Holiday houses in Orange County

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Top-rated holiday rentals in Orange County

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

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Top Guest favourite
Home in Winter Park
4.93 out of 5 average rating, 135 reviews

Gem. Downtown Winter park, walk to Park av/Rollins

This lovely 3 bedrooms, 2 bath house is located in the most desirable area of Winter Park. Only few steps from Park Ave. You can walk to all the restaurants, Wine room, coffee shops, stores, art galleries, Museum, Park, Rollins College, Winter Park Community Center. Its only 25 minutes drive to the airport, 45 minutes to the beach, and close to family-friendly activities, nightlife, public transport. This house is great for families, couples, solo adventurers, business travelers, and big groups.

Guest favourite
Treehouse in Geneva
4.89 out of 5 average rating, 1,109 reviews

Treehouse at Danville

Private Getaway seen on Netflix' Most Amazing Vacation Rentals! Fulfill your dream of staying in a tree house! For safety reasons, this venue is for adults only. We do not allow children or pets. The Treehouse has a tree trunk elevator, private shower, air-conditioning, and real toilet inside so that you can bring your significant other(no compost toilet here). This 18 foot yurt has accent lighting to create the mood of living in the trees on a starry night. Danville is a glamping experience.

Top Guest favourite
An exterior view of the guesthouse displays a quaint two-story structure with a black garage and a welcoming front porch. Surrounding greenery provides a natural setting, enhancing the privacy of the location. The two upper windows are adorned with large curtains.
Guesthouse in Ocoee
5 out of 5 average rating, 118 reviews

NEW 1BRM Guesthouse | King Bed | Central Florida

Nestled in a private and central location, this newly constructed space offers everything needed for a relaxing stay. The space is perfect for up to four guests, featuring a king size bed, full kitchen, and smart TVs in every room. Enjoy the convenience of high-speed Wi-Fi, a spacious shower, washer / dryer, and a private driveway. Located close to Downtown, Theme Parks, the Stadiums, I-Drive, Wekiva Springs, Shopping, Dining, and More! Everything needed for your short term or long term stay.

Guest favourite
A modern living space is highlighted by a plush grey sofa and mid-century styled furniture. A large window invites natural light, showcasing views of the outdoors. Decorative elements, including a small plant and artwork, add character to the room while maintaining a clean aesthetic.
Loft in Orlando
4.92 out of 5 average rating, 652 reviews

Contemporary Loft Near Downtown

Conveniently located between the foodie-friendly Milk District and Downtown Orlando, this impeccably thought-out space features a spacious loft style open floor plan perfect for a couple or small group. The floor to ceiling windows allow natural light to fill the space while providing complete privacy during your stay. Upscale Winter Park restaurants and the vibrant Thornton Park art scene are only a short drive away. Universal is only 20 minutes away, Disney is 35 minutes, MCO 20 minutes.

Guest favourite
A cozy seating area features a patterned armchair and a sleek gray sofa. A TV mounted on the wall displays a tranquil beach scene. Light streams in through a window with blinds, illuminating the natural wood floor and woven area rug.
Guesthouse in Orlando
4.93 out of 5 average rating, 256 reviews

Bungalow Near Epic, Disney and Downtown Orlando

Discover our charming cottage behind our bungalow in Downtown Orlando's College Park - conveniently located near Epic Universe and the Disney parks! Enjoy urban living with a small-town vibe, biking along tree-lined streets to restaurants, shops, breweries, and farmers markets. Pack and play available on request Private access, yard, and driveway and a beautiful park across the street! Winter Park (10 mins), Downtown (10 mins), Disney and Universal (15-30 mins). STR Permit # STR-1118212

Superhost
The bedroom is equipped with a spacious wooden bed and a light-colored quilt. Two bedside tables with lamps are placed on either side. A ceiling fan provides air circulation, and a large window allows natural light to enter, complemented by white curtains. A chair is situated near the TV.
Home in Longwood
4.79 out of 5 average rating, 125 reviews

Cozy Getaway | Game Garage + Fenced Backyard +more

Unwind in a comfortable and well-equipped home! Play pool, fusball, darts, and basketball in the game garage. Conveniently located near Orlando/Sanford Airport, Wekiwa Springs, and a variety of attractions. Enjoy the fully equipped kitchen for all your culinary needs, sleep soundly in comfortable beds, and relax on the spacious back deck with a privacy fence. We have an old school Nintendo 64 and retro Galaga game on the wall to play. Perfect for work, family, or vacation getaway!

Top Guest favourite
A cozy space is illuminated by warm lighting and twinkling string lights. A comfortable bed with decorative pillows is framed by wooden accents. A small seating area features a television and has a view of the garden area with fire pit chairs, creating a relaxing outdoor ambiance.
Tiny home in Orlando
4.97 out of 5 average rating, 834 reviews

The Little Treehouse 2 at Country Club of Orlando

With rustic urban charm, The Little Treehouse "2" is a perfect relaxation spot for your stay in the City Beautiful. This completely renovated 1926 carriage house downstairs unit is a 260 sq. ft. blend of cosmopolitan comfort and enchantment. Located 5 minutes from Downtown, Amway Arena, Camping World Stadium, 15 minutes to Universal Studios, 25 minutes to Disney and an hours drive to Florida's beautiful beaches! *Search "Little Tree House Orlando" in your browser for more info.

Guest favourite
A spacious family room features a comfortable black couch, a round coffee table with a floral arrangement, and a large area rug. Modern kitchen elements are visible in the background, complemented by sleek cabinetry and a bar area with seating.
Home in Orlando
4.94 out of 5 average rating, 152 reviews

Luxurious City Center! 20 min Disney /15 Universal

Welcome to your ideal getaway! This beautifully appointed 2-bedroom, 2-bathroom vacation home offers everything you need for a memorable stay. Centrally located, this gem features high-end decor and a stunning kitchen that’s perfect for preparing meals together. PERFECT for business trips, family getaways or couples looking for a retreat. Enjoy both Downtown nightlife and the best Orlando Theme-parks. Free washer & dryer HUGE TVs in every room Fast Internet (Ethernet)

Top Guest favourite
A covered swing hangs from a sturdy wooden frame, positioned near a fire pit surrounded by a circular stone border. Red chairs are arranged nearby, with trees and a rustic fence in the background, creating a serene outdoor setting.
Home in Apopka
4.99 out of 5 average rating, 134 reviews

5 Springs Close Goats Chicken Free Eggs Memories

5 natural springs 4 to 10 minutes away Fur Babies WELCOME FREE Farm Fresh Eggs Pet the goats Feed the Chickens NO ROOSTERS! Fire pit (we set up the wood daily) Tree swing/bench swing Cornhole Grills Picnic pavilion 5 Acres 2 King 1 Twin pull-out 1 queen inflatable bed The kitchen is fully stocked. Disney 40 min Rock Springs 3 min Kings Landing, Kelly Park, Wekiwa Springs, Barrel Springs, and Wekiva Springs are all less than 5 MILES away. Wekiva Island is a Must VISIT!

Guest favourite
A charming arched bridge is framed by lush greenery and hanging Spanish moss. The surroundings are filled with trees and plants, creating a serene outdoor space that invites exploration.
Guesthouse in Orlando
4.91 out of 5 average rating, 188 reviews

Jefferson St. Cottage

This cottage is a unique free-standing detached dwelling in the heart of Lawsona Park in the Historic District in downtown Orlando. It sits behind the owner's main house in the back of the lot; privacy is not an issue. The cottage is loaded with all the amenities needed to enjoy your stay. We are close to highways to visit Universal, Disney World, Sea World any more attractions in central Florida. In addition, Uber is a very good option for transportation.

Guest favourite
An outdoor seating area features comfortable couches adorned with colorful cushions. A coffee table sits in the center, surrounded by vibrant area rugs. Decorative lanterns hang overhead, and the backdrop includes lush greenery, creating an inviting space for relaxation and socializing.
Tiny home in Orlando
4.89 out of 5 average rating, 119 reviews

FunTropicalTinyGemUCF

Ready for an unforgettable getaway? Escape to our brand-new Tiny RV House — where fun meets relaxation in a one-of-a-kind space! Proudly a ‘GOLD Guest Favorite’ and ranked in the top 10% of all Orlando Airbnbs. 100% Unique. Features a very comfortable King Bed, WiFi, Smart TV, fireplace, central A/C, and heat. Enjoy stunning lake views front the screened room free of mosquitoes! Cozy, stylish, and packed with charm — come see why guests can’t stop raving!

Top Guest favourite
A welcoming entrance features a bright red door beneath a yellow awning. A pathway made of pavers leads to several outdoor seating arrangements, with black metal tables and chairs. Lush green grass and trees are visible in the background, offering a serene atmosphere.
Guest suite in Geneva
4.96 out of 5 average rating, 247 reviews

The Weathered Inn at Cedar Knoll Flying Ranch

Fly in with your personal airplane to our private airport or cruise the Saint John’s river and tie up to our dock or hop in your car in and enjoy 130 acres of pristine Florida living ! We have a $20 maintenance fee for use of a golf cart to enjoy trails, head to the water to fish or visit our Scottish Highland cows and their babies! Go kayaking, fishing or canoeing on the St. John’s River or just enjoy the Florida sunshine!

Popular amenities for Orange County holiday rentals

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