Holiday rentals in Osceola County

Townhouse in Osceola County

The exterior of a townhouse is presented, featuring a warm peach-colored facade with contrasting dark shutters. A garage is visible on the right side, accompanied by neatly trimmed shrubbery and a palm tree in the foreground. A light-gray vehicle is parked in the driveway.

5 out of 5 average rating, 13 reviews

Luna Del Sol, Close To Disney Attractions & Parks

Welcome to the Luna Del Sol Vacation Home-- a spacious 4 bedroom and 2.5 bathroom townhouse-- in the quiet gated Carriage Pointe section of Reunion Resort.This end unit vacation home will meet your needs for either being on the go and taking in all of Orlando's fantastic attractions and parks or wanting a quiet laidback getaway relaxing poolside in the sun. Luna Del Sol is centrally located and in close proximity to numerous stores and restaurants to assist and enhance your stay at Luna Del Sol.

4.84 out of 5 average rating, 19 reviews

Home in Osceola County

The Paradise Retreat8 by Disney/Universal/seaworld

Welcome to your Orlando retreat! This spacious 5-bedroom, 4.5-bathroom townhome at the exclusive Azur Resort offers everything you need for an unforgettable vacation. Designed with comfort and style in mind, this home is ideal for families, groups, and anyone looking to explore the magic of Orlando. Located just mins from Orlando's top attractions- Disney World, Universal, and world-class shopping and dining. You’re at the center of it all! Book now and start making memories at the Azur Resort!

4.92 out of 5 average rating, 92 reviews

A spacious living area features a light-colored sofa and a round coffee table at the center, surrounded by distinctive tile flooring. Large windows invite natural light, while plants and a ceiling fan add to the relaxed ambiance. The circular design enhances the open feel of the space.

Home in Lake Wales

La Casita Redonda (The little round house)

Enjoy a memorable visit when you stay in this unique and historical place in Lake Wales, FL. Constructed in 1936 this home is nestled within a quiet and friendly neighborhood just minutes from the downtown area and just a short walk to Lake Wailes itself. Although the current owner updated the home with practical renovations, the peculiar house still has the character and features from the time it was built, features that once granted it a place among the pages of Ripley’s Believe it or Not.

4.81 out of 5 average rating, 84 reviews

A single-story home is surrounded by manicured landscaping, featuring vibrant foliage and palm trees. The exterior showcases a bright yellow façade, with a welcoming entrance and a two-car garage visible. Clear blue skies enhance the inviting appeal of the residence.

Home in Kissimmee

104 Very Close to Disney in Resort

Luxury 4 bedroom Pool Home situated in a private gated Resort near Disney. This well maintained property offers the convenience of all bedrooms and living areas on one main floor, including the indoor game room, for your enjoyment and hours of fun. The home also features a fully equipped kitchen for easy meal preparation; high-end furnishings such as a marble top dining table, a granite countertop, leather chairs and sofas as well as all white hotel quality linens and towels for your comfort.

4.67 out of 5 average rating, 6 reviews

Home in Lake Wales

Wilderness Calls

Discover the charm of country living. Nestled among beautiful protected land and wildlife management area. Relax outdoors on the welcoming front porch or enjoy the views from the screened side porch, ideal for morning coffee, quiet evenings, or simply soaking in the surrounding nature. Inside, the home has a cozy layout with 2 bedrooms, downstairs with queen beds and 2 loft bedrooms upstairs with full-size beds. Boat ramps minutes away. 45 minutes from Legoland. 20 minutes from River Ranch.

4.97 out of 5 average rating, 1,097 reviews

A treehouse is illuminated by warm string lights, nestled among large branches under a deep blue sky. The structure features large windows allowing views of the surrounding greenery, with a cozy seating area visible inside. A wooden walkway leads to the entrance.

Treehouse in St. Cloud

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.

4.83 out of 5 average rating, 29 reviews

Villa in Kissimmee

Luxury Townhouse Near Disney | 3BR

Enjoy a brand new, beautifully designed townhouse located in the exclusive Magic Village community, just minutes away from Disney Parks. What you’ll love: • Private patio with outdoor furniture • Free Wi-Fi • Fresh towels & linens • Fully equipped kitchen • BBQ grill (no additional fee) • Free parking (no extra cost) The pool, tennis court and fitness center should pay $100 extra fee per group per day. ✨ Book now and enjoy a memorable stay near the magic!

Shipping container in Osceola County

A sunset scene captures two shipping containers framed against a colorful sky. The foreground features green plants and shrubs among mulched earth, while a rainbow arched above enhances the natural ambiance of the retreat. The surrounding area is open and spacious.

4.97 out of 5 average rating, 88 reviews

Beautiful off-grid tiny home cottage #1

Retreat to the food covered grounds of this off-grid oasis in Central Florida, reconnect to the beauty and vibrancy of nature, and experience the magnitude of freedom and abundance it has to offer on your sustainable getaway. Your shipping container has a full kitchen, mini-split cooler and spacious shower with an on-demand water heater fed by pristine well water... you would never know you’re off-grid!

5 out of 5 average rating, 5 reviews

Home in Kissimmee

Enchanting Adventure | Sleeps18 | Themed Rooms, Th

Welcome to Enchanting Adventures at Storey Lake Step into Enchanting Adventures, a one-of-a-kind Disney vacation home packed with immersive themed rooms and epic family fun. Explore Diagon Alley bunks, Neverland stars, Star Wars adventures, and a Dragon play loft, then unwind in your private pool, hot tub, Avengers theater, and Star Wars arcade. Located just 15 minutes from Disney.

4.8 out of 5 average rating, 10 reviews

A stylish living area is highlighted by an orange sectional sofa and a round green coffee table. Large windows are framed with sheer white curtains, allowing natural light to fill the space. A contemporary wall-mounted TV and a small dining area with brown chairs complete the room.

Townhouse in Kissimmee

3251 Comfortable 3BR near theme parks

Welcome to your ideal escape at The Hub at Westside Reserve — a stylish and spacious 3-bedroom, 3-bathroom townhouse perfectly situated in the heart of Kissimmee, just minutes from Disney, Winter Garden, and Orlando’s top attractions. Designed for families, professionals, and long-term guests, this home combines modern comfort with a peaceful, well-connected location.

4.73 out of 5 average rating, 108 reviews

A close-up shows Disney-themed plush toys, Mickey and Minnie, placed in a decorative tray on a kitchen counter. The bright colors of the toys contrast with the modern kitchen setting, highlighting a family-friendly atmosphere.

Home in Davenport

Perfect Disney Relaxation! Water Park, Lazy River!

Welcome to Perfect Disney Relaxation at the highly-rated Solterra Resort, with one of the best water parks in the area featuring a Water Slide, a Lazy River, Zero entry pools, and spas. This fully equipped and upgraded private pool home offers everything for a perfect vacation, including poolside dining.