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USA - Rentals in Osceola County USA

Country: USA (4021) | Region: Florida (1068) | Area: Osceola County

Currency: USD

Found 258 Osceola County vacation rentals

Osceola-County Apartment for rent

Apartment • 16 People • 7

• 6

•

From

912 USD /Night

Min Stay 1 night

Osceola-County, USA

$ 912 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Great Florida

This vacation rental boasts an underwater-themed bedroom and a futuristic-themed bedroom with impressive decor that will amaze the kids. The private home theater is equipped with 10 comfortable leather recliners, a high-end projector, and sound systems, making it the perfect spot for movie night. The game room offers a karaoke system, arcade games, and a mini jungle gym. The private screened-in pool and spillover spa are surrounded by loungers, patio space, and outdoor games like pool basketball, giant connect four, and foosball table. After a long day of fun, guests can relax in the outdoor lounge area or enjoy a meal at the 12-seat patio table overlooking the pool. The kitchen is fully equipped with all necessary appliances and cookware. The living room offers plenty of seating options and a smart TV for entertainment. The bedrooms feature deluxe mattresses and hotel-quality linens to ensure restful nights. The resort offers amenities...More Details

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Osceola-County Apartment for rent

Apartment • 20 People • 9

• 6

•

From

912 USD /Night

Min Stay 1 night

Osceola-County, USA

$ 912 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Sunsets from the Space

This luxurious vacation home is perfect for families with kids who love entertainment and adventure. The galactic-themed bedroom and winter-themed bedroom will wow your little ones, and the private home theater with arcade games, karaoke system, smart TV lounge area, and 10 ultra comfy leather recliners will provide hours of entertainment for everyone. Outside, the screened-in pool and spillover spa surrounded by comfy loungers, patio, foosball table, giant connect four, and pool basketball will keep the family entertained all day long. Wind down with a delicious meal served up at the 12-seat patio table overlooking the pool or in the elegant indoor dining area. The kitchen offers everything you need for mealtime. Nestle into any of the designer King- or full-sized bedrooms for restful nights throughout your stay. Located in The resort, guests can enjoy myriad activities at the resort's central clubhouse, including a FlowRider Surfing S...More Details

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Osceola-County Apartment for rent

Apartment • 20 People • 9

• 6

•

From

927 USD /Night

Min Stay 1 night

Osceola-County, USA

$ 927 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The House of Gold

This luxurious vacation rental, located in the exclusive The resort community, offers endless entertainment for the whole family. The Princess-themed bedroom and video game-themed bedroom are sure to delight kids of all ages. Movie night is a must in the private home theater, complete with ten leather recliners and arcade games. The game room/loft has a karaoke system, arcade games, and a mini jungle gym for little ones. Outside, the screened-in pool and spa are surrounded by comfy loungers and outdoor games like foosball and giant connect four. The kitchen is fully equipped with everything needed to prepare meals, including a breakfast bar with five sleek stools. Each of the designer King- or full-sized bedrooms has deluxe mattresses and hotel-quality linens for restful nights. The resort offers numerous amenities, including a FlowRider Surfing Simulator, heated Grand Pool, sports courts, walking trails, fitness center, and varied dini...More Details

Booked

Available

Osceola-County Apartment for rent

Apartment • 14 People • 6

• 6

•

From

933 USD /Night

Min Stay 1 night

Osceola-County, USA

$ 933 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Villa Lake Breeze

This bright and spacious home is perfect for families or groups of friends looking for a relaxing vacation in Orlando. The home features a large, sun-kissed terrace with stunning lake views, a sparkling pool, and a spa. Inside, there is a fully equipped kitchen, a games room, and a bright living room with a flat-screen TV. The home is located in a gated community with everything from restaurants and bars to pools and club houses. Air ConditioningBarbequeBathtubCeiling FansDishwasherFanFreezerFridgeHeated PoolMicrowaveOvenPatio / TerracePool / Snooker TablePrivate ParkingPrivate PoolSmoke DetectorStoveSun Loungers / Beach ChairsTVWi-fi...More Details

Booked

Available

Osceola-County Apartment for rent

Apartment • 18 People • 8

• 6

•

From

937 USD /Night

Min Stay 1 night

Osceola-County, USA

$ 937 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Magic of Disney

This vacation home in The resort is perfect for families with kids who will love the Winter and Superhero-themed bedrooms, private home theater, game room/loft, and private screened-in pool and spa. The game room has a karaoke system, mini jungle gym, arcade games, and a lounge area with a smart TV. The kitchen has everything you'll need for mealtime including a large fridge/freezer, oven, microwave, dishwasher, coffee maker, toaster, and cookware. There's also an outdoor 12-seat patio table overlooking the pool and an indoor elegant dining area with charming decor. The living room is perfect for relaxation after an action-packed day with soft couches or armchairs and a smart TV. The community amenities include a FlowRider Surfing Simulator, splash parks with water slides, heated Grand Pool, sports courts, walking trails, fitness center and varied dining options. The resort is just miles from Disney and other popular attractions like Un...More Details

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Available

Osceola-County Villa-House for rent

House • 16 People • 8

• 7

•

From

973 USD /Night

Min Stay 1 night

Osceola-County, USA

$ 973 USD /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Radiant Paradise

Modern luxury home built in 2020, located at the world-renowned Encore at Reunion. This captivating escape is a true haven for relaxation and rejuvenation. Boasting nearly 4,000 square feet of air-conditioned space, it features 8 tastefully appointed bedrooms and 6 full baths. With a game room, private pool, and inviting spa, there's no shortage of entertainment options. The property is ideally situated just minutes away from the enchantment of Disney Parks, Universal Studios, and an array of dining and shopping delights. Immerse yourself in the natural beauty of the surrounding area or soak up the sun on your own private patio. This idyllic retreat offers the perfect blend of elegance and comfort, making it the ultimate destination for an unforgettable getaway. Air ConditioningBalcony / PatioBarbequeBathtubBlack-Out BlindsCarbon Monoxide DetectorCentral HeatingCoffee MakerCot / CribDishwasherDryerFirst Aid KitFree Parking On Premise...More Details

Booked

Available

Osceola-County Apartment for rent

Apartment • 20 People • 8

• 6

•

From

975 USD /Night

Min Stay 1 night

Osceola-County, USA

$ 975 USD /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Westside Oasis

Welcome to Twice-as-Nice, the 9th home in the Overmoon collection. This 8-bedroom, 6-bathroom oasis is located in the Windsor at Westside resort, just a short drive from Orlando's famous thrills. It can accommodate 20 people, leaving even the biggest travel groups rested and ready for a big adventure – or just a simple day of backyard fun. Enjoy lakeside dinners and the fully enclosed pool and spa. The wide-open great room provides plenty of space for everyone, and late-night games can be enjoyed in the billiard room. Each Overmoon home is designed with comfort in mind, featuring ample amenities throughout. Our warm, personal hospitality includes a local host to support you before, during, and after your stay. Experience a range of a la carte services available to make your vacation even more memorable. Welcome to your Westside Oasis! Access to Gym / SpaAir ConditioningBarbequeBathtubBlenderBoard GamesCarbon Monoxide DetectorCentral ...More Details

Booked

Available

Osceola-County Villa-House for rent

House • 16 People • 9

• 5

•

From

998 USD /Night

Min Stay 1 night

Osceola-County, USA

$ 998 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

A Tide of Summer

Disney fans will love this unique villa, with its character-themed bedrooms and Star Wars games room. Located just 7 miles from Walt Disney World Resort (and 12 miles from Universal Studios) it’s the perfect base from which to explore Florida’s theme parks. You’ll have your own pool and hot tub overlooking a lake here, as well as a six-seater cinema for watching your favourite blockbusters in style. And if that’s not enough, the home is part of the Storey Lakes Resort, so you’ll be able to use all of the shared amenities, including a water park, sports courts, and restaurants. We think this destination home is a great choice for anyone wanting an action-packed group getaway. *While one of the bathrooms isn't photographed, expect the style and quality to be consistent.*If you're travelling with little ones, your host can provide a cot, high chair, baby bath, changing table, and baby monitor for free. Please request them in advance. *The...More Details

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Osceola-County Villa-House for rent

House • 16 People • 8

• 8

•

From

1,010 USD /Night

Min Stay 1 night

Osceola-County, USA

$ 1,010 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Euphoria Estate

Modern 4200sf luxury home, nestled in the tranquil Four Corners neighbourhood, awaits you at Encore at Reunion. This stunning sanctuary boasts 8 adaptable bedrooms and 8 contemporary baths, embodying pure sophistication. With a whimsical game room perfect for creating memories and a captivating private pool and spa, relaxation knows no limits. A mere 7 minutes away is a shopper's utopia with Super Walmart and Publix supermarket, while Disney Parks, Disney Springs, Premium Outlets, Universal Studios, and International Dr attractions are all within a breezy 20-minute radius. Leave your worries behind when you retreat to this opulent paradise. *PLEASE MAKE SURE TO READ THE HOUSE RULES* Air ConditioningBalcony / PatioBarbequeBathtubBlack-Out BlindsCarbon Monoxide DetectorCentral HeatingCoffee MakerCot / CribDishwasherDryerFirst Aid KitFree Parking On PremisesFridgeGames ConsoleGardenGymHair DryerHangersHigh ChairHot TubIronKitchenKitchen...More Details

Booked

Available

Osceola-County Villa-House for rent

House • 16 People • 11

• 10

•

From

1,034 USD /Night

Min Stay 1 night

Osceola-County, USA

$ 1,034 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Lavish Haven

Escape to a modern luxury home, nestled within the tranquil beauty of Four Corners, Osceola County. This enchanting oasis is located at the esteemed Encore at Reunion, known for its world-renowned allure. With over 5400 square feet, this opulent residence boasts 11 bedrooms, 11 full bathrooms, and 2 half bathrooms. Immerse yourself in sensory delights with a private movie theater and a game room that will spark endless joy. Indulge in the pleasures of relaxation with a invigorating dip in the sizeable pool or luxuriate in the spa's embrace. Just minutes away, you'll find yourself surrounded by convenience, with Super Walmart and Publix just a stone's throw away. The wondrous Walt Disney Parks and Disney Springs are just a short 15-minute drive from your doorstep, offering endless adventure and magic for all ages. Additional attractions such as Premium Outlets, Universal Studios, and International Drive await you within easy reach. Allow...More Details

Booked

Available

Osceola-County Apartment for rent

Apartment • 18 People • 9

• 9

•

From

1,129 USD /Night

Min Stay 1 night

Osceola-County, USA

$ 1,129 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Fun in the Sunshine

Indulge in a luxurious stay at this modern Orlando villa, just a short drive from Walt Disney World. The home features nine bedrooms, each with its own unique design, as well as a fully equipped kitchen, a spacious living room, and a games room. The outdoor pool and spa are the perfect place to relax after a long day at the parks, and you can also enjoy the barbecue and outdoor dining area. Air ConditioningBarbequeBathtubCeiling FansDishwasherFanFreezerFridgeHeated PoolKitchenMicrowaveOvenPatio / TerracePool / Snooker TablePrivate ParkingPrivate PoolSmart TVSmoke DetectorStoveSun Loungers / Beach ChairsWi-fi...More Details

Booked

Available

Osceola-County Apartment for rent

Apartment • 16 People • 6

• 5

•

From

1,152 USD /Night

Min Stay 1 night

Osceola-County, USA

$ 1,152 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Take Me to the Ball Game

This Orlando vacation villa is a dream come true for families with kids who love Minions and Disney Princesses. The two themed bedrooms are decked out with bunk beds and decor from the beloved characters, sure to delight little ones. The fun continues in the Star Wars themed arcade room, complete with games like pool, air hockey, and classic arcade machines. Outside, guests can enjoy a private pool and spillover spa, foosball, giant connect four, in-pool basketball and an outdoor flat-screen TV. The sleek, open living space features a fully equipped kitchen, dining area with 12 armchairs, and comfortable seating for everyone. A private home theater with four reclining chairs and an oversized sofa provides a perfect spot for family movie nights. Four extra-cozy bedrooms include a spacious Master suite with en suite bathroom and access to a private balcony overlooking the pool deck and golf course views. Access to Gym / SpaAir Conditio...More Details

Booked

Available

Osceola-County Villa-House for rent

House • 16 People • 11

• 13

•

From

1,175 USD /Night

Min Stay 1 night

Osceola-County, USA

$ 1,175 USD /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Four Corners Sanctuary

Experience the unmistakable touch of modern opulence in this home resting in the heart of world-famous Encore at Reunion. Displaying a stunning eleven bedrooms and thirteen bathrooms, it offers an abundance of comfort for guests. A highlight is the in-house movie theatre, promising unique moments of entertainment, while the game room invites friendly competition among friends or family. Outside, be charmed by a large pool and spa Air ConditioningBalcony / PatioBarbequeBathtubBlack-Out BlindsCarbon Monoxide DetectorCentral HeatingCoffee MakerDishwasherDryerFirst Aid KitFree Parking On PremisesFridgeGames ConsoleGardenHair DryerHangersHigh ChairHot TubIronKitchenKitchen UtensilsMicrowavePets AllowedPrivate EntranceSmoke DetectorStoveToiletriesTVWashing MachineWi-fi...More Details

Booked

Available

Osceola-County Apartment for rent

Apartment • 18 People • 8

• 6

•

From

1,193 USD /Night

Min Stay 1 night

Osceola-County, USA

$ 1,193 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Starlight Sky

This stunning vacation home, located in a resort community, is perfect for families looking for a magical and luxurious getaway. The house features two themed bedrooms - one with life-sized wizards and the other with Hawaiian beach decor - that are sure to delight kids. Guests can enjoy a private home theater with 10 leather recliners, a game room/loft with a karaoke system, arcade games, a mini jungle gym, and a lounge area with smart TV. Outside, there's a screened-in pool and spillover spa surrounded by loungers, patio space, and plenty of games like foosball and pool basketball. The kitchen is fully equipped with modern appliances and a breakfast bar. There are several indoor and outdoor dining areas to choose from. Guests can retire to any of the deluxe king or full-sized bedrooms after an action-packed day. The resort offers many amenities such as FlowRider Surfing Simulator, splash parks, heated Grand Pool, volleyball/basketball ...More Details

Booked

Available

Osceola-County Apartment for rent

Apartment • 20 People • 9

• 6

•

From

1,268 USD /Night

Min Stay 1 night

Osceola-County, USA

$ 1,268 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Ice Cream Flamingo

This luxurious vacation home is perfect for families with children, featuring creatively themed bedrooms and a private home theater with arcade games. The screened-in pool and spillover spa, complete with fun games like foosball and pool basketball, provide endless entertainment for the whole family. Enjoy meals at the 12-seat patio table or in the elegant indoor dining area. The kitchen is fully equipped with everything needed for mealtime preparation, including a large fridge/freezer, oven, microwave, dishwasher, coffee maker, toaster, and cabinets stocked with cookware and dinnerware. After an action-packed day, relax in the living room on soft couches or armchairs while watching the smart TV or playing ping pong or wall scrabble adjacent to the living room. Designer King- or full-sized bedrooms await you at bedtime, furnished with deluxe mattresses and super soft hotel quality linens. The resort offers guests access to a FlowRider S...More Details

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Available

Osceola-County Apartment for rent

Apartment • 14 People • 5

• 3

•

From

1,667 USD /Night

Min Stay 1 night

Osceola-County, USA

$ 1,667 USD /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Parkside Oasis

Welcome to Coconut Breeze, a spacious and enchanting family retreat located in the exclusive Solara Resort in Four Corners, Osceola County. With five inviting bedrooms and three and a half bathrooms spread across nearly 4,000 square feet of living space, this magical mansion offers ample room for up to 14 guests. Whether you're seeking thrilling park adventures or relaxing resort amenities, this playful oasis has it all. Just a short drive from Disney World and Universal Studios, you'll be perfectly positioned to explore top-tier golf courses and indulge in nearby shopping and dining experiences. The resort itself boasts a clubhouse with tennis courts, basketball and volleyball courts, a tiki bar, splash pad, and even a wave simulator. Back at the villa, kids of all ages can unleash their inner superheroes in the Marvel-themed arcade while others unwind in the cozy den or take a dip in the gated pool and spa. With its expansive dining a...More Details

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Osceola-County Apartment for rent

Apartment • 24 People • 9

• 9

•

From

2,490 USD /Night

Min Stay 1 night

Osceola-County, USA

$ 2,490 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Blue Burdock

Indulge in the ultimate vacation experience at this grand, fully furnished villa, complete with top-of-the-line amenities. The sprawling living space boasts brand new couches, plush accent chairs, and a 75\ Access to Gym / SpaAir ConditioningBalconyBarbequeBathtubCarbon Monoxide DetectorCentral HeatingChildren's DinnerwareCoffee MakerCooking EssentialsCot / CribDishwasherDryerDVD PlayerExtra Pillows and BlanketsFire ExtinguisherFireplaceFirst Aid KitFree ParkingFridgeGames ConsoleGames RoomGardenGymHair DryerHeated PoolHigh ChairHome Cinema SetupHot TubIronIroning BoardKitchenLaptop Friendly WorkspaceMicrowaveOvenParking AvailablePatio / TerracePing Pong TablePool / Snooker TablePrivate EntrancePrivate PoolSatellite / Cable TVShared PoolSmoke DetectorSound SystemStoveSwimming PoolToasterToiletriesTVWashing MachineWheelchair AccessWi-fi...More Details

Booked

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Osceola-County Apartment for rent

Apartment • 26 People • 10

• 10

•

From

2,600 USD /Night

Min Stay 1 night

Osceola-County, USA

$ 2,600 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Magic of Ketchikan

This luxurious vacation home has everything you need for a fun-filled family vacation. The game room features seven arcade favorites, while the gaming loft offers pool and giant scrabble competitions, karaoke, and a full bar. Outdoors, the screened pool deck has a spacious jacuzzi spa that spills over into a gigantic swimming pool surrounded by lush palm trees. Other activities include foosball, shuffleboard, in-pool basketball, giant Connect Four, and giant chess. The outdoor lounge area features an outdoor fireplace and a summer kitchen grill. The indoor dining area is perfect for feasting with friends and family, while the living room offers high-end furnishings and colorful decor. The home theater boasts 12 reclining leather chairs, a dividing wall, massive projector, and Control 4 system. Kids will love sleeping in London or Spongebob-themed beds in their own rooms with plush memory foam mattresses and grandiose bathrooms. The firs...More Details

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