Smoking-friendly holiday rentals in Osceola County

4.94 out of 5 average rating, 193 reviews

Guest suite in Kissimmee

temple & A/C glamping under a 120 y/o oak 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.

Superhost

Condo in Kissimmee

4.81 out of 5 average rating, 218 reviews

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

4.93 out of 5 average rating, 103 reviews

Townhouse in Kissimmee

1.4 miles to Disney Luxury resort home by Walmart

Welcome to Planet Belle! Our new modern Disney themed 2000 sq ft plus townhome just 1.4 miles from Disney. Avoid the long commutes and hwy traffic and enjoy one of the closest resorts to Disney. You CANNOT beat its location & convenience! Just a 3-5 minute walk to Walmart, Starbucks etc. Recently fully remodeled with guest enjoyment as priority.This gated Resort's amenties include large heated pool, spa, splash pad, tennis \ basketball courts, volleyball courts, walking paths, courtyards etc.

4.98 out of 5 average rating, 94 reviews

Home in Lake Wales

Amazing Lakefront Views! Boat Slip! Boat Parking!

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

4.94 out of 5 average rating, 96 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.

4.98 out of 5 average rating, 55 reviews

Home in Babson Park

🐠 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.

4.95 out of 5 average rating, 82 reviews

Spacious Disney Retreat - Sleeps 7 - Pet Friendly

Enjoy a stay where laughter fills the air and every family member is catered for. Our guest-favorite, dog-friendly retreat, perfectly located just minutes from Disney. This home-away-from-home is designed to accommodate a family of 7, offering cozy comfort, ultimate convenience, and memorable experiences for all. Self-check-in, FAST WiFi, and a fully-equipped kitchen, you can relax and enjoy your stay without worry in the world. Book early, our calendar fills quickly!

5 out of 5 average rating, 44 reviews

Family Vacay with Pool near WDW!

We hope to welcome you to this enchanting family retreat in Kissimmee, Florida, just 20 minutes from the magic of Walt Disney World Resort! This sunlit oasis is designed for unforgettable family vacations. Dive into your screened private pool, a cool oasis under the warm Florida sun, to create memories that'll last a lifetime. After an exhilarating day at the parks, return to this cozy home where you'll find the perfect blend of entertainment and relaxation.

4.86 out of 5 average rating, 652 reviews

Guest suite in Kissimmee

Private Studio in POOL home

Hello travelers! 😀 We offer a portion of our smoke-free home with a King sized bed, a large private bathroom with a Jacuzzi tub, and a Harry Potter play area accessed by rock climbing wall. The mini kitchen has a microwave, bread toaster, coffee maker, and refrigerator. There's an internet TV in the area with access to Roku. The pool and garden areas are shared with my family and another set of travelers. We are happy to offer our studio to travelers.

Superhost

Guest suite in Kissimmee

4.83 out of 5 average rating, 597 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 offer our home to travelers only-we do not accept local reservations.

4.94 out of 5 average rating, 63 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!