Modern Florida Bungalow: 3 Miles to Winter Garden!
This charming 2-bedroom, 2-bath vacation rental in the historic town of Oakland is the perfect hideaway for your next family retreat! Enjoy the perfect balance of urban excitement and serene outdoor spaces with this home's central location, whether you spend a magical day at Disney with the kids or explore West Orange Trail and Lake Apopka. Everything you need for a carefree stay awaits at this cozy Sunshine State abode, including a fenced-in yard, laundry machines, and a full kitchen.
-- THE PROPERTY --
Pet Friendly w/ Fee | ~22 Mi to Disney World | 1 Mi to Lake Apopka | Coffee Bar
Bedroom 1: Queen Bed | Bedroom 2: Twin XL/Queen Bunk Bed | Additional Sleeping: Pack 'n Play
FAMILY FUN: Downtown Winter Garden (coffee shops, shopping, dining, bars, weekly farmer’s market, 3 miles), Universal Studios Florida (19 miles), Walt Disney World (22 miles), Disney Springs (27 miles) DOWNTOWN ORLANDO (~19 miles): Amway Center, Dr. Phillips Center for the Performing Arts, Camping World Stadium, nightlife, shopping, dining, live events OUTDOOR SPOTS: West Orange Trail (biking, walking, 0.3 miles), Oakland Nature Preserve (0.5 miles), Lake Apopka - Jake Voss Pier (1 mile), Newton Park (4 miles), Lake Louisa State Park (12 miles), Wekiwa Springs State Park (23 miles) AIRPORT: Orlando International Airport (27 miles)
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- No smoking - Pet friendly w/ $50 fee (+ fees & taxes, dogs only, 2 max) - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This single-story home requires stairs to enter - NOTE: Your safety matters. This property features 2 exterior security cameras. Camera 1 is a Ring doorbell device facing the front outdoor entry, and camera 2 is in the backyard facing the back fence. The cameras are outward facing and do not look into interior spaces. Camera 1 records video and sound when activated by motion, and camera 2 is inactive - NOTE: A lawn care personnel may be present during your stay to mow the lawn - NOTE: The bunk beds are for use at your own risk
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Outdoor space
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the area
Winter Garden
Oakland, a neighbourhood in Winter Garden, is home to this holiday home. Flamingo Crossings Town Center and Orlando International Premium Outlets are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Magic Kingdom® Park and Walt Disney World® Resort. The Wizarding World of Harry Potter™ and Universal Studios Florida are not to be missed.
Universal Studios Florida - 20 min drive - 23.9 km
Walt Disney World® Resort - 23 min drive - 25.3 km
Magic Kingdom® Park - 23 min drive - 25.6 km
Getting around
Orlando Station - 22 min drive
Orlando International Airport (MCO) - 33 min drive
Restaurants
White Castle - 5 min drive
Crooked Can Brewing Company - 6 min drive
Bojangles - 5 min drive
Wendy's - 6 min drive
Dairy Queen - 4 min drive
Frequently asked questions
Is Modern Florida Bungalow: 3 Miles to Winter Garden! pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Modern Florida Bungalow: 3 Miles to Winter Garden!?
As of 11 April 2026, prices found for a 1-night stay for 2 adults at Modern Florida Bungalow: 3 Miles to Winter Garden! on 4 January 2026 start from NZ$195, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Modern Florida Bungalow: 3 Miles to Winter Garden!?
On-site parking is available at the property.
What time is check-in at Modern Florida Bungalow: 3 Miles to Winter Garden!?
Check-in begins at 4:00 PM.
What time is check-out at Modern Florida Bungalow: 3 Miles to Winter Garden!?
Checkout is at 10:00 AM.
Where is Modern Florida Bungalow: 3 Miles to Winter Garden! located?
Located in Oakland, this holiday home is 0.5 mi (0.8 km) from Oakland Nature Preserve and 3.1 mi (5 km) from Garden Theatre. Central Florida Railroad Museum and Winter Garden Art Association are also within 6 miles (10 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We had the best stay in Oakland and enjoyed every minute! The home was beautiful, clean and convenient to everything we did. Thank you for a great vacation!
mike w.
Stayed 12 nights in Dec 2025
Response from VrboOwner on 10 January 2026
Mike, thank you so much for your stay! We’re so glad to hear you enjoyed our home, and hope you had a great time with your family!
This cute little house is conveniently located to so many popular destinations & highway access it is just perfect for a trip to Central Florida.
Toni H.
Stayed 5 nights in Oct 2024
Response from VrboOwner on 9 November 2024
From the owner: "Thank you Toni! We love how close our home in Oakland is to everything, while also being tucked away from all the hustle and bustle. Please come back any time!"
From the owner: "Thanks for your stay and review, Candice! We also love how our home is tucked away in quiet Oakland, but still so close to everything you need! Come again anytime!"
This is the third time I've stayed at this little house. It's convenient to all of Central Florida but off the beaten path. The yard is just big enough for my older pups to do their thing and we love just sitting on the front porch and watching the sunset.
Gloria F.
Stayed 5 nights in Nov 2025
Response from VrboOwner on 17 November 2025
Thank you so much for coming back for another stay, Gloria! We loved hosting you again.
We thoroughly enjoyed our stay here! It was very convenient to some great trails and to Winter Garden. Our grandpup loved the fenced backyard. We would definitely return!
Doug and Pam W.
Stayed 2 nights in Apr 2025
Response from VrboOwner on 13 May 2025
From the Owner: "Thank you, Douglas, for your review! We’re so glad you all enjoyed your stay. Come back anytime; we’d love to have you again!"
From a partner site
10/10 Excellent
April
23 July 2024
Cute and Comfortable Home
We found the home very comfortable, clean and perfect for our needs. The neighborhood was very quite (which we like) and the neighbors were friendly. Great location to a large number of attractions/site seeing excursions.
April
Response from VrboOwner on 25 July 2024
From the owner: "Thank you so much for the kind review and for your stay! We love our neighborhood too :) Please come back anytime!"
From a partner site
10/10 Excellent
Stephanie
8 October 2024
Homey and comfortable
House was adorable and clean and we felt at home right away. The fenced yard was perfect for our small dog. The location was great for our Orlando area family visit. What a fantastic experience for our first rental! We will definitely stay again!
Stephanie
Stayed 4 nights in Sep 2024
Response from VrboOwner on 8 October 2024
From the owner: "Thank you so much for the kind words. We’re so happy to hear you and your dog enjoyed our home! We look forward to hosting you again!"
Exactly what we needed! Close to Orlando, but with the quaint, quiet neighborhood of Oakland. Super clean and well appointed, floor plan is great, just perfect in every way!
Robert P.
Stayed 3 nights in May 2024
Response from VrboOwner on 6 June 2024
From the owner: "Thank you so much for the kind words and for your stay! You and your family are welcome back anytime!"
This little house was the perfect place to stay while I was in town to finalize my sister's estate. It was just as the listing showed. Joel was quick to respond to questions. The neighborhood is quiet. Our pups loved being able to run around in the yard. The weather was perfect for sitting on the porch in the evening. I hope to stay here again in a couple weeks for another quick trip.
Verified traveller
Stayed 5 nights in Apr 2024
Response from VrboOwner on 19 April 2024
From The Owner: "Thank you so much for the lovely review. We're so glad you enjoyed our home and experienced the quaintness of Oakland! You're welcome back anytime!"
From a partner site
10/10 Excellent
Teresa
13 December 2024
Great House
We had a wonderful time in this clean modern home. Easy to find. Keyless entry. Located on a quiet street. Neighbors are very friendly. Backyard fully fenced and great for furry family members. The town of Oakland is very sweet with much to offer. This house was a very short drive to Universal Studios. We stayed for 9 days. No problems or concerns. Very wonderful experience and will definitely stay here in the future.
Teresa
Response from VrboOwner on 17 December 2024
From the owner: "Thank you so much for your review, Teresa! We are so glad you enjoyed your stay in our home and lovely town. We would love to host you again in the future!"