Winter Park is home to this guesthouse. Florida Mall and Orlando International Premium Outlets are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Tinker Field and Wekiwa Springs State Park. Check out an event or a game at Kia Center, and consider making time for Universal Orlando Resort, a top attraction not to be missed.
Orlando International Airport (MCO) - 33 min drive
Restaurants
Chick-fil-A - 15 min walk
McDonald's - 18 min walk
Circle K - 6 min walk
Krispy Kreme - 10 min walk
Florida Hospital Welch Cafeteria - 16 min walk
About this property
Private Poolside Guest House In Winter Park/Orlando
Beautiful and comfortable two-story cottage/detached guest house, centrally-located within an historic neighborhood. Located in the heart of Winter Park – close to I-4 for easy access to the theme parks. Includes a private entrance, efficiency kitchen, and access to a beautiful resort-style heated pool and grill.
First story features a comfortable living room with a cozy couch and flat-screen TV (with a Roku, including Netflix, Hulu, and a variety of other apps), a dining table and an efficiency kitchen with a small fridge and a two-burner stove (equipped with all the essentials - pots, pans, glasses/mugs, plates/bowls, microwave and coffee maker).
Second story features a spacious bedroom, with direct entrance at the top of the wooden staircase. Bedroom includes a comfy queen-size bed, dresser and closet. A full bathroom is located right off the bedroom.
Includes central AC/heating with a nest thermostat for easy controlling, push-button light switches throughout, access to a washer and dryer in the garage, and access to the outdoor backyard, including the pool and summer kitchen/grill.
Access the guest home with a keypad/smart lock. For the utmost security, each guest receives a unique code that is only active through the period of the stay. You'll have access to the whole guest home, washer and dryer in the garage, and everything in the back yard (including the pool and summer kitchen).
All backyard/common areas are shared with the main house, which is rented separately. Landscape and pool are maintained weekly.
Our prices include all fees. No hidden fees.
House Rules
Check in after 3:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children
Children allowed: ages 0–17
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Events
No events allowed
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Pets
Pets allowed: dogs less than 23 kg per pet (limit one pet total)
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Smoking
Smoking is not permitted
Important information
You need to know
Property # 1231568vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit
Frequently asked questions
Does Private Poolside Guest House In Winter Park/Orlando have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Private Poolside Guest House In Winter Park/Orlando?
As of 9 Jun 2026, prices found for a 1-night stay for 2 adults at Private Poolside Guest House In Winter Park/Orlando on 11 Jul 2026 start from £120, 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.
Is Private Poolside Guest House In Winter Park/Orlando pet-friendly?
Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.
How much is parking at Private Poolside Guest House In Winter Park/Orlando?
On-site parking is available at the property.
What time is check-in at Private Poolside Guest House In Winter Park/Orlando?
Check-in begins at 3:00 PM.
What time is check-out at Private Poolside Guest House In Winter Park/Orlando?
Checkout is at 11:00 AM.
Where is Private Poolside Guest House In Winter Park/Orlando located?
Situated in Winter Park, this guesthouse is within 1 mile (2 km) of Lee Road Shopping Center, AdventHealth Orlando and Orlando Museum of Art. Orlando Science Center and Lake Virginia are also within 2 miles (3 km). AdventHealth Station is 19 minutes by foot.
Private Poolside Guest House In Winter Park/Orlando Reviews
Reviews
8.0
Very good
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