Smoking-friendly holiday rentals in Osceola County

5 out of 5 average rating, 7 reviews

A shaded outdoor seating area features a comfortable bean bag and a decorative rug on a wooden deck. A hot tub is positioned nearby, with views of lush greenery and open fields in the background. Sunlight filters through the trees, creating a peaceful atmosphere.

Farm stay in Dundee

Peaceful and Private Hobby Farm

If you are looking to escape the hustle of the city, but still be close enough to enjoy the attractions, then step away to really experience the beauty that the Florida countryside has to offer. Located 30 miles from Disney, Dundee Manor is situated on 5 acres overlooking Lake Trask. Draw energy from nature and recharge while getting to watch the daily life of the farm animals which includes horses, cows, chickens, and a farm cat! Relax in the outdoor tub overlooking the gorgeous sunset views.

A screened-in pool area offers a view of a serene lake surrounded by trees at sunset. The pool is illuminated in vibrant colors, while a hot tub and a stylish seating area with cozy cushions invites relaxation.

4.94 out of 5 average rating, 108 reviews

Waterfront next to Resort by Disney 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 & immersive themed rooms on 2nd floor. AC Arcade TV gameroom & billiards Loft

4.81 out of 5 average rating, 240 reviews

An open living area features newly updated laminate flooring and a large area rug. A leather sofa is positioned near a flat-screen TV, while a dining table with elegant chairs occupies the opposite side. Soft natural light fills the space from unseen windows.

Condo in Kissimmee

10 mins to Disney! Beautiful 3/2 Kissimmee Condo

Located in a gated community, this home is only 10 minutes away from Disney Enjoy newly updated laminate flooring in this 1500 sqft 3 bed getaway for you and your loved ones. Tons of places to eat within walking distance! There's also 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

4.94 out of 5 average rating, 126 reviews

Home in Lake Wales

Sunshine on the Lake | Boat Slip+Lakefront Fishing

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

4.93 out of 5 average rating, 14 reviews

Three bedroom home

Relax with your family at this peaceful family and pet-friendly place to stay. You’ll enjoy 3 bedrooms and 2 bathrooms.The master bedroom bathroom was recently renovated. 1 room is a lounge area with dedicated work desk, chair and sofa sleeper. Quiet neighborhood with lots of recreational activities, amenities and food options within the community to enjoy.Brand new shopping plaza with lots of stores.There is no access to the garage or vice versa as it is a separate Airbnb studio listing.

4.92 out of 5 average rating, 24 reviews

Disney • Star Wars Loft • Heated Pool & Pets FREE

🚀 Custom Millennium Falcon cargo bay game loft — hand built & painted 🏊 Heated pool included — no fee 🍖 BBQ grill, gas and utensils included — no rental fee 🐾 Save money and pack lighter — pets stay free, pet gear and baby gear all provided A recent guest said "Everything you can think of for the perfect stay — pool was heated and clean, close to everything but secluded enough for a peaceful retreat. We will definitely be back!!" The Disney home base your family won't want to leave.

4.89 out of 5 average rating, 9 reviews

A well-furnished living area is presented, featuring a gray sectional sofa with colorful accent pillows. A glass dining table with bright green chairs occupies the space, while a television is mounted on the wall. Large windows provide natural light, enhancing the overall atmosphere.

Apartment in Kissimmee

1-Bedroom at Vacation Village Resort near Disney

This is a 1-bedroom timeshare condo at Vacation Village Resort. Which is right across from the town of Celebration and only 5 minutes from Disney property. The resort is conveniently located next to many restaurants, shops (including a huge Nike Outlet) and grocery store. The resort has many pools and play areas including basketball courts and kids activities. The condo itself is a 1-bedroom condo with a bed in the master bedroom and a queen size pull-out sofa bed in the living room.

Top Guest favourite

The exterior of the house is displayed, featuring a well-maintained lawn with manicured shrubs and a palm tree. The light-colored structure is complemented by large windows, and decorative stones are arranged artistically in the landscape. A clear blue sky enhances the inviting appearance.

4.95 out of 5 average rating, 113 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.

5 out of 5 average rating, 15 reviews

Townhouse in Davenport

Solterra Resort Home 5BR Water View & Private Pool

Magic Retreat at Solterra Resort. 5-BR, 4.5-BR villa located just 20 minutes from Disney. Enjoy a charming water view and a private pool with built-in jets and seating, heated year-round to a comfortable 86°F at no extra cost. The outdoor area features sun loungers, a covered lanai, and frequent wildlife sightings, including majestic Sandhill Cranes. Inside, beautifully themed bedrooms and a fun game room create the perfect balance of comfort and entertainment for the whole family.

4.89 out of 5 average rating, 108 reviews

Home in Davenport

Private pool•Water park•2 king-size beds•Near Disney•Hot tub

🏝️ Welcome to Themed Retreat Villa – A Family-Focused Escape Near Orlando 🌴Pet Friendly Step into a one-of-a-kind family vacation experience at this 4- edroom, 3-bathroom themed villa—nestled in the same sought-after neighborhood as Blue Paradise Villa. Designed for fun, comfort, and unforgettable memories, this home offers a fully immersive stay with four uniquely themed bedrooms: 🎥 Avatar 🌿 Jungle Cruise 💚 Shrek 🌊 SpongeBob SquarePants

An inviting private pool area is enclosed by a screened lanai, featuring a large inflatable swan floating gracefully. The clear blue water contrasts with the vibrant orange pool deck. Lush greenery can be seen beyond the enclosure, enhancing the tranquil setting.

4.91 out of 5 average rating, 81 reviews

Family Getaway w/ Pool & Arcade – Near All Parks !

Discover Your Perfect Getaway in Kissimmee! Whether you seek a tranquil retreat or an adventurous vacation, this house has it all. Enjoy the pool on hot Florida days and relax in spacious comfort. Just 17 minutes from Orlando Airport (MCO) and close to all major attractions: Disney World, SeaWorld, Universal Studios, and an hour from Cocoa and Daytona Beach. Book now for an unforgettable stay!