USA - Holiday Rentals in Osceola-County USA

Country: USA (4031) | Region: Florida (1100)

Select Dates for more accurate results

Filters

Osceola-County:

Houses-Villas (223)
Apartments (39)

Pets

Pool

WiFi

Golf

Aircon

Disabled

Price per night:

City

Florida State

Map

Found 262 Osceola-County properties for vacation rental

Houses (223) Apartments (39)

Osceola-County, Apartment for rent

Apartment • 26 People • 10

• 10

•

From

2,979 USD /night

Min Stay 1 night

Osceola-County, USA

$ 2,979 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

Booked

Available

Osceola-County, Apartment for rent

Apartment • 24 People • 9

• 9

•

From

2,437 USD /night

Min Stay 1 night

Osceola-County, USA

$ 2,437 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

Available

Osceola-County, Apartment for rent

Apartment • 16 People • 6

• 5

•

From

1,234 USD /night

Min Stay 1 night

Osceola-County, USA

$ 1,234 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, House for rent

House • 16 People • 11

• 13

•

From

1,124 USD /night

Min Stay 1 night

Osceola-County, USA

$ 1,124 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 • 9

• 9

•

From

1,105 USD /night

Min Stay 1 night

Osceola-County, USA

$ 1,105 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, House for rent

House • 16 People • 11

• 13

•

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, House for rent

House • 16 People • 9

• 5

•

From

976 USD /night

Min Stay 1 night

Osceola-County, USA

$ 976 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

Booked

Available

Osceola-County, Apartment for rent

Apartment • 20 People • 8

• 6

•

From

968 USD /night

Min Stay 1 night

Osceola-County, USA

$ 968 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, Apartment for rent

Apartment • 18 People • 8

• 6

•

From

917 USD /night

Min Stay 1 night

Osceola-County, USA

$ 917 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

Booked

Available

Osceola-County, Apartment for rent

Apartment • 14 People • 6

• 6

•

From

914 USD /night

Min Stay 1 night

Osceola-County, USA

$ 914 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

904 USD /night

Min Stay 1 night

Osceola-County, USA

$ 904 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Pineapple Peach

One thing’s for sure in this Floridian home – you’ll never be bored. Jam-packed with entertainment options including a home cinema, games room, private pool and hot tub, there’s something for everyone here. As for the kids? They’ll love the two theme bedrooms with larger-than-life characters. Situated on a resort, if you can tear yourself away from the villa you’ll find even more on your doorstep. Children and adults alike will love the water park, or why not take on the surf simulator? And with Orlando’s major theme parks within a thirty to forty-minute drive, more magic awaits further afield. *While not all bathrooms are photographed, we expect the style and quality to be consistent with the rest of the home.*The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. *Bedrooms three and four share a Jack and Jill bathroom, as do bedrooms five and eight. *The two theme bedrooms with bun...More Details

Booked

Available

Osceola-County, Apartment for rent

Apartment • 16 People • 7

• 6

•

From

893 USD /night

Min Stay 1 night

Osceola-County, USA

$ 893 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

Booked

Available

Osceola-County, House for rent

House • 16 People • 10

• 8

•

From

885 USD /night

Min Stay 1 night

Osceola-County, USA

$ 885 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Modern Paradise

Escape to a recently built, luxurious 5,300 square foot retreat in the heart of Four Corners, Osceola County. This modern masterpiece at the prestigious Encore at Reunion offers a unique combination of elegance and comfort. With 10 spacious bedrooms and 9 full baths, this private sanctuary is ideal for large families or groups. Indulge in the cinematic experience of your own private movie theater, compete in thrilling games in the well-equipped game room, and relax in the tranquil outdoor pool and spa. This pet-friendly haven is designed to cater to all your desires with no carpets in sight. Situated just minutes away from Super Walmart, Publix, Disney Parks, Disney Springs, Premium Outlets, Universal Studios, and International Drive attractions. Discover the ultimate escape at this exquisite residence - please familiarize yourself with our house rules! Air ConditioningBalcony / PatioBarbequeBlack-Out BlindsCarbon Monoxide DetectorCe...More Details

Booked

Available

Osceola-County, Apartment for rent

Apartment • 20 People • 8

• 6

•

From

880 USD /night

Min Stay 1 night

Osceola-County, USA

$ 880 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Dream of the Ocean

This luxurious Orlando vacation home is perfect for families looking for a fun-filled getaway. The superhero and toy-themed bedrooms are sure to keep the kids entertained, while the private home theater, game room/loft, and outdoor pool with foosball table and giant connect four provide endless entertainment options for the whole family. The kitchen is fully equipped with everything needed for mealtime, including a large fridge/freezer, oven, microwave, dishwasher, coffee maker, toaster, and cabinets stocked with cookware, dinnerware, and glassware. The designer king or full-sized bedrooms offer deluxe mattresses and high-quality linens to ensure restful nights throughout your stay. The resort offers guests access to a FlowRider Surfing Simulator, splash parks with water slides, a heated Grand Pool, volleyball and basketball courts, soccer fields, walking trails, and a full-service fitness center. Varied dining options are also availabl...More Details

Booked

Available

Osceola-County, Apartment for rent

Apartment • 18 People • 8

• 6

•

From

871 USD /night

Min Stay 1 night

Osceola-County, USA

$ 871 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Coral Reef

This luxurious vacation home in The resort is perfect for families looking for a fun-filled getaway. The kids will love the social media and aliens-themed bedrooms, complete with unique furnishings and wall art. The home also features a private home theater, game room/loft, and a separate game room with arcade games like Pac-Man Basketball. Outdoors, guests can enjoy their own screened-in pool and spillover spa, as well as foosball table, giant connect four, and pool basketball. The kitchen is fully equipped and has a breakfast bar with sleek stools. The living room has comfortable couches and armchairs with a smart TV for relaxation. There are designer King- or full-sized bedrooms with deluxe mattresses and high-quality linens throughout the house for restful nights. The resort offers plenty of activities for guests including a FlowRider Surfing Simulator, splash parks with water slides, a heated Grand Pool, volleyball and basketball c...More Details

Booked

Available

Osceola-County, Apartment for rent

Apartment • 18 People • 7

• 6

•

From

866 USD /night

Min Stay 1 night

Osceola-County, USA

$ 866 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Fairway Express

This luxurious vacation home is perfect for families with kids, featuring fun and themed bedrooms such as a Dinosaur-themed room and a Superhero-themed room. The house also boasts a private home theater, game room, a private screened-in pool and spa, and an outdoor lounge area. The kitchen is fully equipped with modern appliances, cookware, dinnerware, and glassware. Guests can enjoy the comfy couches or armchairs in the living room while watching TV. The bedrooms are furnished with deluxe mattresses and hotel-quality linens to ensure restful nights throughout your stay. The resort offers plenty of activities including a FlowRider Surfing Simulator, splash parks with water slides, a heated Grand Pool, volleyball and basketball courts, soccer fields, walking trails, and a full-service fitness center. It also has varied dining options on-site and is located just miles from Disney and other popular attractions like Universal Studios and Se...More Details

Booked

Available

Osceola-County, Apartment for rent

Apartment • 20 People • 9

• 6

•

From

865 USD /night

Min Stay 1 night

Osceola-County, USA

$ 865 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

Booked

Available

Osceola-County, Apartment for rent

Apartment • 20 People • 9

• 6

•

From

850 USD /night

Min Stay 1 night

Osceola-County, USA

$ 850 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Florida Vacations

This luxurious vacation home is perfect for families who want to have a fun-filled holiday in Orlando. The kids will love the winter-themed bedroom and superhero-themed bunk bed, as well as the private home theater with arcade games, karaoke system, and mini jungle gym. The outdoor pool and spa are screened-in for privacy and surrounded by five loungers, patio space, and fun activities such as foosball, giant connect four, and pool basketball. After a day of excitement, enjoy dinner at the 12-seat patio table or indoor dining area with elegant decor. The kitchen is fully equipped with appliances, cookware, dinnerware, and glassware. The living room features soft couches and armchairs with a smart TV for relaxation. Guests can choose from designer King- or full-sized bedrooms with deluxe mattresses and hotel quality linens for restful nights. The resort offers amenities such as FlowRider Surfing Simulator, splash parks with water slides,...More Details

Booked

Available

Osceola-County, Apartment for rent

Apartment • 20 People • 9

• 6

•

From

850 USD /night

Min Stay 1 night

Osceola-County, USA

$ 850 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Time Traveler's Daughter

This vacation home is perfect for families looking to have a fun-filled retreat. The kids will love the jungle-themed bedroom with tree trunk bunk beds and the toy-themed bedroom with floor-to-ceiling wall art of their favorite toys. The private home theater features 10 ultra-comfy leather recliners, arcade games, and a giant projection screen. The game room/loft has a karaoke system, arcade favorites like Funky Gators, and a mini jungle gym for the little ones. The private screened-in pool and spillover spa are surrounded by comfy loungers, an extended patio, foosball table, giant connect four, and pool basketball. Enjoy delicious meals at the 12-seat patio table overlooking the pool or in the elegant indoor dining room with charming décor. The living room is perfect for relaxation with the whole crew and has a Ping-Pong table and wall Scrabble adjacent to it. The designer King- or full-sized bedrooms offer deluxe mattresses and hotel-...More Details

Booked

Available

Osceola-County, Apartment for rent

Apartment • 20 People • 8

• 6

•

From

849 USD /night

Min Stay 1 night

Osceola-County, USA

$ 849 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Glimpse Of Live

This vacation rental is perfect for families with children who love adventure and excitement. The winter-themed bedroom features a snow-capped bedframe and life-sized princesses, while the superhero-themed bedroom has over-the-top bunk beds and room decor. The house also boasts a private home theater with 10 comfy leather recliners, an arcade section, and a game room/loft with karaoke system, mini jungle gym, and smart TV lounge area. Outside is a screened-in pool and spillover spa surrounded by loungers, foosball table, giant connect four, pool basketball, and outdoor dining area. The kitchen is fully equipped with everything needed for mealtime and the living room has soft couches to relax on. Bedrooms have deluxe mattresses with super soft hotel quality linens. The resort offers luxury amenities such as FlowRider Surfing Simulator, splash parks with water slides, heated Grand Pool, volleyball/basketball/soccer courts, walking trails,...More Details

Booked

Available

Osceola-County, House for rent

House • 16 People • 8

• 7

•

From

844 USD /night

Min Stay 1 night

Osceola-County, USA

$ 844 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Reunion Retreat

Escape into opulence at this luxurious abode nestled in the heart of Encore at Reunion, a world-renowned location. Built in 2020, this modern retreat unveils an impressive living space boasting eight inviting bedrooms and six full baths. A private pool and spa beg guests to unwind, while an engaging game room ensures entertainment. Stitched seamlessly into the fabric of Four Corners, this excellent getaway is only a brief journey from Disney Parks, Disney Springs, Premium Outlets, Universal Studios and International Drive attractions. Air ConditioningBarbequeBathtubCarbon Monoxide DetectorCentral HeatingCoffee MakerCot / CribDishwasherDryerFirst Aid KitFree Parking On PremisesFridgeGames ConsoleGardenGymHair DryerHangersHigh ChairHot TubIronKitchenKitchen UtensilsLaptop Friendly WorkspaceMicrowaveOvenSmoke DetectorStoveToiletriesTVWashing MachineWi-fi...More Details

Booked

Available

Osceola-County, Apartment for rent

Apartment • 18 People • 8

• 5

•

From

842 USD /night

Min Stay 1 night

Osceola-County, USA

$ 842 USD /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Orlando Resort Retreat

Welcome to Orlando Resort Retreat - just 12 miles from Disney! This is the third home in the Overmoon collection, and our most over-the-top \ Access to Gym / SpaAir ConditioningBarbequeBathtubBlenderBoard GamesCarbon Monoxide DetectorCeiling FansCentral HeatingChild FriendlyChildren's DinnerwareCleaning ProductsCoffee MakerCooking EssentialsCot / CribDeskDishwasherDryerExtra Pillows and BlanketsFire ExtinguisherFirst Aid KitFree ParkingFreezerFridgeGames RoomGardenGymHair DryerHangersHeated PoolHigh ChairHot TubKettleKitchenKitchen UtensilsLaptop Friendly WorkspaceMicrowaveOutdoor SeatingOvenParking AvailablePatio / TerracePets AllowedPrivate EntrancePrivate PoolSafeSatellite / Cable TVShared PoolSmart TVSmoke DetectorSound SystemSpaStoveSun Loungers / Beach ChairsSwimming PoolTennis CourtToasterToiletriesTVWashing MachineWi-fi...More Details

Booked

Available

Osceola-County, Apartment for rent

Apartment • 20 People • 8

• 6

•

From

838 USD /night

Min Stay 1 night

Osceola-County, USA

$ 838 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Caught in the Act

This luxurious vacation home has everything you could want for a family getaway. The kids will love the themed bedrooms, with dinosaur and aliens decorations, as well as the private home theater, arcade games, and jungle gym. There's also an outdoor area with a screened-in pool and spa, plus plenty of games to keep everyone entertained. The kitchen is fully equipped with modern appliances and cookware, and there are plenty of dining options including a 12-seat patio table and indoor dining area. Relax in the living room on comfortable couches while watching the smart TV or playing pool or Scrabble. The resort offers many amenities including a FlowRider Surfing Simulator, splash parks, Grand Pool, volleyball and basketball courts, soccer fields, walking trails, fitness center, teen center, and restaurants. Plus it's only a few miles from popular attractions like Disney World and Universal Studios. Access to Gym / SpaAir ConditioningBa...More Details

Booked

Available

Osceola-County, Apartment for rent

Apartment • 18 People • 8

• 6

•

From

836 USD /night

Min Stay 1 night

Osceola-County, USA

$ 836 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Cottonwood Cove

This luxurious vacation home is perfect for families with kids, featuring a Princess-themed bedroom with bunk beds and life-sized princesses, and a Superhero-themed bedroom with impressive roommates and cinematic wall art. The main floor boasts a private home theater with 10 comfortable leather recliners, LED lighting, high-end projector and sound systems, and a giant projection screen, while the game room/loft has a karaoke system, mini jungle gym, smart TV lounge area, and arcade games like Pacman Basketball, Pacman Multi, and Super Bike 2. Outside is a private screened-in pool and spillover spa surrounded by loungers and patio space. Enjoy the foosball table, giant connect four, pool basketball, outdoor dining area for 12 overlooking the pool, outdoor lounge area or elegant indoor dining area for 14. The kitchen is fully equipped with everything you need for mealtime. The living room has soft couches and armchairs to relax in front o...More Details

Booked

Available

Osceola-County, Apartment for rent

Apartment • 16 People • 6

• 5

•

From

826 USD /night

Min Stay 1 night

Osceola-County, USA

$ 826 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

A Disney Mania

This 6-bed/5-bath villa in Orlando is perfect for a family vacation. The villa features two epic-themed bedrooms, including a Minions and Ironman bedroom, that will keep the kids entertained all night long. The Mario-themed game room has everything a kid could want, including slides, nets, basketball hoops, Nintendo Switch and PS4 consoles connected to two large flat-screen TVs. The private swimming pool and spillover spa offer stunning views of palm trees and water. The outdoor entertainment area includes family foosball or giant Connect Four tournaments and a summer kitchen grill for barbecuing. The indoor kitchen is fully equipped with modern appliances and cookware. The dining area seats 12 guests comfortably. Relax in the living area with velvety sofas and armchairs surrounding a fireplace and smart TV. There are four other spacious king and queen-size bedrooms available, each with en suite bathrooms. Don't miss out on the third-fl...More Details

Booked

Available

Osceola-County, Apartment for rent

Apartment • 18 People • 7

• 6

•

From

819 USD /night

Min Stay 1 night

Osceola-County, USA

$ 819 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Great Blue Hole

This is the perfect vacation home for families looking for a fun-filled getaway. Kids will love the superhero and Fashionista-themed bedrooms, complete with over-the-top bunk beds and decor. The private home theater boasts 10 ultra-comfy leather recliners and a giant projection screen, while the game room/loft offers a karaoke system, mini jungle gym, smart TV lounge area, and arcade games like Pac-Man Basketball, Big Buck Safari, and Super Bike 2. Outside, guests can relax in the screened-in pool and spillover spa or enjoy family tournaments with the foosball table, giant connect four, and pool basketball. The kitchen is fully equipped with everything needed for mealtime and the living room provides a comfortable place to unwind. The designer bedrooms come furnished with deluxe mattresses and hotel quality linens for restful nights. The resort offers a state-of-the-art central clubhouse with amenities like a FlowRider Surfing Simulator...More Details

Booked

Available

Osceola-County, Apartment for rent

Apartment • 18 People • 8

• 6

•

From

817 USD /night

Min Stay 1 night

Osceola-County, USA

$ 817 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, House for rent

House • 16 People • 8

• 7

•

From

809 USD /night

Min Stay 1 night

Osceola-County, USA

$ 809 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Blissful Manor

Nestled in the beautiful Four Corners area of Osceola County, this modern 4000sf luxury home is a true gem. With 8 spacious bedrooms, 6 1/2 baths, a game room, and a private pool and spa, this enchanting haven offers the perfect blend of comfort and elegance. The property's exceptional features include NO CARPET throughout, making it ideal for guests with allergies or pets. Speaking of pets, they are more than welcome here, as a pet fee applies! Additionally, you'll enjoy convenient access to some of the area's most popular attractions - just 15 minutes away from Disney Parks and Disney Springs, 20 minutes from Universal Studios and International Dr attractions. A short drive will also take you to Super Walmart, Publix supermarket, and Premium Outlets. So whether you're seeking relaxation or adventure, this whimsical oasis is the perfect destination for your dream vacation. Sit back, unwind and experience true serenity at this charming ...More Details

Booked

Available

Osceola-County, House for rent

House • 16 People • 8

• 7

•

From

806 USD /night

Min Stay 1 night

Osceola-County, USA

$ 806 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Magic of Osco

This modern and pet-friendly property offers over 4,000 square feet of luxurious spaces in beautiful Four Corners, Osceola County. With 8 bedrooms, 6.5 baths, a game room, private pool, and spa, it provides an idyllic retreat for families and friends. Conveniently located just minutes away from Super Walmart, Publix supermarket, Disney Parks, Disney Springs, Premium Outlets, Universal Studios, and International Drive attractions. Escape the hustle and bustle of everyday life in this tranquil haven surrounded by nature's embrace. The elegantly appointed interiors provide a blissful hideaway for relaxation and rejuvenation. Indulge in the serenity of the secluded sanctuary or immerse in the enchantment of the tropical haven. Perfectly suited for a romantic getaway or a fun-filled family vacation. Experience the charm and elegance of this paradise retreat while creating cherished memories to last a lifetime. Air ConditioningBalcony / Pa...More Details

Booked

Available

Osceola-County, House for rent

House • 16 People • 8

• 7

•

From

804 USD /night

Min Stay 1 night

Osceola-County, USA

$ 804 USD /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Elysian Retreat at Four Corners

Welcome to a modern oasis outfitted for ultimate relaxation and family fun. The property, nestled in renowned Encore at Reunion, will steal your heart with its exquisite features. Built in 2020, it buzzes with a fresh spirit of contemporary luxury spanning almost 4,000 sq ft. It embraces eight cosy bedrooms and six full baths ensuring the comfort of each guest. The game room invites friends and family for shared laughter while a private pool and spa offer tranquil unwinding spots. Essential shopping hubs like Super Walmart and Publix Supermarket are an easy six-minute drive away. Famous attractions like Disney Parks, Disney Springs and Premium Outlets are within a fifteen-minute commute while Universal Studios beckons from a mere twenty minutes distance. Embrace the allure of International Drive attractions also just twenty minutes away. This property invites you to sink into an unmatched holiday experience. Air ConditioningBalcony /...More Details

Booked

Available

Page 1 of 9

« Prev Page

Osceola-County Holiday rentals

Advertise your property for Free.

Our unique distribution network reaches millions of visitors each and every month.
Create your Free account here!

Luxury Rentals Osceola-County Holiday rentals American vacation rentals of Apartments and Houses - Short term lettings

Found 262 Osceola-County properties for vacation rental

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County, USA

Osceola-County Property for rent