Smoking friendly holiday rentals in Kissimmee

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, 106 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

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.

4.81 out of 5 average rating, 237 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

Serviced apartment in Kissimmee

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.

4.89 out of 5 average rating, 9 reviews

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

A private jacuzzi bubbles gently beside two lounge chairs on a sunlit patio. In the background, a view of lush greenery and a serene body of water enhances the outdoor space, all framed by a sturdy screened enclosure.

4.97 out of 5 average rating, 66 reviews

Exclusive 5Br ChampGates Water View w/heated Spa

Welcome to your exclusive 3,081 sq ft retreat in ChampionsGate, one of Florida’s top resorts near Disney! This stunning 5-bedroom, 5-bathroom home hosts up to 14 guests, featuring beautifully themed rooms, each crafted with exceptional detail and distinction. Wake up to breathtaking water views and relax in your private heated pool and jacuzzi—the perfect blend of comfort and indulgence. Enjoy full access to three world-class ChampionsGate Clubhouses, featuring incredible amenities.

4.92 out of 5 average rating, 297 reviews

A spacious guest room features a comfortable bed adorned with a pink throw blanket. Elegant wallpapers and green curtains complement the decor. A seating area includes a cozy couch and a round dining table. Natural light enters through a unique arched window, enhancing the inviting ambiance.

Guest suite in Orlando

Luxurious Bath, Peaceful Stay: Private Guesthouse

This beautifully appointed guesthouse offers a serene retreat with a double sink, a large walk-in shower, and a luxurious bathroom. Enjoy complete privacy from the main house as you enter your secluded space through a private entrance and patio garden. Whether you're seeking a romantic getaway or a peaceful solo retreat, this guesthouse provides the perfect escape. ⁃ Orlando airport: 16 minutes ⁃ Downtown Orlando: 10 minutes ⁃ Disney parks: 25 minutes ⁃ Universal studio: 27 minutes

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, 112 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.

4.84 out of 5 average rating, 114 reviews

An aerial view reveals a tranquil neighborhood with water views, surrounded by greenery. The pool area displays a bright inflatable beach ball and a clear orange float in the water. A welcoming sign near the pool conveys a friendly message for guests.

Home in Orlando

Comfy Family Home w/ Pool: Close to Attractions!

Cozy Retreat in Orlando Welcome to your ideal getaway! This charming home comfortably accommodates up to 6 guests. Enjoy the spacious open-concept living area, a fully equipped kitchen, and a private backyard oasis with a patio, pool and grill. Relax in the serene master suite, while the other rooms provide cozy comfort for family or friends. Located minutes from Walt Disney World and Universal Studios, you’ll have easy access to top attractions, dining, and parks.

Top guest favourite

A creatively themed bedroom features dark walls adorned with a Halloween motif. A spacious bed with vivid bedding is complemented by decorative lamps. The room includes a wall mural depicting a moonlit scene and a festive Christmas tree, enhancing its playful atmosphere.

Townhouse in Davenport

4.93 out of 5 average rating, 122 reviews

LazyRiverWaterPark+KingBd+Arcade+Water Park+HotTub

Stay in this 4BR/3BA Orlando resort townhome just 25 minutes from Disney & Universal. Featuring a first floor bedroom and first floor bathroom. Enjoy a spacious living room, fully equipped kitchen, and dining area for family meals. The private patio is great for morning coffee or evening relaxation. Guests also have full access to amazing resort amenities including a lazy river pool, hot tub, water slide, fitness center, arcade, and clubhouse.

4.89 out of 5 average rating, 105 reviews

PrivatePool•WaterPark•2 KingBeds•NearDisney•HotTub

🏝️ 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

4.83 out of 5 average rating, 641 reviews

A pool area is enclosed by a screened structure, featuring a sparkling blue pool with a connected hot tub. Tropical palm trees are visible in the background, adding a touch of greenery to the tranquil setting.

Guest suite in Kissimmee

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. As a side note there is often discoloration of the pavers and cushions during the rainy season.

4.9 out of 5 average rating, 439 reviews

A bright sleeping area features a spacious bed dressed in white linens. Decorative circular accents adorn the walls, complemented by soft lighting from two bedside lamps. Natural light filters through a window covered with sheer curtains, enhancing the serene atmosphere.

Guest suite in Orlando

Cozy Studio 5min from Orlando Airport UNIT A

Cozy private studio just 5 minutes from Orlando International Airport (MCO) and close to Disney, Universal, and major attractions. This studio is attached to a single-family home but is completely private, with its own entrance and free parking. Enjoy an open layout with a comfortable queen bed, kitchenette for warm meals, fast Wi-Fi, and a quiet space perfect for business trips, layovers, or a relaxing Orlando getaway.

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, 79 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!

Popular amenities for smoke-friendly rentals in Kissimmee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoke-friendly flat rentals

4.76 out of 5 average rating, 70 reviews

An aerial view of a resort complex shows a circular layout surrounding a serene pond. Buildings with red roofs are visible, alongside landscaped green spaces and a swimming pool area. The landscape features distance views of parking lots and additional structures in the backdrop.

Flat in Kissimmee

Studio Westgate Villas Resort park

A welcoming outdoor seating area is highlighted by light-colored furniture, with plush cushions and a patterned rug. A table sits in the center, adorned with a vase of flowers. A decorative light fixture hangs above, while a front door with a wreath is visible nearby.

Flat in Davenport

Family Oasis Near Rest and attractions

Flat in Kissimmee

5 out of 5 average rating, 3 reviews

Stylish Studio | 6 mins from Disney | Pool+Parking

4.96 out of 5 average rating, 93 reviews

A cozy bedroom is highlighted by warm lighting from two bedside lamps. A wooden bed frame supports a white quilt, with a decorative pillow placed in the center. A ceiling fan is visible above, and curtains are partially drawn, adding to the serene ambiance.

Flat in Polk County

Shady Lawn Lodge

Flat in Davenport

New place to stay

Charming unit at Bahama Bay near Disney and resort

5 out of 5 average rating, 3 reviews

Flat in Orlando

Fun Resort @ Westgate lakes Resort

4.84 out of 5 average rating, 57 reviews

Flat in Kissimmee

2Bed Apartment 15m Disney | full kitchen | Netflix

4.9 out of 5 average rating, 29 reviews

An outdoor area features a tiki bar and several seating arrangements under umbrellas, surrounded by palm trees and well-maintained landscaping. A spacious pool is visible in the background, alongside a lounge area and multiple pathways leading through the grounds.

Flat in Orlando

Entire Rental 3-BR Minutes from Disney x8 Hot tub

Smoke-friendly house rentals

4.78 out of 5 average rating, 9 reviews

Orlando House of Theme Park Nostalgia

An open-concept kitchen features dark wood cabinetry and a spacious island with four high-backed stools. Modern appliances, including a stainless steel refrigerator and microwave, are present. Large windows allow natural light to fill the area, which is complemented by a dining table set for six.

4.58 out of 5 average rating, 24 reviews

Gorgeous two-level home Sunshine Stylish

A bright living room features large windows draped in light curtains, allowing natural light to filter through. A green sofa and a beige armchair provide seating around a wooden coffee table, which is adorned with a small plant. A decorative wall piece adds visual interest.

4.74 out of 5 average rating, 31 reviews

Beautiful Home Away from Home

A spacious pool area is enclosed by a screened gazebo, providing a view of the calm lake at sunset. The water reflects the warm colors of the sky, while tropical plants add greenery to the surroundings.

4.81 out of 5 average rating, 184 reviews

Beautiful private home with pool on the lake

DisneyThemed Game Room Home + Waterpark + Pool

An expansive living area is shown with large windows allowing abundant natural light. A cozy sofa and modern seating create a welcoming space. The private swimming pool and spa are visible through glass doors, emphasizing accessibility for family relaxation.

4.72 out of 5 average rating, 39 reviews

Summer in Storey lake / 16 people

New place to stay

Villa REVO Orlando: all-in-one 5 star vacation!

The entrance to a charming townhome is framed by vibrant pink flowering bushes and neatly trimmed plants. A welcoming seating area with a chair is positioned beside the front door, which is adorned with a sign reading 'HOME.' Bright sunlight accents the inviting exterior.

4.85 out of 5 average rating, 54 reviews

Amazing Townhome!

Smoke-friendly apartment rentals

A sparkling swimming pool is surrounded by lounge chairs and well-manicured landscaping. The clear blue water invites relaxation, while a hot tub is positioned nearby, offering a space for unwinding. Handrails provide accessibility to the pool area.

4.75 out of 5 average rating, 8 reviews

4br/3ba big condo,2 miles to Disney,Next to mall

A bright living area features a spacious sectional sofa and a coffee table with a textured surface. Large glass doors allow natural light and provide views of the lush greenery outside. The dining area, visible in a separate section of the image, accommodates six around a well-set table.

5 out of 5 average rating, 3 reviews

Condo with Private Balcony, Near Amenities | 333

A large outdoor swimming pool is surrounded by lounge chairs and palm trees, providing ample space for relaxation. Families are seen enjoying the water, with portions of the pool designed for younger children. A shaded area offers umbrellas for comfort during sunny days.

Apartment in Orlando

Total Bliss (luxury condominium)

A screened balcony view presents shimmering water surrounded by natural landscapes. Sunlight reflects off the lake's surface, while trees are visible in the distance, creating a serene and calming environment. The scene offers a peaceful atmosphere for relaxation.

4.5 out of 5 average rating, 6 reviews

4BR Condo with lake view,Close to Disney

A bright courtyard features a large swimming pool surrounded by palm trees and lounge chairs. The four-story building is painted in soft yellow, with numerous balconies visible. Umbrellas provide shade for the seating areas along the pool's edge.

4.7 out of 5 average rating, 10 reviews

Luxury mini-suite by the WORLDS BEST THEME PARKS

A comfortable living area is highlighted by earth-toned decor and large windows that invite natural light. Two accent chairs flank a wooden cabinet, while a coffee table holds a decorative bowl and a stack of books. Warm tones and soft textures create a welcoming environment.

4.94 out of 5 average rating, 16 reviews

Orange Lake Resort -Heart of family fun

A multi-story building is surrounded by greenery and palm trees, overlooking a serene pond with a fountain. The exterior showcases modern architecture with balconies. A paved path leads along the water's edge, providing a pleasant view of the landscape and inviting strolls.

Apartment in Celebration

Resort condo close to Walt Disney World Resort

A resort-style condominium complex is shown, surrounded by palm trees and greenery. A shimmering swimming pool is visible in the foreground, accompanied by lounge chairs. Multiple stories of balconies create an inviting facade, while a clear blue sky enhances the bright atmosphere.