Skip to Main Content.
List your propertySupportTrips
Unlock instant savings with Member Prices
Sign in
Feedback
Entire home

Casa Winter Park

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

Photo gallery for Casa Winter Park

Outdoor pool
Fridge, microwave, oven, stovetop
Property grounds
Interior
Fridge, microwave, oven, stovetop
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

  • Dryer
  • Washer
  • Pet-friendly
  • Fireplace

Add dates for prices

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

Fridge, microwave, oven, stovetop

Casa Bella

  • Pool
  • Kitchen
  • Washer
  • Dryer
9.8 out of 10, Exceptional, 160 reviews
Casa Bella

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

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

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

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

Map
Winter Park, FL

What's nearby

  • Full Sail University - 17 min walk - 1.4 km
  • Rollins College - 5 min drive - 3.6 km
  • AdventHealth Orlando - 12 min drive - 8.6 km
  • Orlando Science Center - 12 min drive - 8.9 km
  • Kia Center - 14 min drive - 13.0 km

Getting around

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

Restaurants

  • ‪Dutch Bros Coffee - ‬2 min drive
  • ‪Circle K - ‬12 min walk
  • ‪McDonald's - ‬5 min walk
  • ‪Bolay - ‬12 min walk
  • ‪Friendly Confines - ‬10 min walk

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.

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).

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

Casa Winter Park Reviews

9.8

Exceptional

9.8

Cleanliness

9.0

Location

10

Staff & service

10

Eco-friendliness

10

Property conditions & facilities
Rating 10 - Excellent. 107 out of 117 reviews
Rating 8 - Good. 8 out of 117 reviews
Rating 6 - Okay. 1 out of 117 reviews
Rating 4 - Poor. 0 out of 117 reviews
Rating 2 - Terrible. 1 out of 117 reviews

Reviews

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

Cary J.

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

Lovely home-away-from-home

We thoroughly enjoyed our stay at Casa Winterpark and especially appreciated the fully-stocked kitchen, which made it feel more like home — a nice touch around the holidays! The street is a bit busy and it doesn’t look like much from the outside, but inside is comfortably elegant and VERY live-able and the backyard is incredible! We would definitely stay there again.
Stayed 6 nights in Dec 2023

10/10 Excellent

Cortland B.

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

Casa Winter Park @ Easter

The property was better than advertised. The kitchen was great to cook in and the pool was a delightful way to cool off. The back yard and dining room had ample space to entertain our family during the Easter holiday.
Stayed 5 nights in Apr 2023

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

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

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

Linnea M.

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

Wedding Stay

Our family stayed here for a wedding down the street. Location was excellent for us. The whole home appears to have been recently and tastefully remodeled. Wonderful layout! 4 bedrooms, ALL with a full bathrooms! 2 KING ROOMS! Absolutely loved the back yard with seating for all and a pool. Owner was very helpful. We've stayed at many other homes in the past and this was the best by far! The photos are very accurate. I highly recommend this home!
Stayed 7 nights in Apr 2023

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

10/10 Excellent

Tara F., Virginia Beach, VA

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

Perfect for gatherings

I rented Juan’s place for my daughter’s college graduation. We hosted a party for her and a teammate. This house was PERFECT! Size, location, yard, and everything needed to host a celebration! From the outside, it’s neatly kept, but unassuming. When you walk in, it opens up and is huge! My entire family (grandparents too) comfortably stayed together without being on top of each other. Juan was speedy to respond and super friendly. Thank you for allowing us to stay!
Stayed 5 nights in May 2023

8/10 Good

Soanya H., Boca raton

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

Beautiful house.

This is a beautiful house, much better than we expected. It’s fully stocked with everything you’d possibly need. There’s 4 bedrooms each has their own bathrooms and tv(my kids loved this). There’s a huge backyard with a pool, and playground. I give 4 stars because we did see a decent amount of cockroaches, my dog tried to eat one. My son freaked out and would only sleep on the top bunk of the bunk beds because he saw cockroaches in the room he originally planned to sleep in. the second reason is I had to reach out to the owner 2 days before our trip to get check in information as no one thought to send it earlier as stated in their rental agreement. Then I found out there is a $250 pet fee which was not mentioned anywhere in the listing or in their rental agreement. We booked this house on 8/30/21 and listed on the reservation that we will be bringing a pet so I felt blind sided by this huge pet fee just 2 days before our trip.
Stayed 3 nights in Sep 2021

6/10 Okay

Terri C., Russellville, Kentucky

Liked: Cleanliness, check-in
Disliked: Location, listing accuracy

Last minute $250 pet fee

Two days before we were due to arrive I was informed that I was required to pay a $250 pet deposit for my Maltese dog. I was told if I did not agree to pay the fee that our reservation would be canceled. I asked if we could split the fee, but he was unwilling to do so. The owner did call me back the following day to tell me that I was correct and his VRBO listing did not list the pet deposit and he was making a correction to the listing at that time. I would have NEVER rented a house with that high of a pet deposit. There were other homes that we could of have rented in much better areas. This was the third VRBO that I had rented for this year, I am not new to vacation rental policies. We had family flying in from Wyoming and Arizona well as Kentucky. I had no choice but meet his demands and to pay the $250. Upon reading the guest log, the pet fee was only a fraction of what I was charged, something that I did text the owner about to let him know that he also needed to update his guest book. The house was nice, but we had to call and request wash cloths and extra towels, as well as request a missing shower curtain. The grill was unusable, and the pool was not cleaned the entire time we were there. I would never rent from this man again due to the last minute outrageous pet fee and his unwillingness to compromise, especially since it was his oversight on his listing. Renters beware!
Stayed 5 nights in Jun 2023

10/10 Excellent

Kelsey L.

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

Great stay

Loved the property. Great spot for medium/large groups. Very happy with the whole experience
Stayed 4 nights in Jun 2025

10/10 Excellent

Scott E.

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

Casa Winter Park work trip

Very nice and clean home for our work trip. Has everything you need for a stay. Beds super high quality and comfy.
Stayed 3 nights in Jun 2025

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

8/10 Good

Patricia K.

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

Fit our purposes

We looked for 3 bed, 3 bath with pool in Winter Park and this fit the bill perfectly. The house was well equipped, kitchen well stocked with newer appliances and dishes, pots, etc. Hair dryers available as well as washer, dryer, iron and iron board. The house was reasonably clean if you didn't look too closely. The beds were comfortable and the pool was greatly appreciated in the unseasonably hot weather. Overall, we were pleased with our choice and had a great stay. There was a bit of a leak problem on the showerhead and toilet in one of the bathrooms, and the floor of another shower was weirdly not grouted, but none of this affected our comfort, or we would have pursued this with the caretaker.
Stayed 4 nights in May 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

Mira B.

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

Great stay

Perfect house for a family gathering. Will definitely book again.
Stayed 3 nights in Apr 2025

10/10 Excellent

Sandra F.

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

Fun

Was great
Stayed 4 nights in Apr 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

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

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

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

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

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

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