Entire home

Casa Winter Park

Family-friendly holiday home in Winter Park with an outdoor pool

Photo gallery for Casa Winter Park

Outdoor pool - Casa Winter Park (Winter Park)
Outdoor pool - Casa Winter Park (Winter Park)
Exterior - Casa Winter Park (Winter Park)
4 bedrooms, iron/ironing board, free WiFi, bed sheets - Casa Winter Park (Winter Park)
Outdoor dining - Casa Winter Park (Winter Park)
At Casa Winter Park, enjoy personal space and family gatherings in a 4-bedroom haven with a pool and gazebos. Unwind near the Historic Winter Park or visit nearby Kraft Azalea Garden, all within minutes from this dog-friendly retreat.

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 8279 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

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About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Casa Winter Park

This property location is perfect to stay nearby Rollins College, Farmers Market, Casa Feliz, UCF and many more historic destinations in the Winter Park area.
Casa Winter Park modern design, accommodates the need for your personal space while enjoying, at the same time, the gathering with several family members under the same planned event. The well designed living areas gives you a sensation of have been purposely made for your comfort and enjoyment.
Enjoy a peaceful relaxed atmosphere while being close to everything that the historic Winter Park area offers you. Great memories await to be created by you and your love ones. Recently renovated, shows very well on attention to details, as by many compliments received by  many interior decorators in our area.
Dog friendly with Owner size approval, no cats.

Property amenities

Beach

  • Beach towels

Pool/Spa

  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Street parking available
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 4 bathrooms
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Smart TV
  • Stereo

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • In-room accessibility
  • Smoke-free property

Services and conveniences

  • Housekeeping on request
  • Iron/ironing board

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Deadbolt lock

General

  • Garden
  • Housekeeping (on request)
  • Unit size: 3,000 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

Events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
Parties and events are allowed on site
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 first aid kit and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

Casa Winter Park Winter Park
343351
Casa Winter Park Private vacation home
Casa Winter Park Private vacation home Winter Park

About the area

Winter Park is home to this holiday home. Travellers who have shopping on the agenda can visit Florida Mall and Orlando International Premium Outlets. Looking to enjoy an event or a game? See what's going on at Kia Center or Camping World Stadium. Visit our Winter Park travel guide
View more Holiday homes in Orlando
Map
Winter Park, FL

Getting around

  • Winter Park Station
    8 min drive
  • Maitland Station
    12 min drive
  • Orlando International Airport (MCO)
    26 min drive

Restaurants

  • Raising Cane’s
    2 min drive
  • Dutch Bros Coffee
    2 min drive
  • Circle K
    12 min walk
  • McDonald's
    5 min walk
  • Chili's Grill & Bar

Frequently asked questions

Does Casa Winter Park have a pool?

Yes, this property has an outdoor pool.

Is Casa Winter Park pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Casa Winter Park?

On-site parking is available at the property.

What time is check-in at Casa Winter Park?

Check-in begins at 4:00 PM.

What time is check-out at Casa Winter Park?

Checkout is at 10:00 AM.

Where is Casa Winter Park located?

This family-friendly Winter Park holiday home is within 1 mi (2 km) of Winter Park Hospital and Full Sail University. Kraft Azalea Gardens and Winter Park Village are also within 3 miles (5 km).

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Casa Winter Park Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 111 out of 121 reviews
Rating 8 - Good. 8 out of 121 reviews
Rating 6 - Okay. 1 out of 121 reviews
Rating 4 - Poor. 0 out of 121 reviews
Rating 2 - Terrible. 1 out of 121 reviews

9.8

Cleanliness

9.0

Location

10

Staff & service

10

Property conditions & facilities

Reviews

10/10 Excellent

Glenn W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and amenities

The house was centrally located in Winter Park, comfortable, and clean. It has a nice backyard and patio area. It was a great location for our stay!
Stayed 3 nights in Mar 2025

10/10 Excellent

Tracy G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

WP Wedding weekend

place was great had every amenity. there was everything you needed in the kitchen and plenty of towels, etc. pool was great. I’m just perfect location for a wedding in the area. would definitely come back and recommend.
Stayed 4 nights in May 2025

10/10 Excellent

Jenn W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great rental

House was perfect for an extended family. House was very clean and came with everything you could use. It was great that each bedroom had its own bathroom and 2 different living room areas. Outdoor space was also great!
Stayed 6 nights in Feb 2025

10/10 Excellent

Cyndie T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

the place worked out perfectly for us.

we were a group of 7 - everyone had their own room and bathroom. The house had such cute details inside. Very roomy and clean. Juan was an absolute joy to work with. He was very quick to respond to text messages. Would definitely go back and book that place again. Great time/
Stayed 3 nights in Mar 2025

10/10 Excellent

Janet S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Winter Park

Very comfortable and clean home. Pool was great and we used it a lot during our stay in June as it was HOT. Well stocked kitchen, beds were comfy. Really enjoyed out stay.
Stayed 3 nights in Jun 2024

10/10 Excellent

Molly C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Casa Winter Park

Perfect location and place for a Thanksgiving wknd stay! Each room had its own private bathroom which was very nice for our family. Kitchen was stocked for us to prepare a nice meal on the holiday. Location was great close to UCF where our daughter works! I can’t say enough good about this property!
Stayed 4 nights in Nov 2024

10/10 Excellent

Ana P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding Weekend

Casa Winter Park had everything we needed and more! Great location with shopping nearby and close to downtown Winter Park! So much space to accommodate our large family. Every bedroom has a en suite bathroom, perfect for privacy. The large family room, kitchen and pool/backyard was amazing to entertain family before and after the wedding.
Stayed 4 nights in Feb 2025

10/10 Excellent

Kala S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family getaway

We were in town for a family event and the home was wonderful. It was stocked with everything we needed. Everyone enjoyed the pool and the home was large with everyone having their own bedroom and bathroom. Would stay again!
Stayed 3 nights in Jun 2024

10/10 Excellent

Margaret R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Property

This property was large and accommodating. It was tastefully decorated and very comfortable with everything you could possibly need to enjoy your stay. We would stay there in the future.
Stayed 5 nights in May 2024

10/10 Excellent

Debbie H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding date

We rented the house for a wedding weekend. Loved the house. so close to anything you could need or want. Easy to find and very relaxing...would rent again!
Stayed 3 nights in Oct 2024

10/10 Excellent

chris b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend with the kids

CASA Winter Park was great for our family weekend. We all had our own rooms and baths, plenty of space to hang out and a nice pool too.
Stayed 3 nights in Aug 2023

10/10 Excellent

Louise M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family get together

Booked this VRBO as we were having a family get together. It was perfect for all our guests who stayed and those who visited for the day. Plenty of space the the backyard gazebos were a perfect place for all of us to enjoy evening with a firepit and games. Host was great when I had some questions. Louise
Stayed 4 nights in Dec 2024

10/10 Excellent

Shelby Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Casa Winter Park

We absolutely loved our stay. The house from the street does not even begin to show how amazing the place is. You walk in and immediately feel at home, but also on vacation. We loved all the amenities and the kitchen having everything we needed. I would stay here again 100%.
Stayed 3 nights in Oct 2023

10/10 Excellent

Steve M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent

Great location for visiting our daughter at Rollins College. Super convenient to grocery store, etc. Nice backyard and pool for relaxing. Everything inside was updated and nice. Would definitely book again.
Stayed 4 nights in Oct 2023

10/10 Excellent

Lina G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend Family Trip

We stayed at Casa Winter House for the weekend and had a wonderful time. The house is fully equipped to have a very comfortable stay. There is plenty of parking space and the backyard is huge and perfect for entertaining the family. The host provided all necessary information, we didn’t have to call at all. Absolutely recommend!
Stayed 3 nights in Apr 2024

10/10 Excellent

Jim H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding weekend

Needed a place for some family to stay the weekend of my daughter’s wedding (lives in Orlando). This place was perfect. Met all of our needs. 4 bedrooms, each one with a full bath. Huge kitchen and great room. Outdoor pool with covered gazebo’s. Would 100% stay again if in area.
Stayed 4 nights in Jun 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

All the Comforts of Home

The home is very nicely appointed and very comfortable. Plenty of space and nice amenities. Had a great stay. Only recommendations would be to supply more face cloths and instructions for TV. Everything else was great! Thanks very much.
Stayed 3 nights in Nov 2023

10/10 Excellent

Michael T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great set up for my family

Property was clean and well maintained, for example the furnace and fridge filters were all new. This is frequently not the case in these rentals. The kitchen was very well equipped. There were a lot of little extras on the property that I appreciated. The outdoor pool area was great. It was perfect for our needs. I’d stay here again.
Stayed 6 nights in Sep 2023

10/10 Excellent

Melinda I.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice house for the family and more!

A hidden gem! Very spacious! We needed a place big enough for our family and a baby shower, this home was perfect! The inside was very spacious and was complete with everything we needed, and more. The fenced in backyard gave a feeling of seclusion, wonderful! The kids enjoyed the pool and playset while the adults enjoyed the pergola setting! Our contact person was quick to respond, polite and friendly too!
Stayed 4 nights in Jan 2024

10/10 Excellent

John H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and Accommodations

We came to see a football game. 6 men in our 50's. It was the perfect spot with enough beds for each of us to have their own. Kitchen is brand new as is the whole inside of the house. The back yard and pool area served us well. We were able to grill out most nights. It is located walking distance to grocery, Starbucks, CVS and restaurants.
Stayed 3 nights in Sep 2023

10/10 Excellent

Jyotika T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family July 4th get together!!

We had a wonderful time at Casa Winter Park. Everything was immaculately clean. We really enjoyed the backyard with the flat grill, gazebo and swimming pool. We had everthing we needed to cook meals and there was plenty of silverware and crockery for our party of 6. The unit was well stocked with the essential toiletries and plenty of fresh towels. My son enjoyed playing the grand piano in the living room. I highly reccomend Casa WinterPark and will definitely stay here again nexr time I am in the area.
Stayed 6 nights in Jul 2024

10/10 Excellent

Mark C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great second stay

This was our second time staying in this property while visiting nearby family for the holidays, and everything about the house was great! The location couldn’t have been better for our needs, and there’s a ton of space for some small group socializing. The kitchen is well equipped, and the bedrooms were exactly what we needed. Everyone appreciate having a private bathroom in their bedroom. We didn’t make use of the pool or patio this year due to the time of year and weather, however, we have found them very comfortable in the past. Highly recommend for a family group visiting the Winter Park area.
Stayed 4 nights in Dec 2023

8/10 Good

sharon D.

Liked: Cleanliness, location, listing accuracy

Wedding in Orlando

Overall our stay was wonderful! Juan was very good in keeping in touch, unfortunately I didn’t receive the code until 45 minutes after we were there. It took us a while to get in touch with him, but he was out of the country. Otherwise it was a wonderful stay!
Stayed 4 nights in Nov 2023

8/10 Good

Will C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Inside/Out

The inside of this property is excellent being well appointed and equipped. The layout is also well designed.The outside has in my opinion one major issue- the gate to access the inner, more secure parking area. The gate is completely nonfunctional and honestly more trouble than its worth using. You have to hand open each side of this 2 piece swinging gate in opposite directions and prop them open with a brick or stone. Plus the latch to secure both sides is almost unusable. Some of the outside spotlights are out which is an easy fix. Traffic noise in the front bedrooms could be an issue for some however a 'white noise' sleeping device is provided to soften the impact.We would stay here again if the gate was completely replaced with a modern, code accessed, remote opener.
Stayed 4 nights in May 2025

10/10 Excellent

Debra

Liked: Cleanliness, amenities, property conditions & facilities, communication
Juan’s property is beautiful, with high end appliances and furnishings and every possible thing you might need in the kitchen. The mattresses were all comfortable, and there were plenty of pillows. We had 7 family members, with three generations aged 6-70 staying for my daughter’s wedding in Winter Park, so the well-equipped laundry room was a huge plus, as were the four bathrooms! Everyone enjoyed winding down in the beautiful backyard oasis and relaxing in the pool the day after the wedding. The property is right off a busy road, and there is some traffic noise, but it wasn’t extremely loud inside. It was nice being so close to Publix. The kids really enjoyed the artwork and learning to play dominoes! I would definitely recommend this property.
Stayed 3 nights in Sep 2024