
Holiday houses in Osceola County
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Top-rated holiday rentals in Osceola County
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Comfort Home with BBQ, Private Pool & Hot tub
Step into our inviting single home where coziness eagerly awaits you! This beautiful Villa is nestled in the prestigious, award-winning Terra Verde Resort, a guard-gated community in Kissimmee, just 30 feet from the clubhouse and a mere 10 minutes from Disney. BBQ grill & Pool Heating are optional and must be requested at least one day before arrival. Terra Verde Resort HOA requirement: Upon check-in, guests must purchase a $25 non-refundable gate card for each vehicle entering the community.

Near Disney Gated LakeView Pvt Heated Pool
LIMITED PROMOTION! FREE CLEANING FOR BOOKING 2 WKS OR MORE! LOWEST CLEANING FEE! Military dscnts. New Pool Heatr, Dolby ATMOS, 65" LED TV w/ Airplay. Remote office setup. Sunset Lakes a secure gated comnty ~12 min from Disney & other parks. Villa offers Lake View pvt pool, gorgeous sunset, Playroom, Fishing dock. Fully furnished, sparkling clean w/ 5 bds - 1 King, 2 Qns, 2 Twin beds w/ 3 baths, kitchen & lndry. Come & enjoy your next trip to Disney & leave everything to a fantastic experience!

Themed home - Private Spa - 10 mins to Disney
Thematic beautiful 3 bedroom, 2.5 bath townhouse, with a private back patio with spa, in the beautiful Regal Oaks Resort (right next to Old Town). New townhouse, with over 1400 sqft. Plenty of room to enjoy your family and friends. Tired of the parks? You can still have fun at the home or at the Regal Oaks clubhouse (just a block away), which offers a cafe/restaurant, bar, a big pool overlooking a lake with 2 water slides, a spa, a gym and a convenience store. (NO RESORT FEES) Snowbirds Welcome

The Villa Retreat / near Disney
Welcome to a newly built 5bedroom/4bath, 2 Story townhouse dream vacation. Located in a prime area, just 20 mins away from Disney World,Disney springs,SeaWorld, Orlando Outlets, restaurants, shops & more. Just 5 mins off of I-4. (Resort is still under construction during the weekdays but nearing the end phase . Come enjoy a peaceful , family oriented stay at the Azur Resort before things get into full effect. Each unit is fully furnished and equipped for your family stay. Must be 21 to rent.

Gorgeous 5BR @ Encore Next to Disney - 305
Modern 3,000sf luxury home, with 5 bedrooms, at world's renowned Encore Resort at Reunion. Featuring 5 bedrooms, 5 1/2 bathrooms, a game room, a beautiful backyard, a private pool and spa. 6 Minutes away from Super Walmart and Publix supermarket 15 Minutes away from Disney Parks 15 minutes away from Disney Springs 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Drive attractions *PLEASE MAKE SURE TO READ THE HOUSE RULES*

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!

Regal Oaks/3 Miles to Disney/Waterslides/Old Town
This fresh, clean home is located on a quiet court with large windows and beautiful views. It features THREE full bathrooms. The primary bedroom offers a king bed, walk-in closet, ensuite, and private balcony. Two bedrooms have wall-mounted TVs. The open kitchen includes a breakfast bar for quick meals. The living room leads to a private lanai with lounge chairs and dining space. Enjoy resort amenities, waterslides, and a short walk to Old Town, Fun Spot, shops, and restaurants.

TreeHouse in the Cloud, (Close toTheme Parks
The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

Amazing Retreat at Lake Berkley
5-Bed Lake Berkley Villa with Private Pool - Near Disney! Stunning 5-bed, 3-bath home in gated Lake Berkley Resort, minutes from Disney. Sleeps 10 with king master, 1 king, 1 queen, 2 twins. Enjoy a private pool, game room, full kitchen, Wi-Fi, TVs, and laundry. Resort offers clubhouse, tennis, and lake views. Perfect for families, just 10 min from theme parks, dining, and shopping. No smoking/pets. Pool heat extra. Book your magical Orlando escape!

❤️THE❤️ ADVENTURE❤️ HOUSE❤️ (3BD/2BA/4 SmartTV/Lakefront)
⚠️ BOOKING REQUIREMENTS: (please do not book if you dont meet or do not agree with the requirements) ✔️Minimum age of 25 yo is required to book this unit and be ready to present photo ID when requested. Must attend the trip. ✔️Be one single family living outside Orlando area and visiting parks. ✔️Be kind, clean, and well-organized. ✔️Must carefully read and agree with (1) listing description, (2) house rules and (3) checkout instructions.

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!

Disney Area| Private Pool| Resort Waterpark 2956
Minutes from Disney, this spacious 4-bedroom townhome is located in the sought-after Storey Lake Resort. Relax in your private screened pool after a day at the parks and enjoy access to amazing resort amenities including water slides, lazy river, clubhouse, fitness center and kayak rentals. Comfortably sleeps up to 12 guests with a full kitchen, fast WiFi and free parking. Perfect for families visiting Disney and Orlando attractions.
Popular amenities for Osceola County holiday rentals
Other great holiday rentals in Osceola County

Beautiful Decor 2BR Apartment Near Disney

Ultimate Disney Vacation Home w/ Game Room + Pool

Special Offer Storey Lake 2Bedr 2Bath MN305

Dreaming Home -FREE Water Park at Windsor Hills

5BR Family Villa • Private Pool • Near Disney

Private Pool,Themed Rooms & Air Hockey near Disney

Villa Sol Resort-3125 4BR · Lakeside Pool · Disney

Renovated Villa, 15 Mins From Disney, Private Pool
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort
- Walt Disney World Resort Golf
- Disney Springs
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Give Kids the World Village
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Sebastian Inlet
- Playalinda Beach
- Aquatica
- Camping World Stadium
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club




