House vacation rentals in Osceola County

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Top-rated house rentals in Osceola County

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Guest favorite

A private pool area is nestled beside a covered patio, featuring a relaxing seating arrangement. Brightly colored inflatable pool toys are present in the water, while a neatly paved stone deck surrounds the pool. Lush greenery and neighboring homes can be seen in the background.

Home in Kissimmee

4.94 out of 5 average rating, 132 reviews

Encore Resort|Movie Theater |Private Pool | Disney

This 5 bedroom 5 bathroom home with a private pool is located at the Encore Club, less than a 10 minute journey down the road to the happiest place on Earth, Walt Disney World! This home is great for friends and family with two themed rooms and a movie theater for you to enjoy. Disney's 4 incredible theme parks are conveniently located for you and your loved ones to experience and enjoy all while on vacation in the heart of Orlando! We look forward to hosting you and providing a great vacation!

Top guest favorite

The exterior of a two-story home is displayed, showcasing a spacious lakefront patio area with several adirondack chairs arranged around an outdoor fire pit. The home features multiple windows, a screened porch, and a balcony overlooking the lake, emphasizing its direct waterfront location.

Home in Lake Wales

4.98 out of 5 average rating, 91 reviews

Lakefront Views! Private Dock! Great Bass Fishing!

Welcome to Florida Lakefront Paradise! ⭐️ Breathtaking Sunsets ⭐️ Bass Fishing ⭐️ Reserved Boat Slip ⭐️ Fish Cleaning Station ⭐️ Boat Wash Station ⭐️ Marina with Ice/Gas ⭐️ Large Fire Pit Area ⭐️ Located on Kissimmee Chain of Lakes ⭐️ Smart TV's ⭐️ Screened Lakefront Back Patio ⭐️ High Speed Internet ⭐️ Spacious ⭐️ Balcony Facing the Lake ⭐️ 30 minutes to Lego Land ⭐️ 20 minutes to Bok Tower Gardens ⭐️ 1 hour to Disney World ⭐️ 18 minutes to Spook Hill ⭐️ 18 minutes to Kissimmee State Park

Superhost

The Captain's Lounge features shiplap walls and vintage maritime decor, with luxurious crimson and gold velvet upholstery. An oversized treasure chest serves as a coffee table, while an entertainment center boasts a 65" HDTV. A vibrant view of the adjacent lake is available from the patio.

Home in Osceola County

4.92 out of 5 average rating, 117 reviews

Pirate & Princess: Themed/Disney/Resort

Wishes come true at The Pirate & Princess 5BR/6BA immersive vacation home, 6 miles from Disney. Seeking enchanted adventure? Sprinkle pixie dust, second star to the right, to… Reunion Resort! Gated golf resort; pools/dining/gym. Treasure Island, Peter Pan, Tinker Bell, Captain’s Lounge, Little Mermaid & Moana; Disney-inspired rooms, professionally designed! Private Pool/Spa/BBQ/Chef’s Kitchen/Office/Laundry/WiFi/In-Law Apt./Sunset Lake Views. Family-friendly gem to delight kids! Sleeps 15.

Superhost

A cozy living area is highlighted by a decorative wall, a TV mounted above a light-colored cabinet, and a plush seating arrangement. A fire pit with glowing embers is visible, providing a warm ambiance. A game table with two chairs and a pool table is present, alongside a screened pool area showcasing a sunset view.

Home in Kissimmee

4.87 out of 5 average rating, 190 reviews

Waterfront retreat,KING Bed,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!

Top guest favorite

Home in Osceola County

4.97 out of 5 average rating, 58 reviews

Large Private Home on Golf course by Disney

Bring the whole family to this great place with lots of room for fun. With fantastic views of the 4th hole on the Tom Watson golf course and your own private pool and hot tub everyone will enjoy this stylish and modern vacation home. Located in premier Reunion Resort and only 10 minutes to Disney you can have it all! This home boats over 4000sq feet, two very large masters suites, 2 additional bedrooms and plenty of space throughout the home. There are 6 tvs! Pets are welcome too!

Top guest favorite

The recreation area is designed with vibrant blue lighting and themed decor. It features a pool table, arcade games, and a commercial air hockey table. The walls are adorned with popular character themes, including Super Mario and Avengers, creating an engaging and playful atmosphere.

Home in Kissimmee

5 out of 5 average rating, 86 reviews

Dream Vacation w/Avengers, Star Wars, & Mario Kart

Experience the magic of Disney World, Universal Studios, and the very best of Orlando from the comfort of this luxury private resort! Conveniently located in Storey Lake Resort, enjoy the the resort style amenities or explore the world class attractions in Orlando and Kissimmee. Minutes from Disney World, Universal Studios, Sea World, Premium Outlet Malls, and beyond! This modern property is focused on providing an unforgettable and exceptional family centric vacation experience!

Guest favorite

The exterior of the home is highlighted at night, showcasing a welcoming entrance beneath a soft glow. Palm trees stand prominently, framing the house, while the neighborhood features well-maintained landscaping and a clearly marked sign for 'Bridgewater.'

Home in Kissimmee

4.91 out of 5 average rating, 161 reviews

Arcade Garage | King Bed | 15 Min to MCO & Disney

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. Send me a message to find out if we’re offering any additional seasonal discounts! -25 mins to Disney Parks -15 mins to Orlando International Airport - 12 mins to Silver Spurs Arena/Osceola Heritage Park -15 mins to Lake Nona -15 mins to USTA National Campus -1 hour from Cocoa Beach - 3 mins to Walmart & Plaza.

Top guest favorite

An illusion room featuring whimsical decorations, including oversized flowers and mushrooms. The wall artwork presents characters from Alice in Wonderland, with vibrant colors illuminating the space. A neon sign highlights the theme, while a clock and a framed mirror add unique touches to the playful setting.

Home in Kissimmee

4.98 out of 5 average rating, 124 reviews

Themed House•Illusion Room•Waterfront Private Pool

❤ Illusion room with character outfits ❤ Private pool with water view ❤ 15 min to Disney ❤ 25 min to Universal, SeaWorld, Convention Center, 2 min to Walmart ❤ Game room with board games & kids toys ❤ 100" movie theater screen ❤ Free Netflix ❤ Fully equipped kitchen ❤ Sleeps 12 ppl ❤ 2 king beds, 2 cribs, 1 Queen memory foam sofa bed, 6 twins ❤ Newly renovated home ❤ Fully stocked home ❤ Alice in Wonderland®-themed home ‼️ No parties, No smoking, 4 dogs max $75/pet

Guest favorite

A spacious living area features an inviting leather sectional sofa, complemented by a modern coffee table and decorative elements. Natural light fills the space through large windows, highlighting the neutral color palette and sleek cabinetry in the background. The open layout leads to the dining area and staircase.

Home in Kissimmee

4.88 out of 5 average rating, 214 reviews

7BR Stunning Resort by Disney-Private Pool+Hot Tub

Stunning & most unique contemporary luxury home with 7 bedrooms, 7.5 bathrooms sleeps up to 14 guests in beds and 2 on the sofas. Beautifully decorated and spacious layout allows you to be all together and still have plenty of space for privacy. Exceptionally large backyard private pool & hot tub feature a large screened patio, array of seating, calming water feature & child-safety screen for your peace of mind. Steps from the gym & community pool.

Top guest favorite

A private heated pool is set within a screened enclosure, surrounded by a patio area. Two blue chairs and a white lounge chair are positioned nearby, with lush greenery visible beyond the pool. The clear water reflects the sky, creating a serene atmosphere.

Home in Kissimmee

4.99 out of 5 average rating, 137 reviews

Heated Pool 15 Minutes to Disney PS5 l Switch

Spacious 4BR Home with a Private Heated Pool – 15 Minutes from Disney! Enjoy a large south-facing pool, FREE Propane grill, Smart TVs with Disney+ in every room. Nintendo Switch in Living Room and an 85" screen with a PS5 in a temperature-controlled garage / game room. Fast WiFi, shuffleboard, pool table and plenty of board games. 🌴 Outdoor Fun FREE Propane grill Patio Seating for 14 + two lounge chairs. Pool heat: $200 per stay (24-hour notice)

Superhost

A spacious living area features comfortable seating, including a large gray sectional sofa and two blue chairs. A work desk is seen beside a window, with natural light streaming in. Artwork adorns the wall, and the space connects to a dining area and patio beyond.

Home in Kissimmee

4.84 out of 5 average rating, 157 reviews

Modern 4 Bedroom House with Pool & Jacuzzi

My beautiful & cozy house is located in the gated Veranda Palms resort. This 4 bedroom and 3 bathroom house has everything you will need for a comfortable stay with your family & friends. House can accommodate up to 10 people. It has a good size POOL & JACUZZI. We are located very close to Disney, Universal studio, Sea World, other parks, premium outlets and dining. Stores like Super Target, Walmart, and Aldi are only a few minutes away.

Top guest favorite

A compact kitchen features white cabinetry and modern stainless steel appliances. An electric stovetop is positioned beside a microwave, with a coffee maker and various kitchen utensils visible. A small refrigerator stands nearby, complemented by decorative items on the open shelves.

Home in Kissimmee

4.99 out of 5 average rating, 104 reviews

Guest Suite

A totally independent suite * 1 Queen bed. * 1 single sofa bed * Equipped kitchen * Private bathroom * Free parking. * Wi-Fi * Terrace The location is perfect for enjoying all the theme parks Orlando has to offer: Disney Universal Studios Aquatica and Sea World. (they're just minutes away). It is conveniently close to restaurants, supermarkets, outlets, gas stations, excellent location for your vacation