed adorned with soft linens and a decorative pillow. Light-colored curtains frame the window, illuminating the room. A sleek fan hangs from the ceiling, while modern cabinetry offers ample storage along the wall.

Guesthouse in Naples

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!

5 out of 5 average rating, 5 reviews

Luxurious Naples Townhome

Your Perfect Naples Getaway! Welcome to your home away from home—a fully equipped, family-friendly vacation retreat in the heart of beautiful Naples, Florida! Best of all, you’re only 10–13 minutes from the heart of downtown Naples—vibrant 5th Avenue—where you’ll find upscale dining, boutique shopping, and lively entertainment. Whether you’re planning a relaxing beach trip, a family vacation, or a little of both—this is the perfect Naples base. A must-see!

4.98 out of 5 average rating, 55 reviews

Tropical Oasis! Heated Pool, Tiki Bar & Fire Pit

Wake up to golden sunlight over swaying palms, spend lazy afternoons by your private heated pool, and toast the evening by the fire pit or tiki bar beneath the stars — your tropical escape awaits at Sunsation Villa. Inside, discover a luxury king suite, bright open floor plan, and chef-ready kitchen. Close to Naples Beach, 5th Ave, Tin City, Celebration Park, and Marco Island, this stylish getaway is perfect for families, couples, and snowbirds alike.

The exterior of a spacious home is viewed from above, surrounded by lush greenery and palm trees. A private heated pool is visible in the backyard, along with a tranquil lake creating a serene backdrop. Nearby properties are also seen, showcasing a welcoming neighborhood.

5 out of 5 average rating, 3 reviews

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!

Popular amenities for North Naples Smoke-Friendly Accommodation

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Smoking-friendly apartment rentals

A cozy sleeping area features a neatly made bed with a white comforter, accented by decorative pillows. A tray with a small vase of flowers rests on the bed. Natural light enters through a window adorned with blinds, illuminating the space.

Private room in Naples

4.57 out of 5 average rating, 14 reviews

Private cozy bedroom and bathroom in my townhouse

A modern kitchen is presented with white cabinetry and sleek gold hardware. Stainless steel appliances, including a microwave and stove, are included. A herringbone backsplash complements the countertop, and ample lighting enhances the space. A breakfast bar with two stools is visible.

Apartment in Bonita Springs

5 out of 5 average rating, 4 reviews

Beautiful Beach Oasis

5 out of 5 average rating, 6 reviews

Apartment in Fort Myers

King Studio Close To Beaches, Trails and History!

A wooden front door with decorative glass panels is positioned against a neutral wall. A small window allows natural light into the space. A wooden cabinet with slatted doors stands nearby, providing storage options.

Apartment in Naples

4.27 out of 5 average rating, 30 reviews

Cozy Studio in the heart of Naples

The exterior of a charming apartment complex is visible alongside a canal, framed by lush greenery. A shaded, outdoor seating area with a sofa and two chairs is positioned on a patio, providing an inviting space for relaxation amidst tropical surroundings.

Apartment in Naples

4.72 out of 5 average rating, 171 reviews

Waterfront Florida charm with outdoor living space

Smoke-Friendly Holiday Houses

A hot tub glows with soft blue lighting, surrounded by palm leaves. The evening sky is faintly illuminated in the background, creating a serene atmosphere. The outdoor setting provides privacy while inviting relaxation.

4.65 out of 5 average rating, 49 reviews

West of 41, Hidden Pet friendly get away!

The exterior view showcases a two-story home with an arched entrance, surrounded by palm trees. A family van is parked in the driveway, which features a well-maintained landscaping of grass and shrubs. Bright blue skies complement the appealing structure.

4.78 out of 5 average rating, 55 reviews

Waterfront* OldNaplesBeach 3mi* Tranquil & Private

The kitchen features sleek white cabinetry and a spacious countertop with seating for three. Natural light brightens the room through a window partially dressed with sheer curtains. Essential appliances, including a stainless steel refrigerator, are neatly arranged within the contemporary space.

Home in Naples Park

4.64 out of 5 average rating, 98 reviews

Coastal Home-Walk-Bike to Beach,Large fenced yard

Private Spa Oasis: 5 min Beach/Heated Pool/Firepit

5 out of 5 average rating, 6 reviews

Brilliant Beach Stays |Pool-Billiard-Playground|

A modern kitchen features stainless steel appliances and white cabinetry, complemented by a marble floor. A round glass dining table is surrounded by transparent chairs. Natural light enters through a window, illuminating the space, while a small plant adds a touch of greenery.

4.77 out of 5 average rating, 35 reviews

Naples Getaway

New place to stay

Chic Naples Coastal Retreat – Heated Pool and Spa

Private room in Bonita Springs

Luxury Modern Oasis • Spacious • Heated Pool •

Other smoking-friendly holiday rentals

4.71 out of 5 average rating, 52 reviews

European hospitality with an American flair!

4.9 out of 5 average rating, 107 reviews

A private courtyard features a small pool surrounded by lush greenery and vibrant flowering plants. Two lounge chairs are positioned beside the pool, while a stone pathway extends alongside, creating a serene outdoor setting.

Home in Naples Park

Lounge by Pool. Walk to Beach. Play Nintendo

A serene view of a private dock extending over calm waters, with two individuals fishing from a small boat. Brightly colored kayaks rest on the dock, along with paddles and a life jacket. A cozy sleeping area features a comfortable bed adorned with striped linens. An outdoor picnic table shaded by a large umbrella is set on a well-kept lawn, accompanied by a cornhole game for outdoor enjoyment.

4.7 out of 5 average rating, 47 reviews

Perfect Lakeside Getaway – PrivateDock+FreeKayak

A spacious screened balcony features a dining table with four chairs and two lounge chairs, offering panoramic views of the Gulf of Mexico. The area is flooded with natural light, enhancing the serene atmosphere and providing a perfect spot for relaxation.

Hotel room in Fort Myers Beach

5 out of 5 average rating, 16 reviews

Ocean Front Balcony FtMyers Beach New Pool 2 room

Private room in Fort Myers

King Wooden Himalayan Salt Jet-tub