Holiday rentals with a fireplace in Kissimmee

An inviting pool area is framed by a screened enclosure, revealing beautiful water views at sunset. Soft lighting enhances the relaxing atmosphere, with lounge seating positioned nearby for comfort. The tranquil setting is ideal for unwinding and enjoying outdoor moments by the pool.

4.96 out of 5 average rating, 335 reviews

Game Room/HeatedPool/Piano Upscale Waterfront Home

Welcome to one-of-a-kind upscale contemporary waterfront oasis, where luxury meets comfort. This stunning house is nestled in a tranquil neighborhood, just moments away from the airport and all the attractions you desire. Step inside to find a beautifully renovated space: fully equipped open kitchen, game room, gym, pool table, grand piano etc Outside: private screened in heated pool($20/night heating fee)with breathtaking waterviews, patio equipped with grill, dining table, ping pong and more!

Aerial view captures the vibrant resort with multiple pools and water features, surrounded by lush greenery. The lower right features a cozy bedroom with Disney-themed decor and colorful beds. A private patio area is shown with a dining set and outdoor kitchen, along with water slides in a nearby pool.

4.91 out of 5 average rating, 117 reviews

#2666 Resort Home by Disney |Themed |Jacuzzi |Pool

Bask in the beautiful Florida sunshine in this FULLY RENOVATED DESIGNER HOME in the famous REGAL OAKS RESORT w/ THEMED BR near DISNEY WORLD in ORLANDO! Enjoy PRIVATE JACUZZI, NEW STYLISH FURNITURE, HEATED POOL, Waterslides, Poolside Bar, GAME ROOM, BILLIARD TABLES, Ping Pong, Restaurant, GYM, Tennis Court, and 24/7 Security Guard! The VILLA is located: 5 min walk to Old Town Amusement Park and World Food Trucks. 8 min drive to DISNEY, 20 min UNIVERSAL STUDIOS, 15 min SEAWORLD & DISNEY SPRINGS.

4.91 out of 5 average rating, 154 reviews

Home in Davenport

Magical Pool Villa-close to Disney Game/movie Room

The whole family will have fun in our Magical Disney Home where the Magic of Mickey Mouse,Toy Story, Frozen and Minion bedrooms with Sensor Songs when you walk in each room, uv and Led lights.Color changing Led lights in pool + bbq area, loungers for sun tanning.This Villa has Disney Hand UV light Painted by a local artist and a Game room with air hockey arcade, your children will feel the Magic as soon as they walk in the home, from smell to sound to sight This is it!Your Magical Dream Vacation

4.99 out of 5 average rating, 133 reviews

Townhouse in Kissimmee

Family friendly/Pet friendly Orlando paradise

*PET AND CHILD FRIENDLY* *Long term renters welcome* 2 bedroom 2.5 bath Townhome in gated community! 10 mins to Disney, 20 to seaworld, and 30 to universal studios. Community includes large beautiful heated pool and playground/bbq area. Professional cleaning services after each guest stay. Fully stocked kitchen with Keurig coffee, all dishes, utensils, seasonings etc. All bathrooms fully stocked with toiletries and plenty of extra towels. Patio includes chairs, gas grill, and sitting area.

4.98 out of 5 average rating, 120 reviews

The game room features a vibrant blacklight theme with neon accents. There are various arcade games, including a basketball game and air hockey table. The floor is decorated with playful, glowing images. This space is designed for family entertainment.

Home in Davenport

Magical Family Fun House Near Disney Luxury Villa

Experience the Magic of Disney in our Luxury Villa! BBQ Included! Tesla / EV Charging Station! Free Pool Heat! Our private 8 bedroom, 5 bathroom one of a kind pool home is meticulously clean & newly renovated. Newly remodeled kitchen and themed rooms, and richly-appointed spaces include large gathering areas, a bright, professional-grade kitchen, spectacular dining room, 2 walk-out master suites, a home theater & Tesla / EV Charging Station! Sparkling pool and spa. Only 15 miles from Disney

A themed bedroom is designed with dinosaur motifs and bright green accents. A toy vehicle sits on the carpet in front of a ladder leading to a raised bed. The walls feature jungle-like imagery and interactive elements, creating an imaginative play space.

4.95 out of 5 average rating, 78 reviews

Luxury Home| Disney| Solara Resort| w/Pool & Spa

Create unforgettable memories of a lifetime and enjoy a vacation you’ll remember for years to come. This spectacular home is ideally located within the Solara Resort and only 8 miles to Disney, and within a short drive to Universal, Disney Springs, and many beaches! With 4000sqft of luxury living space, a private pool/spa, and a game room for the kids, your family can enjoy the relaxing and fun atmosphere together! Book with us now and give you and your family the vacation you all deserve.

A screened-in pool area is illuminated by string lights, offering a serene view of the lake at sunrise. The inviting pool features floating noodles, and the surrounding space is bordered by greenery, enhancing the tranquil atmosphere.

4.85 out of 5 average rating, 217 reviews

Disney & Universal Retreat| Heated Pool | Fire Pit

Sit back and relax in this stylish home with all the amenities you need for a fun family getaway. This home has a spacious layout with 3 bedrooms and 2 baths. We have thought of everything so you don't have to-toiletries,washer/dryer, and wifi. Enjoy your morning coffee in the screened in pool area with a beautiful sunrise and lake view or sip a glass of wine while floating in the pool. Just minutes to Theme Parks and major highways, this is the dream home you have been waiting for!

4.83 out of 5 average rating, 126 reviews

An inviting outdoor seating area features multiple Adirondack chairs arranged around a fire pit, under a sleek ceiling fan. The space includes an umbrella-covered dining table, overlooking a private pool. The ambiance is enhanced by string lights against a colorful sunset sky.

Townhouse in Kissimmee

"Sweet Retreat" - Free Pool Heat & Bbq

Adventure Awaits in the "Sweet Retreat", a fabulous 5 Bedroom townhouse in the World Class resort of Windsor at Westside. This newly refurnished home sits right next to the resort clubhouse and features a Pirates of the Caribbean loft area with an exciting Pirate Scavenger Hunt for kids of all ages. Kids will love the Pirate loft, Mickey bedroom and Moana themed bedroom. Parking front and back, FREE WIFI, FREE Pool Heat and FREE BBQ make this home your perfect Disney getaway.

A private outdoor area features a pool with a spa, surrounded by a spacious deck. A basketball hoop is positioned nearby. A large inflatable swan floats in the water, while a hammock provides a cozy spot for relaxation. Lush greenery frames the scene under a colorful sky.

4.94 out of 5 average rating, 145 reviews

Luxury Encore Pool Spa Pets Game Rm Theater Gym

Amazing Brand New Modern Luxurious Home at Encore Resort Reunion. PET-FRIENDLY & Minutes to all Theme Parks. BRAND NEW HOME. Private Pool & Spa / Game Room / Movie Theater / Gym / Massage Chair / Fireplace / PS5 / Board Games & Much More. Embrace the extraordinary and book your stay at our home, where luxury, entertainment come together for an unforgettable vacation experience. ** Please review the rules before booking. Waterpark access is not included. **

A screened-in pool area features sun loungers and a view of a serene lake. The brightly themed kids' bedroom showcases a Toy Story design with two beds, colorful accents, and vibrant wall art. Another room with two twin beds is decorated in soft pink tones, enhancing its cozy feel.

4.86 out of 5 average rating, 144 reviews

Amazing 8Bdrms-5Bath/Game room/Pool

The Space * Accommodates: 22 * Bedrooms: 8 * Bathrooms: 5 * Property type: Luxury House * Location: Storey Lake * 12 miles from Magic Kingdom * 10 miles from Animal Kingdom * 16 miles from Universal Studios * 2.4 miles from Lake Buena Vista Factory Stores (Outlet) * 4 miles from The Loop (Outlet) * 22 miles from MCO * Located close to Highways 192 and 535, the property is located close to the main restaurants, pharmacies, markets.

A spacious entryway features a stylish staircase with wooden steps and a glass railing. A large Christmas tree decorated in soft colors stands next to a modern living area displaying a cozy sofa and contemporary artwork. A fireplace adds warmth to the ambiance.

4.86 out of 5 average rating, 65 reviews

The Eights House by Disney. Themed Island Dream

Location can't get better! Next to Disney Parks and Restaurant Row! This Guarded and gated place to stay is perfect for family trips. You will fall in love with our year round 12ft tree tastefully decorated by season. Mickey's Camping room, Frozen themed room, the cabin Christmas year round experience & 2 additional modern king rooms perfect for couples! Did I mention the stunning Avengers Home theater/game room and oversized pool?

4.8 out of 5 average rating, 10 reviews

A stylish living area is highlighted by an orange sectional sofa and a round green coffee table. Large windows are framed with sheer white curtains, allowing natural light to fill the space. A contemporary wall-mounted TV and a small dining area with brown chairs complete the room.

Townhouse in Kissimmee

3251 The Hub escape with flex space

Welcome to your ideal escape at The Hub at Westside Reserve — a stylish and spacious 3-bedroom, 3-bathroom townhouse perfectly situated in the heart of Kissimmee, just minutes from Disney, Winter Garden, and Orlando’s top attractions. Designed for families, professionals, and long-term guests, this home combines modern comfort with a peaceful, well-connected location.

Popular amenities for rentals with a fireplace in Kissimmee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a fireplace

4.91 out of 5 average rating, 55 reviews

The Star Wars game room is designed with immersive decor, showcasing space-themed murals and high-tech gaming stations. Sleek black seating is provided around a central table, enhancing the interactive atmosphere. Multiple monitors are visible, offering a gaming experience surrounded by themed elements.

Home in Davenport

Themed 10-Bedroom | Sleeps 26 w/ Pool & Game Room!

4.92 out of 5 average rating, 12 reviews

Home in Orlando

Pool Home Getaway Near Airport

4.89 out of 5 average rating, 176 reviews

Luxury Disney Vacation Home on Reunion Golf Resort

5 out of 5 average rating, 55 reviews

Complete Disney themed home 5bed 3 1/2 bath

A cozy hanging egg chair provides a relaxing spot next to the heated saltwater pool. A blue lounge chair and a shaded umbrella offer additional seating options. Lush greenery adds a refreshing touch to the outdoor area.

4.97 out of 5 average rating, 102 reviews

Modern Villa with Saltwater Pool & Themed Rooms

An inviting private pool area is shown within a screened enclosure, featuring clear blue water and a rounded pool shape. Comfortable outdoor seating is placed beside the pool, with lush greenery decoratively lining the wall, enhancing the tranquil space.

4.96 out of 5 average rating, 26 reviews

Home, Private Pool, 10 min to Disney, 3 BR/2 Baths

5 out of 5 average rating, 28 reviews

Epic Game Room Villa Golf Course View Near Disney

4.97 out of 5 average rating, 135 reviews

A cozy bedroom features a red bedspread covering a spacious bed. Richly textured wall coverings portray a gothic archway and a colorful tapestry with woodland scenes. A vintage-style light fixture illuminates the room, while plush carpeting adds comfort beneath the feet.

Home in Clermont

Magical Castle Near Theme Parks

Apartment rentals with a fireplace

4.92 out of 5 average rating, 26 reviews

A large outdoor pool is featured with clear blue water, surrounded by a spacious sun deck. Comfortable lounge chairs are placed along the poolside. A pergola provides shade, while planters with greenery add a touch of nature to the open area. A scenic view of the horizon is visible in the background.

Flat in Osceola County

Reunion Living Near Disney + Luxury Serenity

5 out of 5 average rating, 11 reviews

Flat in Orlando

Modern Vacation Home Just Minutes from Disney 8

A breakfast setting is displayed on a red table mat. A plate features pancakes shaped like Mickey Mouse, adorned with fresh strawberries, blueberries, and a dollop of whipped cream. A glass of orange juice sits nearby, complementing the cheerful breakfast theme.

4.66 out of 5 average rating, 29 reviews

Amazing new apartment in Kissimmee 2813 3BR/2BA

A well-lit bedroom features two spacious beds positioned side by side, each adorned with neutral-toned bedding. Decorative wall art with abstract designs enhances the ambiance. Natural light filters through the window, illuminating the minimalist decor and adding to the room's inviting atmosphere.

4.7 out of 5 average rating, 74 reviews

Modern Disney Condo

The image displays a sprawling resort area featuring a winding lazy river surrounded by tropical landscaping. Water slides can be seen adjacent to the pool area, with palm trees interspersed throughout. Various lounge chairs and shaded seating arrangements are visible, promoting relaxation.

4.88 out of 5 average rating, 271 reviews

Free Water Park luxury 2 Bd Condo near theme parks

4.77 out of 5 average rating, 13 reviews

Tropical Oasis 2BD Disney, Hot Tub & Game Fun

4.98 out of 5 average rating, 60 reviews

Flat in Orlando

Elegant Budget Friendly Suite. No Resort Fee!

Flat in Highlands Reserve

A bright living area features modern furniture and a large wall-mounted clock. A stainless steel refrigerator stands beside a small dining table, while a tropical-themed painting adorns the wall. Soft natural light enters through a window, highlighting the open space.

4.81 out of 5 average rating, 54 reviews

Cozy*Pool*Hot tub*20 mins from Disney

Villa rentals with a fireplace

4.8 out of 5 average rating, 69 reviews

The screened pool area features a spacious swimming pool, illuminated in calming blue tones. A jetted tub is integrated into the pool area, surrounded by brick paving. Lounge chairs are positioned nearby for relaxation under the protective screen.

Villa in Davenport

Best Value BnB Disney Villa W/ Private Pool & SPA

4.93 out of 5 average rating, 106 reviews

Villa in Clermont

Cute N Cozy Villa near Disney, pool, Wi-Fi

4.83 out of 5 average rating, 29 reviews

Luxury Townhouse Near Disney | 3BR

An inviting screened-in lanai features a private pool surrounded by paver decking, with vibrant sunset colors reflecting overhead. The large dining area showcases a long table set for gatherings, accompanied by stylish light fixtures. The game room is equipped with multiple entertainment options, including arcade games and a pool table.

4.85 out of 5 average rating, 99 reviews

Brand New Luxury 9BR Villa/ Pool/Spa/Game Room

A game room features striking themed decor, with large flat-screen TVs and seating. The private pool area showcases a serene swimming pool surrounded by a screen enclosure, highlighted by comfortable lounge furniture. A cozy outdoor seating area is visible, offering a relaxing view.

4.95 out of 5 average rating, 175 reviews

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool

A private pool area is enclosed by a spacious screen, featuring a clear blue pool with steps leading in. Two white lounge chairs are set beside the pool, offering a relaxing spot under the sun. Lush greenery is visible in the background.

4.93 out of 5 average rating, 156 reviews

Beautiful Villa with pool near Orlando attractions

A vibrant bedroom features colorful murals inspired by a tropical theme, with plush beds and soft lighting. The outdoor pool area showcases a shimmering blue surface, surrounded by lush greenery and a screened enclosure, while the inviting hot tub awaits relaxation.

4.91 out of 5 average rating, 44 reviews

Not To Be Missed! Exquisite Storey Lake Villa

A private, screened-in pool area showcases a sparkling swimming pool with playful inflatable rings floating on the water. Comfortable seating is positioned beside the pool, while the screened enclosure allows for ample natural light from the large windows of the home.