Smoking friendly holiday rentals in Kissimmee

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, 236 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

4.92 out of 5 average rating, 122 reviews

A spacious outdoor seating area features a modern grey sofa set surrounded by lush green walls, with a ceiling fan above. The large pool area showcases palm trees and lounge chairs under a clear blue sky. The entertainment room includes vibrant murals and a slide, while the game area contains stylish bunk beds and a movie theater setup with colorful lighting.

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.

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.

Home in Buenaventura Lakes

4.95 out of 5 average rating, 111 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, 111 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.

4.92 out of 5 average rating, 53 reviews

A modern living area features a black sofa adorned with a soft white throw blanket and decorative pillows. A pair of round coffee tables, one with greenery, rests on a light-colored floor. Art hangs on the wall above, complemented by a window covered with shades.

Guest house in Orlando

Cozy Lake View Stay

Experience the best of Orlando in this brand-new, custom-built modern tiny home — just 7 minutes from Orlando International Airport (MCO) and centrally located in one of the city’s most vibrant areas. Whether you’re here for business, adventure, or relaxation. With quick access to major highways, you’re just minutes from top attractions including Walt Disney World, Universal Studios, Lake Nona, downtown Orlando, and a wide array of dining and shopping options.

Top guest favourite

A themed bedroom inspired by 'Nightmare Before Christmas' features a decorative mural with a crescent moon and whimsical trees. The bed is adorned with vibrant bedding, and a warm light illuminates the room. A closet area displays themed decorations, enhancing the enchanting atmosphere.

Townhouse in Highlands Reserve

4.93 out of 5 average rating, 120 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.

4.88 out of 5 average rating, 104 reviews

Home in Davenport

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, 636 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, 436 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.

Home in Buenaventura Lakes

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, 78 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!

5 out of 5 average rating, 7 reviews

Luxury 4BR Private Pool Villa! Near to Disney

Welcome to your ultimate Kissimmee getaway! This is more than just a vacation home it’s your private slice of paradise, perfectly situated for an unforgettable Orlando adventure. Our beautiful 4-bedroom villa is professionally managed, spotlessly clean, and designed for comfort, making it the ideal base for families and groups visiting the theme parks at this unique and tranquil getaway.

4.94 out of 5 average rating, 16 reviews

Home in Orlando

Pool Home Getaway Near Airport

Experience elegant family living in this 4 bedroom, 3 bathroom house with comfortable living areas and everything you need for a stress free stay. Step outside to your private retreat with a screened pool, spacious patio, and lush yard—perfect for relaxing or entertaining. Conveniently located near Lake Nona, Orlando International Airport, major highways, restaurants and theme parks!

Popular amenities for smoke-friendly rentals in Kissimmee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoke-friendly flat rentals

4.75 out of 5 average rating, 68 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

4.96 out of 5 average rating, 92 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

4.88 out of 5 average rating, 8 reviews

Flat in Orlando

Cozy Apartment Near Universal and Premium Outlets

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

4.85 out of 5 average rating, 55 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

4.73 out of 5 average rating, 11 reviews

Casa para vacaciones con piscina

4.78 out of 5 average rating, 9 reviews

Orlando House of Theme Park Nostalgia

Home in Taft

4.72 out of 5 average rating, 186 reviews

Pet welcome, 3bed,2 baths house with Washer,Dryer.

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

The collage showcases various attractions, including iconic theme park characters, Universal's globe, and a resort pool area. The pool features lounge chairs under shade structures, surrounded by palm trees, inviting relaxation. Various water fountains are visible, adding to the welcoming atmosphere of the resort.

4.61 out of 5 average rating, 23 reviews

Bombastic house Veranda Palms / 25 People

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.

Home in Sunridge Woods

4.73 out of 5 average rating, 30 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, 182 reviews

Beautiful private home with pool on the lake

DisneyThemed Game Room Home + Waterpark + Pool

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.

4.86 out of 5 average rating, 7 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)

4.17 out of 5 average rating, 12 reviews

Lovely 3/2 Condominium just 10 minutes from Parks

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.