Family-friendly rentals near Old Town Kissimmee

4.92 out of 5 average rating, 133 reviews

Amazing Location in Regal Oaks close to Disney

🏠 Vacation home 3 bedrooms In Regal Oaks Resort Winning Award 👮🏻 Secured gated community 🛌 KING, QUEEN & TWIN BEDS 🏊🏻‍♀️ Free use of large heated pool 🛝 Dual water slide pool, jacuzzi 🏃🏻 Fitness center 🎾 Tennis court 🏘️ Clubhouse 🍴restaurant 🍸 bar 🌡️ Private HOT TUB 🧑‍🍳 Fully equipped modern kitchen 🎡 10 min' walk to Old Town Park 🎢 Disney parks, just 5 miles 🏞️ Universal Studios, 13 miles 🍽️ Dining options within 2 miles 🅿️ Free parking

4.83 out of 5 average rating, 191 reviews

Orlando Disney ºoº 3BD in Resort | Kissimmee

Modern Townhouse in Resort w/ preserve area and Amazing Clubhouse. (NO resort fees!) | 1 min | Old Town Kissimmee | 3 min | Publix®, McDonald's®, Wendy's®, Miller's Ale House® and more | 6 min | Walmart® & Target® | 7 min | Celebration | 9 min | DISNEY® AREA (All Theme Parks) | 9 min | Premium Outlet® | 11 min | Disney Springs | 11 min | ESPN® Sports | 13 min | Convention Center | 15 min | UNIVERSAL® STUDIOS | 26 min | Orlando Airport | 70 min | Bush Garden's® | 95 min | Sarasota & Clearwater

4.71 out of 5 average rating, 167 reviews

Cozy Townhouse in Kissimmee, near Orlando!

Enjoy our beautiful and cozy townhouse with 3 bedrooms, 2 bathrooms, and with plenty of space to comfortably host 8 people. The home is located in a very cute and safe gated community in Kissimmee, 11 miles from Disney World, with many amenities including: 4 pools, a gym, spa, tennis court, beach volleyball court, a lake, clubhouse, two playgrounds for the little ones and much more! Right beside Medieval Times and The Loop, where you can shop until you drop while your kids are at the parks! :)

4.93 out of 5 average rating, 192 reviews

Amazing, luxe 3BD/2BA home mins to Parks! 5 Stars!

Welcome to our luxurious resort-style townhome in the heart of the Disney World area! Our prime location puts you just minutes away from all the parks, restaurants, and shopping you could want. With TVs in every room and resort amenities like a fitness center, playroom, and volleyball court, there's something for everyone. And when you're ready to unwind, you can soak up the sunshine and natural beauty that surrounds our resort. Book now and experience the ultimate Orlando vacation!

4.85 out of 5 average rating, 323 reviews

Comfy 3 bdrs w/private jacuzzi 5 min *Disney*

This spacious and recently upgraded decor townhouse is located in the beautiful Regal Oaks Resort. Regal Oaks is a private, gated Vacation Home Community and Resort. Located just a few minutes away from the traditional Old Town parks,shops and dinning and only 20 minutes away from Disney,this house will bring much fun to families, friends and groups looking for a weekend of fun or enjoy the great theme parks around. ** NO CARPETS **free parking, wifi and all resort’s amenities

4.89 out of 5 average rating, 172 reviews

Home in Kissimmee

VerandaPalms/HeatedPool/Carpet free/NearDisney

This beautiful 4 bedroom home is 10 minutes from the Disney parks !!! Walking distance from Shingle Creek Reg. Park, just in the corner of Veranda Palms main entrance. This home has 2 suites, a private heated pool and is located near Sams Club and restaurants. Complimentary XBOX and Nespresso Coffee machine. ROKU in all bedrooms. Non smoking policy. Clubhouse with large swimming pool and gym. Well-maintined home, with new appliances. Superhost awarded 10 times in a row !!!

4.76 out of 5 average rating, 255 reviews

Apartment in Kissimmee

King Bed Small Studio Disney World Universal

Welcome🌞! This unit is on the first floor! Your much deserved fun vacation away from home starts here 😎! Llocated in the heart 💗 of Walt Disney World and all Kissimmee and Orlando best fun spots 🎢! Includes 1 King size bed. Just added BIG SMART TVs with Disney+, Netflix, Amazon Video perfect for relaxing after a fun-filled day.✨ 🚗 NEED A CAR? Ask us about our 8-passenger minivan. You can plan your stay and car rental all in one go. Ask us for the link!

4.83 out of 5 average rating, 405 reviews

Apartment in Kissimmee

Mickey Mouse Themed Getaway next to Disney 1

Location location location! Mickey mouse retreat in celebration! 1.5 miles to disney. 4 min drive to Disney, 2 min drive to restaurants, supermarkets, souvenir shops, highways! Gorgeous newly renovated suite w/ fully equipped kitchen & all the essentials sitting in a cozy condominum w/ pool, hot tub, kids pool, basket ball court, clubhouse w/ gym & arcade, coin laundry also at Clubhouse, BBQ area!! Free parking right beside unit! Unit located on top floor!

4.94 out of 5 average rating, 210 reviews

Relaxing Resort Stay Hot Tub Lake View Near Disney

Escape to this relaxing 2-bedroom townhouse in the gated Regal Oaks Resort, just 15 minutes from Disney! Enjoy your own private hot tub overlooking a peaceful lake, unwind after park days, and take advantage of resort-style amenities like pools, water slides, a fitness center, and a kids' club. Whether you're planning a family vacation, couples’ getaway, or multigenerational trip, this home offers the perfect mix of comfort, convenience, and fun.

4.95 out of 5 average rating, 294 reviews

Disney/Universal Home Away from Home!

At the Regal Oaks Resort you will find a fantastic pool, water slides, games room, gym, sauna, onsite dining at the clubhouse and much more! We DO NOT have any additional resort fees, the price you pay is final, it includes everything and all free amenities at our resort! Nature's little get away. Our home is located in a very private section of the resort backing onto a large conservation area. Nothing but green life and palm trees!

4.95 out of 5 average rating, 483 reviews

Cottage in Kissimmee

Bright & Cozy Cottage Near Disney

My place located within 10 miles of: Disney World, Celebration, Universal, Water Parks, Old Town & Fun Spot USA's More than 70 Restaurants and Dining, Gifts Shop. My place is good for couples, solo adventurers, business travelers, and families (with kids). You’ll love my place because of In Our Cozy and Comfortable Sand Castle Cottage You'll discover that perfect Mix of High-Energy Fun and Laid Back Florida Lifestyle Right Here.