Osceola County Homestays

With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This vacation home is 5.5 mi (8.8 km) from Disney Springs™ and 6.1 mi (9.9 km) from Walt Disney World® Resort. This vacation home offers designated smoking areas. Free self parking is available onsite. Make yourself comfortable in your vacation home. Complimentary wireless internet access is available to keep you connected.

Located in Kissimmee, Lifetime of Vacations Resort is on the waterfront, a 4-minute drive from Walt Disney World® Resort and 8 minutes from Old Town. This condo is 7 mi (11.2 km) from Disney's Animal Kingdom® Theme Park and 7.3 mi (11.7 km) from Disney Springs™. Don't miss out on recreational opportunities including an outdoor pool and a fitness center. Additional features at this condo include a television in a common area, a picnic area, and barbecue grills. Featured amenities include a business center, luggage storage, and laundry facilities. RV/bus/truck parking is available onsite. Make yourself at home in one of the 52 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Cable programming along with DVD players are provided for your entertainment. Private bathrooms with separate bathtubs and showers feature jetted bathtubs and hair dryers. Conveniences include separate sitting areas and microwaves, as well as phones with free local calls.

With a stay at this residence in Kissimmee (Historic Downtown Kissimmee), you'll be within a 15-minute drive of Old Town and Kissimmee Lakefront Park. This residence is 11 mi (17.7 km) from Florida Mall and 12 mi (19.4 km) from Aquatica. Complimentary wireless internet access is available to keep you connected. Conveniences include a washer/dryer and an iron/ironing board.

You will love your Kissimmee retreat located minutes from world-renowned attractions! Our cozy condo is designed for families and Disney lovers. Features 2 bedrooms (king & queen beds & 2 sofa beds & air mattresses), 2 bathrooms, Equipped kitchen, Laundry, WiFi, Smart TVs. For the little ones, Pack-n-play, high chair & stroller, Community pool hot tub & Gym.Nearby:Disney World ParksUniversal StudiosSeaWorldMedieval TimesGatorworld.Book your stay with us in sunny Kissimmee!About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

If you are looking to host a bigger party, we have three sister properties located in the same building a couple steps away! www.vrbo.com/3969986 www.vrbo.com/3809430 www.vrbo.com/3232320Newly Listed!!! ****DISNEY - Magic Moments**** Do you need to disconnect from the daily grind and just plug into the people you love the most? Our family welcomes you to our newly, remodeled "Wonderland" home. In our home, you'll find a Disney-spirited bedroom with two queen-size beds featuring Earth's Mightiest Heros - Avengers as well as Disney Princesses that would make any superhero or princess ready to take on the day! We are in the main building (Building 8) closest to the waterpark and resort pool which is one of the most desirable locations in the resort. You are literally steps from the pool/waterpark/clubhouse and many of the fun amenities Windsor Hills has to offer.Windsor Hills is a gated resort with a double, Olympic-sized, zero-enty, heated pool which features a large hot tub on the main pool deck. Adjacent to the pool is a new water park/splash pad that also features both dual, 3-story water racing slides and an area with smaller slides for the younger ones. In the pool area, Windsor Hills hosts live music, DJ’s, and fun, competitive games and activities for all ages.Throughout the resort, you'll find basketball, volleyball, and tennis courts as well as a fully-equipped fitness center, a movie theater with free, guest-selected movies, outdoor grills, putting green, arcade, and two playgrounds. Windsor Hills is one of the closest, short-term rental areas to Disney. Two right turns and two miles after exiting our resort, and you are driving under the "Welcome to Walt Disney World" sign. Depending on the park visited, driving time is 7-12 minutes.Our "Wondedrland" home has offers newer appliances, furniture, and decor to bring the Disney magic to your vacation home.The living room features a 55" HD TV and comfortable leather furniture. All TV’s have TiVo which gives you the capability to access any streaming app you currently utilize at home as well as cable TV. There are also TV's located in the Master BR and second bedroom. Wonderland will sleep up to 6 guests with a maximum of 7 if the Pack ‘n Play is used. A Pack 'n Play (sheets included), stroller and high chair are furnished for our younger guests. We also furnish beach towels for use at the pool.The kitchen is fully equipped with new stainless steel appliances including refrigerator/freezer, flat surface stove and oven, microwave, and dishwasher. Small appliances include programmable coffee maker (both K-cup and pot-syle), toaster, crock pot, and blender. There are plenty of cooking utensils, cookware, bakeware, flatware, glassware (including wine glasses), and kitchen linens. Additionally, Wonderland has a new large capacity washer and dryer in the unit available for your use.If you need any additional info, please don't hesitate to reach out, and we'll be more than happy to connect with you and provide you with any information needed. Let us know if you think Wonderland may be a good choice for your vacation rental, we will be happy to send a rental agreement for your review at no obligation. The rental agreement will provide additional information about the unit and about the items we provide for your comfort and convenience.Thanks, and have a blessed day!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

COVID-19 Measures: All hard and soft surfaces will be disinfected between guest stays.Contact-less check-in and check-out.Welcome to this charming fully FURNISHED CONDO located in the GUARD GATED RESORT style community Windsor Palms Resort!This fully furnished 3 bedroom, (1 King bed, 1 Queen bed, 2 single beds) 2 bathrooms. Unit sits on the 1st floor (ground floor, no stairs) with a fantastic west view of conservation lot (wooded area) for you to Enjoy Florida sunsets and coffee from your lanai patio. This condo comes fully furnished upgrade decor, with the entire floor tiled, for any of you with severe allergies I know you will appreciate this fact. Upgrade diswasher, range, microwave, fridge, air fryier, 6 slide toaster oven. 4 slide toaster, Kcups coffee machine, Smart TV`s for you to enjoy your favorites series at all rooms and living room, free Wi-Fi. Tastefully decorated with modern furniture and neutral colors throughout. The kitchen has an opening view to the living room, so you don't feel isolated from the rest of your family or guest. This unit has a lot of charm and you and family will feel right at home as you walk through the front door. Windsor Palms has a lot to offer for all family members you are walking distance to have fun while using the fabulous CLUBHOUSE with luxurious AMENITIES including heated salt water Olympic size community pool with sun deck, hot tub, Splash Pad, Tiki bar/restaurant, playground, fitness center, movie theater, arcade room, billiard , ping pong, business center with computers and internet access, convenience store on property in case you forgot some smalls items, ATM, rental bikes, illuminated tennis courts, illuminated beach volleyball, illuminated basketball court and new pickle-ball courts (in office they have all equipment ready to used, first come first serve). One of the best locations, only minutes drive from newly built Sunset Walk with premium shopping and dining, close to area FAMOUS PARKS and only 5 miles from the entrance to DISNEY WORLD!.Walmart: 2.5 milesSunset Walk: 3.6 milesDisney Springs: 9 milesShopping Outlet: 10 milesSea World: 15 milesUniversal Studios: 17 milesInternational Airport (MCO): 25 miles Golf Courses, Grocery shopping, Restaurants are only 5 minutes away, Beaches are between and 1:20 - 2hr away. Combine this Resort living style located in a beautiful and convenience place with the security of a gated community and the tranquility of having full staff to help you with everything you need with a 24/7 hrs assistance and you have found the recipe for the Best Vacations EVER! In a resort living that is both luxurious and affordable FOR YOU AND YOUR LOVE ONES.Even though if you don`t book our property, we highly recommend this location,cause the location is amazing cause it is a time saver. In a busy day full of activities less time in traffic is very welcome. And is very easy to add 30-60 min due to traffic.We wish you happy memoriesKind RegardsAbout pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

With a stay at this condo in Kissimmee, you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This condo is 9.3 mi (14.9 km) from Disney Springs™ and 10.3 mi (16.6 km) from Walt Disney World® Resort. Make use of convenient amenities, which include complimentary wireless internet access and complimentary use of a nearby fitness facility. Limited parking is available onsite. Make yourself comfortable in this individually decorated condo, featuring a kitchen with a refrigerator and an oven. A 42-inch flat-screen television is provided, with digital programming available. Conveniences include a separate sitting area and a microwave.

Relax in my beach-themed condo at Runaway Beach Club—ideally located just 3.5 miles from Disney, 5 miles from Disney Springs, 7 miles from SeaWorld, 10 miles from Epic Universe, and 11 miles from Universal Studios. Enjoy a variety of nearby restaurants and shopping, plus family-friendly resort amenities like lush tropical landscaping, five pools, and a scenic fountained lagoon. Spacious and cozy—perfect for families, couples, or business travelers. Welcome to your coastal retreat! This spacious, smoke-free 1,503 sq ft condo offers comfort, style, and plenty of room to relax. It features 2 private bedrooms plus an open loft furnished as a third sleeping area with a queen bed (note: no door for privacy).Inside, you'll find coastal-inspired décor with charming cottage-style furnishings and a cheerful color palette—sunny yellows, clear-sky blues, and deep ocean hues. Ceiling fans in every room add a refreshing, beachy breeze throughout the home.The open-concept living and dining area boasts soaring 20-foot cathedral ceilings, creating an airy, welcoming space perfect for gathering, lounging, and dining. The fully equipped kitchen features modern appliances, granite countertops, a breakfast bar, and all the cookware and tableware you’ll need. A dining table comfortably seats four.Sleeping arrangements include:- Primary bedroom with a king-sized bed and a large ensuite bathroom featuring a relaxing garden tub- Second bedroom with a queen bed plus a twin/single bed—ideal for families- Open loft with a queen bed (no door), overlooking the living areaBoth bedrooms include generous walk-in closets for convenient luggage storage. A second full bathroom is located near the secondary bedroom. You'll also have a full-sized washer and dryer in the unit for added convenience.Entertainment options include:43-inch flat-screen TVs in the living room and primary bedroomAdditional TVs in the loft and secondary bedroom (Note: the loft TV streams via Roku, while others have cable)Stay connected with high-speed private Wi-Fi, delivering 500+ Mbps download speed—perfect for remote work, streaming, or gaming.As a second-floor unit, this condo provides peace and privacy, free from upstairs neighbors. A covered, private ground-level entrance leads to your own internal staircase and living space. While this condo is part of a resort community, each unit features a secure, separate entrance.Be sure to check out my other two listings at Runaway Beach Club (VRBO listings, #989913 and #3477251) —you might just find the perfect fit for your group or extended stay!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.Caution: Interior Stairs do not have door/gate..About customRules:Guest will be charged for damages beyond normal wear and tear; occupancy greater than approved; pets; smoking; excessive noise, clutter, or trash.Park in ONLY legal parking spaces. No commercial vehicles/ trailers allowed. A tow truck company will tow away vehicles parked illegally.,Excessive noise is prohibited. Please observe quiet hours: 10 PM - 7 AM. Do not disconnect WIFI / TV cables to plug in your own devices..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 23.About events:No events allowed.

“Spacious 3-Bedroom, 2-Bathroom Condo with Resort-Style Amenities”Welcome to this beautifully furnished three-bedroom, two-bathroom condo, perfect for families, groups, or business travelers. Located in a secure community, you’ll enjoy both the comforts of home and access to exclusive HOA amenities.Inside the Condo: • Bedroom 1 (Master Suite): King bed, private en-suite bathroom, and plenty of closet space. • Bedroom 2: Queen bed with cozy linens and a bright, relaxing vibe. • Bedroom 3: Two twin beds, great for kids or extra guests. • Living Area: Spacious and inviting with a comfortable sofa, smart TV, and dining area. • Kitchen: Fully equipped with modern appliances, cookware, and everything you need to cook. • Bathrooms: Two clean and updated bathrooms with fresh towels and toiletries.Community Amenities (HOA): • Swimming pool and hot tub. • Fitness center and clubhouse. • Tennis courts and walking trails. • Playground and BBQ areas.Conveniently located near [local attractions, restaurants, and shops], this condo offers the perfect mix of relaxation and adventure. Book your stay today for a stress-free and enjoyable getaway!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Located in Kissimmee, High Point World Resort is within a 15-minute drive of Disney's Hollywood Studios® and Disney Springs™. This condo is 7.7 mi (12.4 km) from Disney's Animal Kingdom® Theme Park and 8.1 mi (13 km) from Magic Kingdom® Park. Enjoy a range of recreational amenities, including an outdoor pool, an outdoor tennis court, and a fitness center. Additional amenities at this condo include a picnic area, barbecue grills, and complimentary use of a nearby fitness facility. Featured amenities include a business center, multilingual staff, and laundry facilities. Make yourself at home in one of the 108 air-conditioned rooms featuring kitchens with full-sized refrigerators/freezers and stovetops. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include separate sitting areas and microwaves, and you can also request cribs/infant beds (surcharge).