Private Poolside Guest House In Winter Park/Orlando

A residential backyard with a swimming pool, a covered patio, and a two-story house.

A house with a stone pathway leading to a glass door, surrounded by lush greenery and a pergola.

A kitchen with white cabinets, a wooden staircase, and a dining area with a round table and chairs.

A bedroom with two beds, a wooden bench, and a bathroom visible through an open door.

A wooden play structure with a slide and swings in a backyard.

Very good

Highlights

Enjoy the heated pool
A rare find in this area - swim in comfort or have a relaxing dip.
Discover nearby landmarks
Walk to Orlando Museum of Art

Popular amenities

Patio
Private pool
Dog-friendly
Barbecue grill
Garage parking available
Air-conditioning

S$197 per night

includes taxes & fees

2 Mar - 1 Apr, 2027

Explore the area

Winter Park, FL

Place, Mead Garden
‪13 min walk‬
Place, Orlando Museum of Art
‪18 min walk‬
Place, Orlando Science Center
‪3 min drive‬
Airport, Orlando, FL (MCO-Orlando Intl.)
‪28 min drive‬

Rooms & beds

1 bedroom (sleeps 4)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Bathtub or shower · Toilet · Shower only · Jetted bathtub

Spaces

Deck or patio

Kitchen

Dining area

S$197 per night

includes taxes & fees

2 Mar - 1 Apr, 2027

Similar properties

Pool
Hot tub
Kitchen
Pet-friendly

includes taxes & fees

16 Mar - 17 Mar, 2027

About the area

Winter Park

Winter Park is home to this guesthouse. Orlando International Premium Outlets and Mall at Millenia are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Central Florida Fairgrounds and Universal Orlando Resort. Check out an event or a game at Kia Center, and consider making time for Universal CityWalk, a top attraction not to be missed.

View more Guest houses in Orlando

What's nearby

Mead Garden - 13 min walk - 1.2 km
Lee Road Shopping Center - 17 min walk - 1.5 km
Orlando Museum of Art - 18 min walk - 1.6 km
Orlando Science Center - 3 min drive - 2.4 km
Dubsdread Golf Course - 4 min drive - 2.0 km

Getting around

Winter Park Station - 6 min drive
AdventHealth Station - 19 min walk
Orlando, FL (SFB-Orlando Sanford Intl.) - 28 min drive

Restaurants

‪Chick-fil-A - ‬15 min walk
‪McDonald's - ‬18 min walk
‪Circle K - ‬6 min walk
‪4 Rivers Smokehouse - ‬15 min walk
‪Krispy Kreme - ‬10 min walk

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 13 Nov, 2026, prices found for a 1-night stay for 2 adults at Private Poolside Guest House In Winter Park/Orlando on 2 Mar, 2027 start from S$5,900, 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 Dubsdread Golf Course are also within 1 mile (2 km). AdventHealth Station is 19 minutes by foot.