Smoking friendly holiday rentals in Kissimmee

4.96 out of 5 average rating, 100 reviews

Exclusive 6BR ResortHome Free Heated Pool/SPA

#### HEATED POOL & JACUZZI – NO EXTRA FEE! 🌴🌊 Welcome to your dream vacation home at The Retreat at ChampionsGate, one of Florida’s top 5 resorts! This luxurious 6-bedroom, 5-bathroom home features a private pool heated to 86°F and a spa with powerful jets reaching 103°F plus BBQ. Just 19 minutes from Disney, enjoy complimentary access to three exclusive clubs with a lazy river, pools, tiki bar, restaurant, jacuzzi, volleyball courts, and golf courses. Experience luxury and top-tier amenities!

A well-maintained exterior of the home is featured, showcasing a spacious facade with large windows and a welcoming entryway. Palm trees add a tropical touch to the landscape, complemented by lush greenery and a manicured lawn under a clear blue sky.

4.67 out of 5 average rating, 73 reviews

The Orlando Residence

Updated - Feb 2025 - Luxurious 5 Bedroom, 3 Bathroom C. 3000 sq. ft. Home. Ideal for 2 families or extended guests in the fantastic Highland Reserve Community. Situated on a champion ship golf course, this property is close to Disney World and is located 600m from great restaurants, supermarkets and other great amenities. The pool, and pool area is exceptionally large which benefits from an indoor & outdoor Jacuzzi. There are no rear neighbours giving a lovely view of the first tee. 500 Mb wifi

4.94 out of 5 average rating, 109 reviews

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.

Home in Kissimmee

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, 244 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

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, 114 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.

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 Davenport

4.94 out of 5 average rating, 129 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, 113 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

4.86 out of 5 average rating, 128 reviews

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. 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.

4.91 out of 5 average rating, 454 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.

4.91 out of 5 average rating, 22 reviews

Amazing 05Bdrms /5Bth At Champions Gate- Sleeps 15

The Space * Accommodates: 15 * Bathrooms: 5 * Bedrooms: 5 * Property type: Luxury Villas * Location: Champions Gate * Disney: 11 miles * Sea world: 14 miles * Universal: 19 miles * Legoland: 25 miles * Icon Park: 17 miles * 1 mile from Publix * 1 mile from 7 Eleven * 1 mile from Wendy's * At the entrance to the Champions Gate Resort there are several restaurant options, a gas station, a publix.

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.

4.9 out of 5 average rating, 83 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!

4.89 out of 5 average rating, 222 reviews

A contemporary living and dining area features a brown leather sofa and a dining table with six chairs. Light filters through sliding glass doors leading to a balcony, complemented by neutral wall colors and a wall-mounted television. A light fixture hangs above the dining table.

Apartment in Orlando

VISTA CAY RESORT, 3 BEDROOM STANDARD APARTMENT

VISTA CAY RESORT by Orlando Resorts Rental These 3 Bedroom 2 Bath apartments are right off of International Drive and near all the theme parks. This is a perfect central location for any Orlando vacation, and we are also adjacent to the Orange County Convention Center. The 3 Bedroom Standard apartments are located on Cayview Avenue and Breakview Drive within the resort.

Popular amenities for smoke-friendly rentals in Kissimmee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoke-friendly flat rentals

A compact kitchen area features a stainless steel refrigerator alongside a microwave and coffee maker. Light-colored cabinets with a wood finish are mounted above a countertop. A neatly organized sink area includes essential kitchen utensils. A small mat is placed on the tiled floor.

Flat in Oak Ridge

5 out of 5 average rating, 4 reviews

Private studio next to mall at millennia

4.68 out of 5 average rating, 77 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

4.62 out of 5 average rating, 13 reviews

Stylish Studio | 6 mins from Disney | Pool+Parking

4.96 out of 5 average rating, 96 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

5 out of 5 average rating, 3 reviews

Flat in Orlando

Fun Resort @ Westgate lakes Resort

4.83 out of 5 average rating, 58 reviews

Flat in Kissimmee

2Bed Apartment 15m Disney | full kitchen | Netflix

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

4.82 out of 5 average rating, 33 reviews

Entire Rental 3-BR Minutes from Disney x8 Hot tub

Smoke-friendly house rentals

A screened-in pool area features a clear blue pool with a connected hot tub. Sun loungers are positioned at the side, and the surrounding landscape showcases grassy fields under a partly cloudy sky.

4.9 out of 5 average rating, 68 reviews

Beautiful 5beds Villa nr Disney with AmazingViews

4.91 out of 5 average rating, 23 reviews

Home in Meadow Woods

Pool Home Getaway Near Airport

4.93 out of 5 average rating, 14 reviews

Home in Poinciana

Three bedroom home

The kitchen features warm wooden cabinetry and a large island with a granite countertop. Modern black appliances are present, including an oven and refrigerator. Decorative wicker lighting adds a natural touch above the island, where various kitchen essentials are arranged neatly.

4.81 out of 5 average rating, 59 reviews

Cozy Modern Pool Villa

4.79 out of 5 average rating, 14 reviews

Home in Kissimmee

Luxury 4BR Private Pool Villa! Near to Disney

5 out of 5 average rating, 16 reviews

Spacious Pool Home Near Disney | Family Retreat

Home in Kissimmee

New place to stay

Big family house: resort, private pool - 12 guests

4.77 out of 5 average rating, 141 reviews

Pool | Hot Tub | Mins to Disney | Private Retreat

Smoke-friendly apartment rentals

A dining area features a wooden table set for six, complete with dishware and glassware. Adjacent, a comfortable seating area is visible, highlighted by a sofa and side tables. Soft lighting from two lamps illuminates the space, which is open to a patio door framed by light curtains.

Wilkerson's Wonderland

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.

4.73 out of 5 average rating, 11 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 spacious resort pool is surrounded by lounge chairs, offering inviting shade from umbrellas. The building features multiple sliding glass doors, with warm interior lighting illuminating the common areas. Palm trees are varied throughout the landscape, enhancing the outdoor ambiance.