
Vacation rentals in Ocoee
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Top-rated vacation rentals in Ocoee
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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!

Waterfront EPIC views, Dock, wildlife Near Disney
Experience the stunning sunrise views over Lake Apopka from our newly refurbished, elegantly appointed 4-bedroom, 2.5-bath vacation home in Winter Garden, FL. This haven is close to Orlando's Universal Studios 20 min, Disney World 25 min) & shopping (Mall of Millenia, premium outlets 17 min) Modern amenities, spacious layout that promises relaxation and convenience making the perfect home for exploring all local attractions and enjoying Florida's natural beauty. Minutes from City Swimming Pool

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.

Be Our Guest! 1 BR/1 Bath Guest Room
Be Our Guest! Close to all Major Attractions, Disney, Universal Studios, Orlando Airport, main shopping areas like the famous Premium Outlets, Florida Mall, Millenia Mall and more making it easy to plan your visit here in the Heart of Orlando! Read House Rules before booking! No Pets/Animals Allowed! π Orlando MCO 6.7 Miles Premium Outlets I-Drive 3.7 Miles Premium Outlets Vineland 7.7 Miles Disney Springs 10 Miles Universal Orlando Parks 4.7 Miles The FL Mall 1 Mile Icon Park 4.9 Miles

New Mid Century-Modern Studio
Enjoy your stay in this beautifully decorated studio with all the conveniences of home. The bed is Queen. We are located in College Park of Orlando. On Edgewater Drive there are restaurants, bars, and boutique shops. Close to downtown , 30 min. from all the attractions, and 5 min. from one of the cityβs largest hospitals, 23 miles from ORMC airport. Walking distance from the historic Dubsdread Golf Club and restaurant. Pet fee required. Please make sure to add the pet to the reservation.

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.

The Heart of Winter Garden: Walk to shops & dining
Stay in a completely renovated 1937 cottage that's located in the heart of historic downtown Winter Garden. It's walking distance from all of the shops, restaurants, and events (including the #1 rated farmers market in the nation every Saturday) that make Winter Garden one of the most desirable cities in Florida. Sit on the front porch and watch as people bike and jog on the famous West Orange Trail, or rent a bike from the corner and join them. The home is close to all major highways.

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.

Private Studio Near Universal, Disney & Shopping!
Discover this cozy studio, completely private with its own entrance. It features a comfortable queen bed, a private bathroom, and a kitchen. It also includes a Luxurious Sofa and free parking. Just 15 minutes from Florida Mall, 15 minutes from the airport, 20 minutes from Disney, and 12 minutes from Universal Studios, as well as 8 minutes from I-Drive Orlando, Millenia Mall, and many more attractions. Perfect for a comfortable and private stay near Orlandoβs top attractions!

Downtown Winter Garden, Florida
Charming two bedroom, one bathroom home just three blocks from downtown Winter Garden Florida. Across the street from the West Orange Bike Trail and walking distance to restaurants, Splash pond, shopping and Farmers Market. The back yard is shaded by a 100 year old live oak tree. There is a βno pet policyβ at the house. We do not accept guests under the age of 12. There are NO cameras on or around the property. I respect the privacy of my guests.

Livingston Pool House- In The Heart of Downtown
Welcome to the Pool House! Our newly renovated detached pool house is located in the heart of downtown Orlando, in the Lake Eola Heights Historic District. We are two blocks to beautiful Lake Eola and all the dining and entertainment that Orlando has to offer. The Pool House has everything you need for a relaxing time at home, yet all the entertainment at your finger tips! Downtown living with a tropical escape!

Cozy container in College Park and near Downtown
This is a unique stay in a container that has been transformed into a studio. Similar to a tiny home but without climbing into a loft. The Container is outfitted with a Kitchen, Bath and sleeping area. Cozy and quaint is the best way to describe it. The location is in my backyard in College park, near major roadways for easy travel to the theme parks, Winter Park restaurants and Downtown entertainment.
Popular amenities for Ocoee places to stay
Other great vacation rentals in Ocoee

Family friendly for nature lovers!

Orlando Cactus House! 5min from Universal Studios

Private Rooftop Suite! No resort fees!

Orlando/Downtown/GameRoom/Disney/Lake

UCF home - Long Term Rental

Rural Home Near the Springs

Guest Home | MCO & Downtown 15 Min | Private Unit

Mid Century Gem
When is the best time to visit Ocoee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | οΊ©.οΊ312 | οΊ©.οΊ356 | οΊ©.οΊ345 | οΊ©.οΊ353 | οΊ©.οΊ334 | οΊ©.οΊ334 | οΊ©.οΊ342 | οΊ©.οΊ334 | οΊ©.οΊ320 | οΊ©.οΊ327 | οΊ©.οΊ356 | οΊ©.οΊ334 |
| Avg. temp | 16Β°C | 18Β°C | 20Β°C | 22Β°C | 25Β°C | 27Β°C | 28Β°C | 28Β°C | 27Β°C | 24Β°C | 20Β°C | 17Β°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Ocoee?
Yes! Work meets play with ease at over 80 vacation rentals in Ocoee featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Ocoee?
Experience the best of Ocoee with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Ocoee?
Four-legged friends are welcome in Ocoee. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there Ocoee vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 70 vacation homes with pools in Ocoee, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Ocoee have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Ocoee. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Ocoee have a gym?
Absolutely! We offer over 10 apartment rentals with a gym in Ocoee. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Ocoee have air conditioning?
Absolutely! We offer over 120 house rentals with air conditioning in Ocoee. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Ocoee?
Ocoee has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Ocoee have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Ocoee. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Ocoee?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a gym, over 20 homes with a bbq area, over 120 homes with wifi, over 120 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Ocoee

Total vacation rentals
Explore 190 vacation rentals in Ocoee

Nightly prices starting at
Ocoee vacation rentals start at οΊ©.οΊ73 per night before taxes and fees

Verified guest reviews
Over 7,690 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
180 of Ocoee vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Ocoee rentals

4.7 Average rating
Ocoee stays receive an average rating of 4.7 out of 5 from guests
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