Smoking friendly holiday rentals in North Naples, Collier County

4.93 out of 5 average rating, 58 reviews

Barn in Naples

Barn stay in a heart of Naples

Welcome to our serene 5-acre, fully fenced in ranch, surrounded by nature’s melody 🌿🕊 Spacious “Clydesdale” room with a king bed; “Happy Ponies” studio with comfy bunks. Enjoy our gym, breezeway dining with a gas grill, and endless fun—ping-pong, darts 🎯, chess, or a good book. Feeling adventurous? Take our free kayaks to the beach! Hammocks for daydreaming and fire pit cabana for your enjoyment. All pets welcome ($40 per pet, per trip) 🐾🐕 🐈🦄 Disconnect, unwind, and embrace the tranquility!🧘🏼‍♀️

4.92 out of 5 average rating, 85 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

Townhouse in Bonita Springs

5 out of 5 average rating, 22 reviews

2BR Waterfront Blue Heron Townhome 5 Min To Beach!

Escape to Blue Heron Townhome, a charming waterfront retreat just 5 minutes from the beach! This fully renovated, pet-friendly villa features two king bedrooms with private ensuite bathrooms, a cozy living room with a 65" smart TV, and a screened-in patio with stunning canal views. Enjoy high-speed internet, Roku-Hulu streaming, and a sports package for ultimate relaxation. With easy access to shopping, dining, and Florida’s natural beauty, it's the perfect getaway for relaxation and adventure!

Top guest favourite

Home in Bonita Springs

5 out of 5 average rating, 21 reviews

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

Top guest favourite

Cottage in East Naples

4.97 out of 5 average rating, 31 reviews

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

Guest suite in Bonita Springs

4.86 out of 5 average rating, 28 reviews

Winter Park Oasis

Your family will be close to everything when you stay at this centrally-located place. Stones throw to the beautiful Gulf Beaches. Walking distance to Downtown Bonita, and the Bonita Beach Poker Room. Short drive to Outlet Mall and Hertz Arena. This is a quiet and homey community, great place to stop in and visit family, friends, etc. Private Entrance for Coming and Going as you please , along with two bedrooms which sleep 2 each, making it perfect for families with kids or grandparents.

5 out of 5 average rating, 3 reviews

Home in Bonita Springs

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, 30 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

Guest house in East 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!

4.74 out of 5 average rating, 31 reviews

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!

4.74 out of 5 average rating, 19 reviews

The Naples Getaway House with Hot tub

New Hot Tub has been installed recently since old one broke. Welcome to Naples’ only house like cabin with a hot tub! The Hot Tub Cabin Getaway combines rustic charm and modern comfort. Relax in the hot tub with an outdoor TV, cozy up by indoor and outdoor fireplaces, and dine outdoors with plenty of seating. Enjoy a gas BBQ area, a trampoline for kids, and TVs in every room. Book now for a serene escape that brings mountain vibes to Naples, FL!

4.88 out of 5 average rating, 241 reviews

Flat in Naples Park

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.

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Cottages

Quaint homes, peaceful surroundings

Popular amenities for smoke-friendly rentals in North Naples, Collier County

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoke-friendly flat rentals

Private room in Naples

4.57 out of 5 average rating, 14 reviews

Private cozy bedroom and bathroom in my townhouse

LeighRating, 5 stars3 months ago

This was exactly what I needed for my visit to Naples! It was a clean, quiet townhome in a great part of town & close to everything I needed! I really appreciated my stay!

Flat in Bonita Springs

JeffRating, 5 stars2 months ago

Beautiful Beach Oasis

Michael was an excellent host. He was very communicative and responded quickly to our questions. The quiet area is close to Bonita Springs Beach (less than 5 minutes via car!) The home was clean and comfortable. We will definitely rebook the next time we are in the area. Thanks, Michael, for making our vacation great!

Flat in Fort Myers

StefanieRating, 5 stars1 month ago

King Studio Explore SWFL Beach, Trails & Treasures

Great value for a simple stay! We stayed in Jessy’s studio while visiting our FGCU student. Location is within a few minutes drive to several stores and shopping centers. Convenient location to the college if your preference is to stay out of high priced hotels. We don’t spend much time in lodging when visiting our student as we’re spending as much time as we can with our kid! Would be a great location for FGCU move in/out when you’re busy all day and just need a comfortable, safe place to sleep. We didn’t use any appliances or fix meals but everything was there should we have wanted to. Space is just as described - a studio created under a stilt home. Didn’t see a single bug…which if you frequent south Florida often, you know is a victory of its own. Parking is off road which is important in San Carlos as the streets are tight. We had a little extra effort getting into the parking space but this was more due to the massive size of our rental, not the property.

Flat in East Naples

4.27 out of 5 average rating, 30 reviews

Cozy Studio in the heart of Naples

MichaelRating, 5 stars17 months ago

Fantastic stay and very easy to work with. Was able to accommodate me when my plans changed on having to stay and added to my time. Would stay again.

Flat in Bonita Springs

4.68 out of 5 average rating, 73 reviews

*Jungle Retreat* 3 Bedroom W/ Private Pool

RobertRating, 5 stars2 months ago

Perfect location! Fun themed tropical pool. Convenient to the beaches, restaurants and shopping. Last minute booking. Quick response time. Couches were very comfortable too. We will definitely book again! Thank you!

Flat in Fort Myers Beach

New place to stay

Penthouse with stunning sunset EBTC

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Smoke-friendly house rentals

Home in Bonita Springs

4.64 out of 5 average rating, 36 reviews

West of 41, Hidden Pet friendly get away!

DunietRating, 5 stars2 weeks ago

This was our second time in this house. We did it again because we liked it the first time and we didn't regret it, it was even better.Jeanette is an excellent host and makes you feel at home and you can enjoy your stay to the fullest. We will return again, 100% recommended.

Home in East Naples

4.84 out of 5 average rating, 50 reviews

Waterfront* OldNaplesBeach 3mi* Tranquil & Private

AnnetteRating, 5 stars1 day ago

Everything was perfect! the house was very spacious, clean and equipped with everything you need. the location was great with lots of restaurants close by. Just a short drive to the beach and shops.

Carlos DanielRating, 5 stars1 month ago

Brilliant Beach Stays

The house was in perfect condition, although we had a problem with the stove that the host was able to solve quickly. The rooms, very nice bathrooms, the kitchen is very functional and beautiful, it lacks a little more equipment and waxes. In general, our stay was excellent and I would consider it for a new stay.

Top guest favourite

Private room in Naples Park

4.94 out of 5 average rating, 72 reviews

Charming Heated Pool Home-Walk to Vanderbilt Beach

LiRating, 5 stars2 weeks ago

A very kind host lent us a beach umbrella and two chairs, which truly made our one-day beach outing special!

AnthonyRating, 5 stars14 months ago

The Launch Pad

We loved this vacation and the home was perfect for us, 2 adults and 4 kids. We had a great spring break. We walked to the beach which took 15-20 minutes. Downtown Naples was also easy to get to just a few minutes away by car and we could have easily walked. We were surrounded by million+ dollar homes and walking the neighborhood felt very safe. The hot tub and pool were clean and everything is very newly remodeled. The home seemed bigger than what the pictures portrayed and felt spacious for a beach house. The showers had great pressure and the kitchen was a great size and had everything we needed to cook. Host was very responsive and kind.

Private room in Bonita Springs

4.64 out of 5 average rating, 11 reviews

Beautiful Private Bedroom 15 min to Beaches

VerenaRating, 5 stars14 months ago

Noelle and her mum were very friendly and great hosts! The offered coffee was delicious. Everything was clean and we felt very comfortable and safe.