Smoking friendly holiday rentals in Osceola County

Find and book unique smoke-friendly rentals on Airbnb

Top-rated smoke-friendly rentals in Osceola County

Guests agree: these smoking-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Guest house in Kissimmee

4.93 out of 5 average rating, 134 reviews

Temple, glamping & hot tub under a 120 y/o tree

How this Airbnb was born? Me and my husband wanted to create a space to enhanced our soul, power our mind, fuel ourselves, to meditate, to create ideas, to be a part from the world, The Temple. Glamorous Camping idea came across, oh my!, once you go inside this tent, you don't want to come out. Friends and family started asking, can I stayed?, day by day closer people want it to live this experience and more positive comments we were getting, so we decided, why don't let others try it? Welcome.

Guest favourite

Home in Kissimmee

4.91 out of 5 average rating, 43 reviews

Modern 3BR Farmhouse Near Attractions Parks & More

Explore our charming home in the heart of Orlando/Kissimmee! It's a Beautiful space that offers rustic trends and modern comfort while being 20 mins to Disney, 25 mins to Universal Studios, and close to attractions, malls, and colleges. Indulge in all our amenities curated just for you. Our goal is to make you feel welcome and at home. Self-check-in is available and completely independent. While at our home you may enjoy all the things our city has to offer! Attractions Parks Lakes & More!

Superhost

Apartment in Kissimmee

4.82 out of 5 average rating, 199 reviews

10 mins to Disney! Beautiful 3/2 Kissimmee Condo

Located in the heart of Kissimmee, this home is only 10 minutes away from Disney! Enjoy a spacious 1400 sq feet 3 bed 2 bath getaway for you and your loved ones. Tons of places to eat, within walking distance! There's also plenty of entertainment, such as mini-golf, smaller water parks etc Enjoy the safety of a gated neighborhood. Once you're inside your home feel free to use the Roku device. You can log-in to your Netflix, Hulu, or simply use YouTube or one of the Roku channels for free :)

Guest favourite

Guest suite in Kissimmee

4.83 out of 5 average rating, 550 reviews

Private 2 bedroom w/bathrm in portion of POOL home

Hello travelers! We offer a portion of our home with a private entrance off the pool area. Your area has 2 bedrooms with queen beds and internet TVs and a private bathroom. The mini kitchen has a small refrigerator, a coffee maker, microwave and a bread toaster. Please note the pool is shared with my family and another set of travelers. We are happy to continue offering our apartment with a 5-star cleanliness rating. We offer our home to travelers only-we do not accept local reservations.

Guest favourite

Home in Kissimmee

4.94 out of 5 average rating, 67 reviews

Waterfront Resort inhouse 3 Kings & Game &Theater

Lakefront Luxury Everything is Completely remodeled 5 bdrms\5 bthrms luxury villa – Located in the gated Paradise Palms Resort,which is just around the corner from Disney. Only a few steps away from the Clubhouse amenities & nature path,this home offers privacy & lake\nature views from the sun soaked south facing color changing pool\spa.Enjoy , New home theater, two 1st floor master bdrms & 2 bthrms + another master & kids theme rooms on the 2nd floor. AC Arcade TV gameroom & billiards Loft

Guest favourite

Home in Lake Wales

5 out of 5 average rating, 67 reviews

Breathtaking Lakefront View! Boat Parking! Private

Welcome to Florida Lakefront Paradise! ⭐️ Breathtaking Sunsets ⭐️ Bass Fishing ⭐️ Reserved Boat Slip ⭐️ Fish Cleaning Station ⭐️ Boat Wash Station ⭐️ Marina with Ice/Gas ⭐️ Large Fire Pit Area ⭐️ Located on Kissimmee Chain of Lakes ⭐️ Smart TV's ⭐️ Screened Lakefront Back Patio ⭐️ High Speed Internet ⭐️ Spacious ⭐️ Balcony Facing the Lake ⭐️ 30 minutes to Lego Land ⭐️ 20 minutes to Bok Tower Gardens ⭐️ 1 hour to Disney World ⭐️ 18 minutes to Spook Hill ⭐️ 18 minutes to Kissimmee State Park

Guest favourite

Villa in Kissimmee

4.88 out of 5 average rating, 34 reviews

*Fall Special Discount Disney Villa Gameroom Pool

12 Min Drive to Disney World 20 Min Drive to SeaWorld 26 Min Drive to Universal Studios Located in the gated Storey Lakes resort, this modern 8 bedroom, 5 bathroom home is the perfect place for large groups looking to stay near all the action of central Florida. Aside from an amazing location, guests who stay at the villa will have free access to all the resort amenities, including a huge pool, sports courts, a lazy river, and more. Experience Kissimmee With Us & Learn More Below!

Guest favourite

Home in Babson Park

4.93 out of 5 average rating, 61 reviews

Relaxing & Massage Chair & Putt Putt & Fenced Yard

Indulge in relaxation with a Zero Gravity massage chair. Play ping pong & Ms. Pac-man. Walk out the back deck to your private putt putt green and firepit with hanging chairs. Our property is conveniently located near Crooked Lake (1 mile), Webber International University (1/2 mile), and Legoland. We have a fully-equipped kitchen and super comfortable beds. It is the perfect space for a fun-filled family getaway where you can play, relax, or enjoy privacy while making memories.

Guest favourite

Home in Kissimmee

4.95 out of 5 average rating, 76 reviews

Your All in One Home, 17 mins from Disney World

Welcome to JeremyAnthonyHouse, a place that was created with so much love and care thinking of you. The house has everything you might need during your stay, it does not matter if it is for one night or an entire month; from bathroom amenities, free Netflix, Wifi, YouTube, in house laundry and dryer to kids' toys, security system. In addition, it has a private pool, easy access to expressways and theme parks. Very close to Disney springs and The Medieval Times Castle is a must see.

Guest favourite

Home in Four Corners

4.95 out of 5 average rating, 19 reviews

Luxury 6BR Resort Home/PrivatePool/Near Disney

Welcome to your dream vacation home in ChampionsGate, one of Florida’s top luxury resort communities near Disney! This stunning 3,339 sqft home accommodates 12 guests and offers parking for 6 vehicles. Enjoy the private pool with fun games, an inflatable water park, game room, barbecue grill, and office space—all within the home. The resort offers world-class amenities like multiple pools, a lazy river, Tiki Bar, golf courses, tennis courts, a fitness center, restaurant, and more.

Guest favourite

Home in Babson Park

4.98 out of 5 average rating, 48 reviews

🐠 CROOKED LAKE RETREAT 🐠

Beautiful & spacious 3 Bedroom/2 Bath home on Crooked Lake in Babson Park (Lake Wales), Florida. Our home is clean & comfortable offering 1,800+ sq ft of living space, and sleeps 9 people. Huge covered lanai overlooks the lake with your own beach area. Crooked Lake is a 5,500 acre deep water lake offering some of the best fishing in Florida. You can swim, boat, ski, jet ski, or just lay back and enjoy the view. Minimum 3 night stay. Discount for weekly or monthly rental.

Guest favourite

Home in Kissimmee

4.94 out of 5 average rating, 72 reviews

* Guest Favorite! * Near Disney with Pool * Pets

Escape to our guest-favorite, dog-friendly retreat, perfectly located just minutes from Disney. This home-away-from-home is designed to accommodate a family of 10, offering cozy comfort, ultimate convenience, and memorable experiences for all. With seamless self-check-in, fast WiFi, and a fully-equipped kitchen, you can relax and enjoy your stay without worry in the world. Enjoy a stay where laughter fills the air and every family member is catered for.