Holiday rentals with a fireplace in Osceola County

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.

4.9 out of 5 average rating, 131 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.

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.

4.97 out of 5 average rating, 353 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!

4.91 out of 5 average rating, 168 reviews

Home in Davenport

Magical Pool Villa-close to Disney Game/movie Room

The magic starts the moment you walk through the door—and the memories will last a lifetime! ✨ Our themed vacation home features Mickey Mouse, Toy Story, Frozen, Star Wars and Minion rooms with motion-activated songs, UV artwork, and LED lighting. Enjoy a private pool with color-changing lights, BBQ area, sun loungers, and a fun-filled game room with air hockey and arcade games. Designed to delight kids and adults alike with immersive sights, sounds, and magical details throughout the home!

Superhost

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, 244 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!

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, 159 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. **

4.95 out of 5 average rating, 107 reviews

A unique sleeping area features a round bed designed to resemble a giant clam shell. Vibrant murals depicting underwater scenes adorn the walls, complementing the ocean-themed decor. Soft curtains in shades of green flow down from the ceiling, adding color to the tranquil space.

Home in Davenport

Royal Retreat Disney Themed Pool Home, Arcade, Theater

Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!

Townhouse in Osceola County

A dining area with a rectangular table set for six features simple decor and a centerpiece. A cozy living space is visible with a sofa, chairs, and a TV. Light streams in through large windows, accentuating the open layout and inviting atmosphere.

4.98 out of 5 average rating, 105 reviews

Amazing townhouse near Orlando theme parks

Welcome! This is your place to gather, relax and enjoy, near everything! Orlando theme parks are only between 6 to 20 miles away, and other attractions for all ages and preferences are also nearby. This spacious 4 beds and 2.5 baths home is fully equipped. It is also family friendly, so you will have the basic items for your children's stay. We are sure that you will experience a cozy ambience and that you will enjoy your stay here!

Superhost

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.

4.81 out of 5 average rating, 151 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.

4.94 out of 5 average rating, 116 reviews

A spacious living area is highlighted by a stylish pool table convertible to a ping pong table. Large windows allow natural light and offer views of the outdoor space. Comfortable seating is arranged around a modern entertainment center featuring a Smart TV.

Townhouse in Kissimmee

Disney 1.6mi | Pool Table | Gated Resort | 3BR

Create unforgettable memories at Mickey's Magic Getaway! Just 1.6 miles from Disney, this modern 3BR, 3.5BA townhome in gated Magic Village Resort sleeps 8 and is perfect for families or groups. Enjoy spacious living areas, a fully equipped kitchen, in-unit laundry, a game room with pool table and ping pong, kid-friendly touches, free parking, and resort amenities — all the comfort and convenience of home, minutes from the magic ✨

Camper van/Motorhome in Lake Wales

4.94 out of 5 average rating, 103 reviews

Cozy RV/Camper and Campsite.

WELCOME TO RANCHO Pura Vida ! "Where Memories are Made" Relax with the whole family at this peaceful place to stay. -ABOUT THE PROPERTY- This's a privately owned, Beautiful RV lot, fully equipped with everything you'll need for your stay. Bring nothing but the one's you love, food and drink. ¡ FREE GOLF CART INCLUDED ! For your convenience so that you can enjoy all the amenities that Westgate and River Ranch has to offer !

4.96 out of 5 average rating, 191 reviews

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.

Villa in Kissimmee

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

🏡 Welcome to Disney Serenity, your Orlando villa near Disney with a private heated pool, game room, and home theater. Enjoy resort perks like a lazy river, gym, and tiki bar. Located minutes from Disney World and Universal, this wheelchair‑friendly retreat blends comfort, accessibility, and family‑ready fun.

A sunlit community pool area showcases a large pool surrounded by palm trees and lounge chairs. The clubhouse, with expansive windows and a vibrant facade, stands in the background. Colorful slides and umbrellas add to the inviting recreational atmosphere.