See all properties

City Charmer

Top rated by guests
Living area
Dining
Dining
Living area
Bathroom
review stars
9.8Outstanding
(18 Ratings)
"We needed to stay near family and this was the perfect location for us. The home was clean and adequately supplied. The host was wonderful, quick to answer any questions and willing to accommodate a..."
Michele K.
Don't miss out! Price and availability may change
9.8 / 10.0
Outstanding(18 Ratings)

House in Winter Park, FL

4 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Come stay on the quiet side of Orlando, just a stone throw away to Baldwin Park. This half duplex has 2 bedrooms and 2 full baths in the heart of Orlando, FL. Just 25 mins from Orlando Intl Airport, a walking distance to local shops, restaurants, Publix, and the serene Lake Baldwin!

Amenities at City Charmer

Free WiFi/internet
Air conditioning
Non-smoking
TV
Refridgerator
Kitchen
WiFi/Internet
Microwave
Dishwasher
Washing machine
Dryer
Kitchenware
No pets allowed
Kettle
Oven
Stove
Laundry services
Ironing facilities
Towels
Hairdryer

Map of Winter Park, FL

city location on map

Nearby attractions

Disney Springs
18.4 mi
Universal CityWalk Orlando
11.2 mi
Dolphin Theater
13.8 mi
Soarin' Around the World
19.6 mi

Ratings and reviews

9.8 / 10.0
Outstanding(18 Ratings)
10.0 / 10.0Outstanding·Nov 2025
We needed to stay near family and this was the perfect location for us. The home was clean and adequately supplied. The host was wonderful, quick to answer any questions and willing to accommodate any special requests. When we go back to the area we would stay here again.
10.0 / 10.0Outstanding·Oct 2025
The duplex was within walking distance of a beautiful lake and shopping area. Quiet area
8.0 / 10.0Excellent·Jul 2025
Location is perfect for visiting the Baldwin Park area.The unit is simple but nice and includes all rhe amenities you would want.
8.0 / 10.0Excellent·Jun 2025
We came into town for a family event. This property was close to all activities planned and suited us just fine. It is clean, comfortable and well stocked for any length of stay. If bringing kids would have to go out for all activities. Would book again if in this area.
$$$$
vrbo logo

FAQs

Is parking included with this house?

Parking is not specified as an available amenity at City Charmer. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is City Charmer pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at City Charmer?

We found 20 amenities for this rental. This includes free wifi/internet, air conditioning, non-smoking, tv, and refridgerator.

Explore similar stays in Winter Park

Explore all stays
9.2 / 10.0
Outstanding(38 Ratings)
8th Green Cottage "A relaxing Oasis in the city" Guesthouse
House
 in Orlando
4 guests · 2 bedrooms · 1 bath
Free WiFi/internet · Air conditioning · TV

This House for $156 in Winter Park, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

vrbo logo
View deal
9.4 / 10.0
Outstanding(38 Ratings)
8th Green Cottage "A relaxing Oasis in the city" Guesthouse
House
 in Orlando
4 guests · 2 bedrooms · 1 bath
Free WiFi/internet · Air conditioning · TV

House in Winter Park, for $156 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

expedia logo
View deal
10.0 / 10.0
Outstanding(4 Ratings)
Relaxing 3BR Home Near Orlando Downtown & Parks
House
 in Orlando
7 guests · 1 bedroom · 2 baths
Free WiFi/internet · Air conditioning

Experience vacation in Winter Park with our House, Relaxing 3BR Home Near Orlando Downtown & Parks. Enjoy amenities such as Free Parking, Non-smoking and WiFi/Internet, and more.

booking logo
View deal
7.0 / 10.0
Good(7 Ratings)
Stylish 2BR home w/ private entrance
House
 in Orlando
4 guests · 2 bedrooms · 1 bath

Are you ready to indulge in a relaxing getaway? Our House in Winter Park has everything you need for a rejuvenating stay. Treat yourself to Stylish 2BR home w/ private entrance's exceptional amenities, such as Pets allowed, Family friendly and Non-smoking.

vrbo logo
View deal
7.0 / 10.0
Good(7 Ratings)
Stylish 2BR home w/ private entrance
House
 in Orlando
4 guests · 2 bedrooms · 1 bath

Looking to create some memories in Winter Park? Look no further than our House, Stylish 2BR home w/ private entrance. Enjoy top-rated amenities including Pets allowed, Family friendly and Non-smoking, and more.

expedia logo
View deal
You can save with One Key
9.9 / 10.0
Outstanding(103 Ratings)
Stylish Boutique Guest house in Winter Park
Apartment
 in Winter Park
4 guests · 2 bedrooms · 1 bath

Nestled in Winter Park, this Apartment is perfect for your next vacation. Enjoy Stylish Boutique Guest house in Winter Park 's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

vrbo logo
View deal
You can save with One Key
9.4 / 10.0
Outstanding(3 Ratings)
Spacious half 1/1 duplex in amazing location!
House
 in Orlando
4 guests · 1 bedroom · 1 bath

The best choice in Winter Park for House, for $132 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

vrbo logo
View deal
10.0 / 10.0
Outstanding(103 Ratings)
Stylish Boutique Guest house in Winter Park
Apartment
 in Winter Park
4 guests · 2 bedrooms · 1 bath

The best choice in Winter Park for Apartment, for $144 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

expedia logo
View deal
10.0 / 10.0
Outstanding(2 Ratings)
Charming home @wp. Patio +Gazebo. close to highwys
House
 in Winter Park
7 guests · 2 bedrooms · 2 baths
WiFi/Internet · Air conditioning · TV

This House for $153 in Winter Park, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

vrbo logo
View deal
New to Vogo
Cozy 2b/2b Duplex Home minutes from near Advent hospital & Rollins college
House
 in Orlando
4 guests · 2 bedrooms · 2 baths

Are you ready to indulge in a relaxing getaway? Our House in Winter Park has everything you need for a rejuvenating stay. Treat yourself to Cozy 2b/2b Duplex Home minutes from near Advent hospital & Rollins college's exceptional amenities, such as No pets allowed, Family friendly and Non-smoking.

vrbo logo
View deal
10.0 / 10.0
Outstanding(2 Ratings)
Home Away from Home- Winter Park
House
 in Winter Park
4 guests · 2 bedrooms · 1 bath

Enjoy the best of Winter Park in our House, Home Away from Home- Winter Park. A stunning property with amenities including Pets allowed, Family friendly and Non-smoking, and more.

expedia logo
View deal
Modern 3BR Duplex | Kitchen, Wi-Fi & Pet-Friendly
House
 in Orlando
6 guests · 3 bedrooms · 1 bath

Are you ready to indulge in a relaxing getaway? Our House in Winter Park has everything you need for a rejuvenating stay. Treat yourself to Modern 3BR Duplex | Kitchen, Wi-Fi & Pet-Friendly's exceptional amenities, such as Pets allowed, Family friendly and Non-smoking.

vrbo logo
View deal
You can save with One Key
10.0 / 10.0
Outstanding(2 Ratings)
Home Away from Home- Winter Park
House
 in Winter Park
4 guests · 2 bedrooms · 1 bath

Discover the beauty of Winter Park with a stay at Home Away from Home- Winter Park, a top rated House with amenities such as Pets allowed, Family friendly and Non-smoking, and more.

vrbo logo
View deal
9.8 / 10.0
Outstanding(47 Ratings)
Winter Park charm. Close to Park Ave
House
 in Winter Park
4 guests · 2 bedrooms · 1 bath

Looking for a memorable stay in Winter Park? Our House might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.

expedia logo
View deal
9.7 / 10.0
Outstanding(47 Ratings)
Winter Park charm. Close to Park Ave
House
 in Winter Park
4 guests · 2 bedrooms · 1 bath

This House for $114 in Winter Park, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

vrbo logo
View deal
9.3 / 10.0
Outstanding(3 Ratings)
Three Blocks to Park Ave, 2 Blocks to WP Village!!!
Apartment
 in Winter Park
4 guests · 2 bedrooms · 1 bath
Free WiFi/internet · Air conditioning · Pool

Looking to create some memories in Winter Park? Look no further than our Apartment, Three Blocks to Park Ave, 2 Blocks to WP Village!!!. Enjoy top-rated amenities including Air conditioning, Dryer and WiFi/Internet, and more.

vrbo logo
View deal
9.4 / 10.0
Outstanding(3 Ratings)
Three Blocks to Park Ave, 2 Blocks to WP Village!!!
Apartment
 in Winter Park
4 guests · 2 bedrooms · 1 bath
Free WiFi/internet · Air conditioning · Pool

Experience vacation in Winter Park with our Apartment, Three Blocks to Park Ave, 2 Blocks to WP Village!!!. Enjoy amenities such as Air conditioning, Dryer and WiFi/Internet, and more.

expedia logo
View deal
You can save with One Key
9.0 / 10.0
Outstanding(6 Ratings)
Fantastically Exclusive - Temporarily Reduced
House
 in Winter Park
6 guests · 2 bedrooms · 2 baths

Soak up the beauty of Winter Park in our House, Fantastically Exclusive - Temporarily Reduced. With a range of amenities such as No pets allowed and Non-smoking, you'll feel right at home.

vrbo logo
View deal
10.0 / 10.0
Outstanding(3 Ratings)
6 Mi to Downtown Orlando: Quiet Home w/ Sunroom
House
 in Winter Park
4 guests · 2 bedrooms · 1 bath
WiFi/Internet · Air conditioning · TV

This inviting House in Winter Park can fit your needs for many types of vacations, at $109 per night.

vrbo logo
View deal
Newly Remodeled Cottage
House
 in Winter Park
4 guests · 2 bedrooms · 1 bath
WiFi/Internet · Air conditioning · TV

Experience the best of Winter Park with this House available for $127. This property is equipped with amenities including Air conditioning, Dryer and WiFi/Internet, and more.

expedia logo
View deal
You can save with One Key
Newly Remodeled Cottage
House
 in Winter Park
4 guests · 2 bedrooms · 1 bath
WiFi/Internet · Air conditioning · TV

Business stays, family stays, couples stay, getaway vacation, and rental in Winter Park at Newly Remodeled Cottage for $127 for your next trip.

vrbo logo
View deal
10.0 / 10.0
Outstanding(4 Ratings)
LOCATION! COZY COMFORT 2 BLOCKS FROM PARK AVE W POOL, HOT TUB AND GRILL STATION!
House
 in Winter Park
4 guests · 2 bedrooms · 1 bath
Free WiFi/internet · Air conditioning · Pool

Looking for a House in Winter Park, this House for $133 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

vrbo logo
View deal
10.0 / 10.0
Outstanding(4 Ratings)
LOCATION! COZY COMFORT 2 BLOCKS FROM PARK AVE W POOL, HOT TUB AND GRILL STATION!
House
 in Winter Park
4 guests · 2 bedrooms · 1 bath
Free WiFi/internet · Air conditioning · Pool

Looking for a memorable stay in Winter Park? Our House might just be what you're looking for. Enjoy amenities including Air conditioning, Dryer and WiFi/Internet, and more during your stay.

expedia logo
View deal
You can save with One Key
10.0 / 10.0
Outstanding(4 Ratings)
Cozy Comfort Just 2 Blocks From Park Ave!
House
 in Winter Park
4 guests · 2 bedrooms · 1 bath
Free WiFi/internet · Pool · TV

Business stays, family stays, couples stay, getaway vacation, and rental in Winter Park at Cozy Comfort Just 2 Blocks From Park Ave! for $120 for your next trip.

vrbo logo
View deal
10.0 / 10.0
Outstanding(1 Rating)
Walk To Park Ave, Heated Pool, Hot Tub, Grill Station, Modern and Comfortable!!!
Apartment
 in Winter Park
4 guests · 2 bedrooms · 1 bath

Apartment in Winter Park, for $145 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

vrbo logo
View deal
10.0 / 10.0
Outstanding(4 Ratings)
Cozy Comfort Just 2 Blocks From Park Ave!
House
 in Winter Park
4 guests · 2 bedrooms · 1 bath
Free WiFi/internet · Pool · TV

Enjoy the best of Winter Park in our House, Cozy Comfort Just 2 Blocks From Park Ave!. A stunning property with amenities including WiFi/Internet, Pool and TV, and more.

expedia logo
View deal
You can save with One Key
10.0 / 10.0
Outstanding(2 Ratings)
LUXURY AND LOCATION!!!
Apartment
 in Winter Park
5 guests · 2 bedrooms · 2 baths
WiFi/Internet · Air conditioning · Pool

When traveling to Winter Park, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $118 per night.

vrbo logo
View deal
10.0 / 10.0
Outstanding(36 Ratings)
A curated stay in the Historic College Quarter
Cottage
 in Winter Park
4 guests · 2 bedrooms · 1 bath

This inviting Cottage in Winter Park can fit your needs for many types of vacations, at $146 per night.

vrbo logo
View deal
10.0 / 10.0
Outstanding(37 Ratings)
A curated stay in the Historic College Quarter
Cottage
 in Winter Park
4 guests · 2 bedrooms · 1 bath

Experience vacation in Winter Park with our Cottage, A curated stay in the Historic College Quarter . Enjoy amenities such as Pets allowed, Family friendly and Non-smoking, and more.

expedia logo
View deal
Pet-Friendly Gem in Winter Park Village Area
House
 in Winter Park
4 guests · 2 bedrooms · 1 bath
WiFi/Internet · Air conditioning · TV

This attractive House in Winter Park, $140 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

vrbo logo
View deal