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, 325 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!

4.92 out of 5 average rating, 105 reviews

A resort-style swimming pool is framed by palm trees and lounge chairs. The image shows a screened patio with a private jacuzzi and outdoor dining space, along with a colorful water slide visible nearby. The themed bedroom features bright decor and ample bedding, appealing to families.

Townhouse in Kissimmee

#2609 Resort Home near Disney Themed Jacuzzi Pool

Relax in this LARGE FULLY RENOVATED LUXURY DESIGNER HOME in the famous REGAL OAKS RESORT w/ THEMED BR near DISNEY WORLD in ORLANDO FLORIDA! Enjoy the STUNNING LAKE FRONT VIEW, 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! - Walk 5 min to Old Town Amusement Park and World Food Trucks. - Drive 8 min to DISNEY, 20 min UNIVERSAL STUDIO, 15 min SEAWORLD and DISNEY SPRINGS

4.9 out of 5 average rating, 144 reviews

Home in Davenport

Magical Pool Villa-close to Disney “Game 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

4.9 out of 5 average rating, 205 reviews

A private screened patio features a jacuzzi with colorful lights, creating a calm ambiance. Two outdoor chairs are positioned nearby, providing a comfortable spot to relax. Soft lighting illuminates the area against a backdrop of lush greenery and a clear evening sky.

Townhouse in Kissimmee

AMAZING vacation house .Mins to Disney Regal oasks

Beautiful luxury Resort style Vacation house! Big screened patio with private jacuzzi . Excellent Location! 3miles from Disney resort, just 10 minutes form Disney, universal, sea world , 0.1 mile walking distance to Old Town fun. numerous restaurants ,tourist attractions and easy access to major highways such as SR 417 and 14 .Uber /Lyft stop ,lynx bus to Disney . Guests also have full access to all resort amenities and activities ! *FREE- WiFi and 3 Cable TV for each rooms 52” living room

4.99 out of 5 average rating, 122 reviews

A large swimming pool is set within a landscaped area, featuring a gentle curve and surrounded by lounge chairs and umbrellas. A clubhouse with a tiled roof is visible in the background, contributing to the inviting atmosphere of the gated community.

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.

Home in Championsgate Village

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.

4.97 out of 5 average rating, 107 reviews

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

4.88 out of 5 average rating, 259 reviews

The living room features a cozy seating arrangement with a gray sofa and armchair, complemented by decorative pillows. A round table is positioned between the seats, and a large window offers views of Lake Bryan. Natural light brightens the space, enhancing the serene ambiance.

Apartment in Orlando

Airbnb's Choice- Best at Blue Heron- Stunning View

"Airbnb's Choice" - When it was time for Airbnb to select a home to feature in their Instagram ad campaign, of the hundreds of homes in the Orlando area, they selected this one. "Shouldn't it be your choice as well?" Tastefully and professionally decorated - This is a spacious one-bedroom, two-bath lakefront condominium located at the Blue Heron Beach Resort. It's conveniently located just two blocks off I-4 and just 1 mile from the entrance to Disney with breathtaking views of Lake Bryan.

The exterior of the house is viewed from the sidewalk, surrounded by neatly maintained lawns. Two large trees provide ample shade. The home features a light-colored facade and a driveway visible on the right, complemented by a two-car garage.

4.88 out of 5 average rating, 109 reviews

Harmony Place - W/ Pool - Near Walt Disney

Welcome to Harmony Place, your perfect getaway! Relax and unwind with the whole family at this serene retreat. This stunning home features a private pool, 3 spacious bedrooms, and 2 bathrooms, comfortably accommodating up to 9 guests. Located in the exclusive Crescent Lakes community in Kissimmee, Florida, you’ll be just 11 miles from Walt Disney World, 22 miles from Universal Studios, and 18 miles from SeaWorld Orlando. Enjoy nearby dining and shopping options for added convenience!

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.

4.95 out of 5 average rating, 128 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 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. **

4.87 out of 5 average rating, 104 reviews

A warm living space features a dark wooden ceiling and an accent wall with textured concrete. Comfortable seating faces a mounted television, while wooden shelves are adorned with books and decorative plants. Natural light enters through large windows, enhancing the inviting atmosphere.

Apartment in Orlando

5 mins Universal 10 mins Epic park | Rustic LOFT

Take it easy at this unique oasis and tranquil getaway that is located in the heart of Orlando!! Want to have fun?! Literally walking distance from Universal Studios, Want to go shopping?! 5 mins from Millenia Mall and Premium Outlets. Want to experience Orlandos hottest nightlife or stroll through the city it’s 15 mins from Downtown , Do you want to meet Mickey Mouse or shamu?! 15 mins from Disney and sea-world. Even take a dip in the complex pool or play tennis!!

A tranquil swimming pool is illuminated in blue light, surrounded by a smooth deck. Inflatable pool toys float on the water, while a sun umbrella and lounge chairs provide a place to relax. The area is enhanced by palm trees and soft night lighting.

4.85 out of 5 average rating, 153 reviews

Beautiful Vacation Home With Private Pool.

Find your perfect vacation home with us!. With a private patio and pool, this 3 bedroom home is fully equipped. Based on GPS apps, Disney and Universal Studios are just 25 minutes away. Located in a quiet and peaceful neighborhood, the house is a perfect place to relax and it is close to local shopping, Walmart, dining and attractions. Sleeps 6+ guest in 3 bedrooms, the Master bedroom also has a private master bathroom.

4.95 out of 5 average rating, 495 reviews

A welcoming porch area features two white rocking chairs adorned with red cushions, positioned around a small round table. A colorful rug lies beneath, while natural light illuminates the space, providing a calm setting for relaxation.

Cottage in Kissimmee

Entire cottage for 5, close to Disney, Universal!

Great cottage for 5, come stay! One bedroom with a adjustable com-fee queen bed, and a 19" flat screen TV. Loft 1 queen, 1 twin, don't bump your head. Located only minutes from Disney and Universal. Heated pool! Our place is completely updated, new furniture , appliances etc. we also have on property three other cottages Bitty Bungalow. Bitty Bliss, and the Bitty blossom. All are Smoke free, pet free.

Popular amenities for rentals with a fireplace in Kissimmee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a fireplace

A screened-in pool area is visible, showcasing a sparkling pool surrounded by a patio. The pool features a gentle curve and is complemented by green grass and palm trees in the background. Bright sunlight enhances the inviting atmosphere, with a clear blue sky overhead.

4.85 out of 5 average rating, 86 reviews

Whispering Oaks

4.93 out of 5 average rating, 92 reviews

A screened-in pool area features a sparkling blue pool surrounded by light-colored concrete. Two lounge chairs with striped cushions are positioned adjacent to the water. A covered seating area with a table is visible in the background, providing shade.

Home in Davenport

Sweet vacation home.

4.94 out of 5 average rating, 31 reviews

The exterior of the home is showcased, featuring a sloped roof and a front entrance flanked by tall windows. A two-car garage is visible, surrounded by lush greenery and neatly trimmed bushes. Nearby houses and a clear sky can be seen in the background.

Home in Davenport

Cozy Spacious Pool Home Oasis Close To Disney

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, 91 reviews

Modern Villa with Saltwater Pool & Themed Rooms

4.88 out of 5 average rating, 49 reviews

New Home at Storey Lake/9 Bedrooms and 5 Bathrooms

4.98 out of 5 average rating, 128 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

The exterior of the home features a spacious driveway, paved in light-colored bricks, leading up to an attached garage with an ornate door. A well-maintained lawn with green grass and palm trees is visible, complemented by a clear blue sky filled with clouds.

4.8 out of 5 average rating, 111 reviews

View the Disney fireworks from your pool!

An open living area showcases a leather sectional sofa paired with an accent table on a decorative area rug. A television is mounted on the wall above a faux fireplace. A ceiling fan and light fixtures provide illumination, while potted plants add a touch of greenery.

4.94 out of 5 average rating, 51 reviews

Entire home near theme parks, restaurants & more!

Apartment rentals with a fireplace

5 out of 5 average rating, 21 reviews

A modern living area showcases a mix of comfortable seating, including a plush blue couch and a tan sofa, arranged around a stylish, round ottoman. A large television is mounted above a lighted console, and natural light filters through the nearby window, enhancing the warm decor.

Flat in Osceola County

Magic Moments | Walk to Fine Dining & Disney

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.

4.64 out of 5 average rating, 28 reviews

Amazing new apartment in Kissimmee 2813 3BR/2BA

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.

4.87 out of 5 average rating, 260 reviews

Free Water Park luxury 2 Bd Condo near theme parks

4.82 out of 5 average rating, 50 reviews

A spacious living area features a deep blue velvet sofa, complemented by a round table and wicker chairs. Decorative plants add a natural touch, and large sliding glass doors open to a private patio, allowing natural light to fill the room.

Flat in Orlando

Designer Corner Suite 3br/2ba - Disney & Universal

4.98 out of 5 average rating, 44 reviews

Flat in Orlando

Elegant Suite! No resort fee Book today.

A bright and inviting living and dining area features a large table set for dinner, surrounded by colorful decorations. A blue mural and modern light fixtures enhance the atmosphere. Nearby, playful artifacts and themed elements add charm, contributing to a family-friendly environment.

4.93 out of 5 average rating, 44 reviews

3BR Themed Condo • Ground-Floor + Resort Pool

5 out of 5 average rating, 24 reviews

Amazing 03 Bedrooms/ 03 Baths / Sleeps 08

4.86 out of 5 average rating, 78 reviews

A modern kitchen area features a large island with a marble countertop and minimalist cabinetry. A round dining table set for four is illuminated by contemporary pendant lights. A decorative mirror and a console table with blue vases complete the welcoming ambiance, with light-colored tile flooring throughout.

Flat in Orlando

Apartment with an electric fireplace

Villa rentals with a fireplace

4.75 out of 5 average rating, 8 reviews

An outdoor dining area features a large table surrounded by six woven chairs. Beyond, a screened pool area showcases a swimming pool with lounge chairs arranged around it, set against a backdrop of green trees and the golf course.

Villa in Davenport

Luxury 5br/3ba Golf Course Villa S/W Private Pool

4.81 out of 5 average rating, 26 reviews

Amazing home 5 mins to Disney Orlando

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.

4.84 out of 5 average rating, 94 reviews

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

4.96 out of 5 average rating, 28 reviews

The pool area is enclosed in a screened lanai, allowing natural light to flood in. A large inflatable llama floats on the water. Surrounding loungers provide seating, while a green lawn and trees frame the scenic view outside.

Villa in Davenport

Luxury Villa Pool/Spa 2 Masters, Highlands Reserve

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, 159 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, 146 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.

4.9 out of 5 average rating, 40 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.