House holiday rentals in Osceola County

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Top-rated house rentals in Osceola County

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite

Home in Kissimmee

4.97 out of 5 average rating, 110 reviews

Modern House with Private Pool Getaway Kissimmee

This property is accommodated for families looking to vacation with peace of mind, the facilities are perfectly arranged so that you and your family feel at home. It has 3 rooms equipped for adults and children, the patio area is the perfect place to spend time with your family either in the pool or enjoying a barbecue on the grill.( POOL IS NOT HEATED) -No parties allowed in the house. No smoke. Do not park blocking the sidewalk, no park on the grass, nor in front of the neighbors' house.

Superhost

Home in Osceola County

4.93 out of 5 average rating, 122 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.

Top guest favourite

Home in Kissimmee

4.99 out of 5 average rating, 134 reviews

Epcot Themed Home: Private Sunset Near Disney

LOCATION! LOCATION! LOCATION! Hello all my globetrotters! Our fun home features a diverse international culture in each room. Experience Italy in the kitchen, America in the living room, Japan in the game room, and sleep in Paris, China or Morocco bedrooms. In the backyard, Mexico awaits with amazing private pool and a glow party at sunset each night. Depend on traffic, between 10-20 min to Disney, fast WiFi, ample natural light, tons of nearby grocery stores, restaurants, and shopping

Guest favourite

Home in Haines City

4.79 out of 5 average rating, 123 reviews

Stylish 3BR: Pool, Golf Views, Disney, Legoland

Welcome to your ultimate 3BR/2BA getaway—where every day feels like a highlight reel! 🏡💫 💦 Dive, splash, repeat in your private pool ⛳ Sip, savor & soak in those dreamy golf views 🎢 Disney, Universal & Legoland? Just minutes away! Perfect for family fun or golf-lover escapes, this stylish retreat brings modern vibes, a chef-ready kitchen 🍳, and oh-so-comfy chill zones 🛋️. ✨ Like a resort, but all yours! Book now & let the good times roll! 🌴🎉 🌟 Let the memories begin! 😎

Top guest favourite

Home in Kissimmee

4.99 out of 5 average rating, 143 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 Patio Seating for 14 + two lounge chairs. Propane Grill $50 for length of stay Pool heat: $200 per stay (24-hour notice)

Top guest favourite

Home in Kissimmee

4.96 out of 5 average rating, 122 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. **

Top guest favourite

Home in Kissimmee

4.99 out of 5 average rating, 135 reviews

[Top pick] Illusion Home • 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 favourite

Home in St. Cloud

4.92 out of 5 average rating, 148 reviews

Pool House in a Quiet Area, Disney Universal

Relax with the whole family at this peaceful place to stay. Fully renovated, spacious, Modern 3BD 2BA Pool home on more than 2 acres in Saint Cloud. Just moments away from the Florida turnpike and highway 192 by vehicle, easy access to theme parks, water parks, airport. Grocery stores, shopping and dining are just moments from home. Fully Secured with fence, gate lock, main door smart lock, security cameras etc. Smart TVs in all Bedrooms and Family room.

Top guest favourite

Home in Kissimmee

4.95 out of 5 average rating, 102 reviews

Home w/ Heated Pool, Near Disney & Universal

Relax in this peaceful lakeview home just 15–20 minutes from the Orlando International Airport and top attractions like Disney, Universal, and SeaWorld. Perfect for families, this fully equipped 3-bedroom home features a private heated pool, outdoor living space, full kitchen, washer/dryer, and more. Enjoy nearby shopping centers, outlet malls, and a variety of restaurants. No smoking or parties allowed—just comfort, convenience, and fun for the whole family.

Top guest favourite

Home in Kissimmee

4.99 out of 5 average rating, 123 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

Top guest favourite

Home in Four Corners

4.96 out of 5 average rating, 190 reviews

Luxurious Golf Front Oasis: Pool, Spa, View&Cinema

The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT, beautifully situated directly on the Jack Nicklaus PGA golf course in the stunning 3.5 square mile Reunion Resort. You will have your own private pool with waterfall, spillover spa, STAR WARS cinema- billiards game room, incredible MARVEL kids room with integrated tube slide and double bunks, both an Xbox and PlayStation, minutes to Disney.

Top guest favourite

Home in Kissimmee

4.96 out of 5 average rating, 108 reviews

Kissimmee/20 min to Disney/Private Heated Pool

This 3-bedroom house in Kissimmee is perfect for your escape to relaxation. With 2 queen beds and 2 twin bed, guest will find comfort and space to unwind. The property offers essential amenities like Wifi, a washing machine, and heating for a fantastic stay. The 2 bathrooms are equipped with a hairdryer and a shower for convenice. Our place is equipped for long or short stays to make your holiday one to remember.