Holiday houses in Ocoee

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Top-rated holiday rentals in Ocoee

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Top Guest favourite

Home in Winter Garden

4.97 out of 5 average rating, 121 reviews

Experience Downtown Winter Garden, One Block from It All

This 1920's home has been fully updated to include new kitchen, bath, fixtures, appliances, and more. The home has 2 bedrooms with one having a king bed and the other a queen bed. Beds feature super comfy Tuft & Needle mattresses ! Kitchen covers all of your basic cooking needs, has stainless appliances, refrigerator with ice maker, and Keurig coffee maker. The dining table comfortably seats 4 and is perfect for a meal or to use as a work space. New full size washer and dryer in carport laundry room. Grab a bottle of wine from Tony's less than 1 block away and relax in the screened-in front porch. Depending on the season grab a Valencia orange off the citrus tree in the back yard. You can use the entire home! There are 2 spacious bedrooms, 1 bath, dining room, kitchen, and a full washer and dryer in the laundry room (located in the carport). Owners live less than a mile away and are available as needed. We can meet you if you need anything! Just a few short steps from the famous Farmer's Market, Crooked Can Brewing, the Plant Street Market, the West Orange Bike Trail, Garden Theater, countless restaurants, and all that Downtown Winter Garden has to offer. This historic home is the perfect escape from the bustle of the tourist district, less than 30 minutes to Disney World, 25 minutes to Universal Studios, 30 minutes to Sea World. You can easily walk the 1 block to Plant St where most of the amenities of Downtown Winter Garden are located. You'll be just 25 minutes from Universal Studios and I-Drive via the Turnpike and 25 minutes from Disney via hwy 429. Also if you are into biking you can rent them at Wheel Works or the West Orange trail head and hit the famous West Orange Trail. There is a 2 car covered carport on site. Across the street from an elementary school so during the school year, there is some traffic in the morning and afternoon. Please be mindful and a good neighbor!

Top Guest favourite

Home in Ocoee

4.96 out of 5 average rating, 28 reviews

Cozy home near Disney with a king size bed

Welcome to your next getaway! This roomy, sunlit 4-bedroom, 3-bath home offers comfort, privacy, and plenty of space for everyone — including your pets! With two luxurious master suites, a homey atmosphere, it’s ideal for families, friends, or multiple couples traveling together. Just minutes from downtown Winter Garden, West Orange A short drive to Orlando attractions like Universal Studios and Walt Disney World. Close to local parks, lakes, and pet-friendly spots for walks and adventures.

Top Guest favourite

Guesthouse in Ocoee

5 out of 5 average rating, 68 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.

Top Guest favourite

Apartment in Winter Garden

5 out of 5 average rating, 5 reviews

Winter Garden Charm, Near Disney

2 Bedroom | 2 Bath | Prime Winter Garden Location | Near Disney & Universal Nestled in the heart of charming Winter Garden, this beautifully designed 2-bedroom, 2-bath apartment offers the perfect blend of modern luxury and small-town charm — just 20 minutes from Walt Disney World and Orlando’s top attractions. Located on the iconic Plant Street, you’ll be steps away from historic downtown Winter Garden, home to popular restaurants, boutiques, coffee shops, and the famous West Orange Trail.

Guest favourite

Home in Winter Garden

4.91 out of 5 average rating, 202 reviews

Cozy Winter Garden Home 20 MINUTES FROM DISNEY

Get the small home-town feeling and still be only 20 minutes from Disney. This little house is perfect for a couple or small family who wants to visit Orlando and all the attractions, but also get away from the traffic & stay in a desirable small town setting. Located a mile from downtown Winter Garden - home to the number 1 rated farmer's market by American Farmland Trust, & the 22-mile West Orange Trail that's home to runners, bicyclists and anyone else who wants to enjoy the sunshine.

Guest favourite

Guest suite in Ocoee

4.82 out of 5 average rating, 158 reviews

Charming Studio with Garden (West of Orlando)

We are proud to present a No Smoking on Premises Airbnb. My studio apartment is just the perfect place to hangout. There is a nice fire pit on the back patio and logs to relax with friends and enjoy the warm weather. The black gravel parking space in front is for the use of the Studio guests. The main house guests park in the driveway. We have an onsight massage therapist that can come to your place as an upgrade. Text me for more details. Please NO SMOKING on premises.

Top Guest favourite

Apartment in Ocoee

5 out of 5 average rating, 22 reviews

The Cozy Escape Close to Windermere & WinterGarden

This beautiful suite has a unique style of its own. A place to relax and unwind after a long day. This beautiful place has an open floor plan , that includes a full kitchen equipped with everything you will need for your stay including stainless steel appliances, a living room with combined dining. The bedroom is separated for privacy with beautiful privacy curtains. The bedroom is equipped with a queen size platform bed with side lamps with charging ports & walk in closet.

Superhost

Home in Ocoee

4.82 out of 5 average rating, 112 reviews

★★House in Little Loma ★★ 4 beds ★ Jacuzzi

Enjoy this charming remodeled home with 3 bedrooms, 2 bathrooms, and a JACUZZI waiting for your and your family. Each room has a TV. The kitchen has all you need to make a home cook dinner after a really fun day!!! A minute walking distance to VANDERGRIFT CENTRAL PARK which features: Baseball Fields (Lighted), Basketball Court, Volleyball, Boardwalk, Concession Stand, Fishing Dock, Football Field, Non-Motorized Boat Launch, Parking, Picnic Tables, Playground, Restrooms

Superhost

Guest suite in Orlando

4.74 out of 5 average rating, 817 reviews

Cozy & Private Studio close to the Attractions

Is a small space completely private attached to the side of the house with a separated entrance from the main area. Clean, quite and safe. The studio has a bedroom, a bathroom and there is also an area with microwave, mini fridge, toaster and coffee maker. Wi-fi is available. You’ll be located 17 minutes from Universal Studios and 25 minutes from Disney World driving. Feels free to contact us at any time, we would be happy to help you in any way possible. HABLAMOS ESPAÑOL

Top Guest favourite

Treehouse in St. Cloud

4.96 out of 5 average rating, 979 reviews

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.

Top Guest favourite

Guesthouse in Windermere

4.94 out of 5 average rating, 269 reviews

Paradise nook near Orlando's theme parks

A quick escape to an amazing stay. Immersed in green tropical vegetation, our unique tiny Guesthouse is where we usually host our visiting family and friends from out of town. It is also open to Airbnb guests who are visiting Greater Orlando! Perfect location to escape from the hustle and bustle of a big city, yet close to everything. Take advantage of its availability and join the great experience our guests are always talking about.

Guest favourite

Apartment in Ocoee

4.96 out of 5 average rating, 114 reviews

Completely Private and Cozy Studio

Private, Peaceful, and Centrally-located studio with 1 Bedroom, Kitchenette, Private Bath, and Private Entry. Located close to Downtown, Theme Parks, I-Drive, Wekiva Springs, Shopping, Dining, and More! Everything needed for a short term or long term stay. Special accommodations available upon request. Come bask in the Florida Sun!

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Popular amenities for Ocoee holiday rentals

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Other great holiday rentals in Ocoee

Top Guest favourite

Private room in Ocoee

4.92 out of 5 average rating, 62 reviews

Simple & Clean 2

CaitlinRating, 5 stars3 weeks ago

Have been to quite a few Airbnb’s in the area, this is definitely the best deal available. Safe neighborhood, clean house, and all the amenities you could need to be comfortable. Everything is labeled, easy to find, and host is very responsive as well. Highly recommend.

Guest favourite

Private room in Kissimmee

5 out of 5 average rating, 6 reviews

Private King Bedroom Near Disney

KaiRating, 5 stars1 month ago

This was a great experience, very comfortable room and the entire process was smooth. I’d highly recommend it.

Guest favourite

Private room in Orlando

4.89 out of 5 average rating, 37 reviews

Private Room 2 | Tiny Cottage | 15 min Universal

HannahRating, 5 stars3 months ago

The place was great, just as advertised and in a quiet area. Would recommend having a vehicle if you’re staying here (or anywhere in Orlando really); I took the bus a couple times and it wasn’t too far to walk to the bus stop, but the bus ride is fairly long (though still doable). I had no issues getting in and using the amenities, and my neighbour in the other room was quiet and respectful - good since we share the common space.

Guest favourite

Private room in Ocoee

4.91 out of 5 average rating, 77 reviews

Studio/On suite in quiet neighborhood

ShannonRating, 5 stars3 weeks ago

So so pretty and sweet caring host! I had a great shower and a nice night sleep!

Guest favourite

Private room in Metro West

4.95 out of 5 average rating, 64 reviews

Bohemian Oasis w/ Fire Pit Near Universal Studios

JohnRating, 5 stars2 weeks ago

Francellas place was absolutely delightful exactly what my girlfriend and I needed. If I could give her 10 stars I would !!! very friendly amazing host, she definitely should be a Super host and an absolutely cozy and wonderful space she has. I Highly recommend staying here and will definitely come back! outstanding AirBnB and host ! :)

Guest favourite

Private room in Winter Garden

4.9 out of 5 average rating, 238 reviews

20-30 min. Disney, Universal & Downtown Orlando

BrysonRating, 5 stars1 week ago

Raana's home is really beautiful and very peaceful. Even though I didn't get the chance to talk with her in person due to our different schedules she was always responsive to my messages and I felt comfortable in her home. I stayed with her the night before I moved into my new apartment complex as I started my Disney College Program and after a couple of days of stress her home helped me to relax and get a good night of sleep before my big day.

Guest favourite