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CHARMING - Cozy Retreat Near Lake Killarney in Winter Park

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Living area
Exterior
Exterior
Exterior
Private kitchen

Reviews

9.4 out of 10
Exceptional
2 bedrooms1+ bathroomSleeps 6

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Double Beds

1 bathroom, 1 half bathroom

Bathroom 1

Towels provided · Toilet · Shower only

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo

Spaces

Deck or patio
Kitchen
Garden

About this property

CHARMING - Cozy Retreat Near Lake Killarney in Winter Park

Come and stay awhile at the Killarney Retreat, built in the 50s, tucked away from the hub of city, yet just a short drive from the Winter Park Village, Rollins College, grabbing dinner and taking a walk down Park Avenue.

Conveniently located just 10 minutes from Downtown Orlando, 20 minutes from Disney World and Universal, 25 minutes from the Orlando Int'l Airport, less than an hour from world famous Daytona Beach and an hour from Kennedy Space Center and Cocoa Beach.

A private older 50s charming remodeled bungalow with two bedrooms and 2 bathrooms sharing the same authentic shower/tub combo with a spacious eat in kitchen, dining room and comfortable living room including a coffee table/work desk and a laundry space in the garage.
The fenced backyard let's you enjoy the Florida sunshine.
This home has everything you need for a short getaway or to stay awhile for a work contract.

NOTE: The two full baths do share the same shower with a deep step down. The house does not have a dishwasher. The washer/dryer are located in the connected garage off the kitchen.

DO NOT instant book if you are traveling with a pet. Pre-Approval and Pet deposit is required.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 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 (limit 1 total)
Pet must be pre-approved. Pet fee of $75.
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Strip any used beds and gather used towels
Remove leftover food and drinks and take out the rubbish
Turn off the lights
Please set the thermostat to 78 in summer and 65 in winter.
Please lock the back french doors leading to garden.
Thank you and please kindly leave us a review.
Failure to complete these may result in a negative review from the host.
Guest booking must be 25+ and is required to be a
Early/late check-in/out possible ONLY with 1 day p
PLEASE respect our neighbors by keeping noise dow

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
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the area

Winter Park

Located on a lake, this holiday home is in Fairview Shores, a neighbourhood in Winter Park. 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 natural beauty can explore Tinker Field and Wekiwa Springs State Park. Looking to enjoy an event or a game? See what's going on at Kia Center or Camping World Stadium.
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Map
Winter Park, FL

What's nearby

  • Lee Road Shopping Center - 3 min walk - 0.3 km
  • Lake Killarney - 3 min walk - 0.3 km
  • AdventHealth Orlando - 4 min drive - 3.7 km
  • Mead Garden - 6 min drive - 2.0 km
  • Dubsdread Golf Course - 7 min drive - 2.7 km

Getting around

  • Winter Park Station - 4 min drive
  • Maitland Station - 7 min drive
  • Orlando International Airport (MCO) - 34 min drive

Restaurants

  • ‪Chick-fil-A - ‬15 min walk
  • ‪McDonald's - ‬11 min walk
  • ‪Chipotle Mexican Grill - ‬13 min walk
  • ‪Krispy Kreme - ‬20 min walk
  • ‪4 Rivers Smokehouse - ‬6 min walk

Frequently asked questions

Is CHARMING - Cozy Retreat Near Lake Killarney in Winter Park pet-friendly?

Yes, this property allows dogs (limit 1 total).

How much does it cost to stay at CHARMING - Cozy Retreat Near Lake Killarney in Winter Park?

As of 11 Mar, 2026, prices found for a 1-night stay for 2 adults at CHARMING - Cozy Retreat Near Lake Killarney in Winter Park on 13 May, 2026 start from S$200, 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.

How much is parking at CHARMING - Cozy Retreat Near Lake Killarney in Winter Park?

On-site parking is available at the property.

What time is check-in at CHARMING - Cozy Retreat Near Lake Killarney in Winter Park?

Check-in begins at 4:00 PM.

What time is check-out at CHARMING - Cozy Retreat Near Lake Killarney in Winter Park?

Checkout is at 10:00 AM.

Where is CHARMING - Cozy Retreat Near Lake Killarney in Winter Park located?

Located in Fairview Shores, this holiday home is within 2 miles (3 km) of Lee Road Shopping Center, The Center of Winter Park Shopping Center and Mead Garden. Dubsdread Golf Course and AdventHealth Orlando are also within 2 miles (3 km).

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 24 out of 29 reviews
Rating 8 - Good. 3 out of 29 reviews
Rating 6 - Okay. 1 out of 29 reviews
Rating 4 - Poor. 0 out of 29 reviews
Rating 2 - Terrible. 1 out of 29 reviews

9.8/10

Cleanliness

8.0/10

Amenities

8.0/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

9.8/10

Location

9.4/10

Listing accuracy

Reviews

10/10 Excellent

Megan D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was super welcoming, the house was immaculate, and everything from start to finish was really easy. I would stay here again.
Stayed 2 nights in Jan 2026

10/10 Excellent

Mandy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had such a great stay! The house is in the perfect location and was so comfortable! The backyard was amazing for our furry friend! Thanks for a great stay!
Stayed 3 nights in Oct 2025

10/10 Excellent

Stephen W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice house with a large backyard. We found all the appliances in excellent working order and the host was extremely responsive. Great place to stay!
Stayed 3 nights in Oct 2025

10/10 Excellent

Katie L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, we stayed for an event at the camping stadium so not too far away but not too close to where it’s loud. It’s a comfortable house. It could use some upgrades but not a huge deal. The bathrooms are connected by the shower which was interesting. Overall had a great stay!
Stayed 5 nights in Nov 2025

10/10 Excellent

Jessica R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Roomy inside large yard, just what we needed and a great location with any shopping needs close by. Property manager communication was great!
Stayed 21 nights in Sep 2025

10/10 Excellent

cristina a.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay. Charming property. Master room was a little hot but it was also brutally hot in Orlando. Hope to return soon.
Stayed 3 nights in Sep 2025

10/10 Excellent

Leon L.

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

Great, house and location

Very nice house for our long weekend in Orlando.
Stayed 5 nights in Feb 2025

10/10 Excellent

Melissa L.

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

Winter Park Killarney Retreat

This was our 2nd stay in your cozy retreat near Lake Killarney. We enjoyed walks to the lake daily. Convenient, comfortable, and quaint. We will definitely book again.5 STARS
Stayed 10 nights in Apr 2025

10/10 Excellent

Roberta T.

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

First VRBO rental in FL

We loved everything about our rental property. Perfect size, clean, everything we needed was provided, convenient location, quiet neighborhood.
Stayed 9 nights in Mar 2024

10/10 Excellent

sara a.

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

Winter Park comfort and convenience

Perfect location, so close to everything we wanted to do in Winter Park and Orlando. Cute neighborhood and house and yard. House was clean and ready for us when we arrived. Beds were really comfortable.
Stayed 5 nights in Oct 2024

10/10 Excellent

Rich W.

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

Excellent rental!

The house was very clean and comfortable. Perfect location to get to anywhere in the central Florida area fast. Close to restaurants and shopping. Will book again!
Stayed 6 nights in Nov 2023

8/10 Good

Michelle R.

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

Nice place

Nice experience
Stayed 7 nights in Mar 2023

10/10 Excellent

Gregory T.

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

Perfect for our trip!

We really enjoyed our stay at this home! It is represented accurately in the listing and was clean and quiet. This is an older Florida-style bungalow with a big fenced-in back yard perfect for kids and pets to play in safely. It met our needs perfectly and was perfect location to get around Winter Park quickly!
Stayed 4 nights in Sep 2024

8/10 Good

Sandy N.

Liked: Cleanliness, check-in, communication

Winter Park Getaway

House has everything you need to have a simple but comfortable stay. Beds comfortable, towels plentiful. Washer and dryer on premises. Close to everything we wanted to do. Please fix the shower handle. It fell out for each one of us.
Stayed 6 nights in Apr 2025

10/10 Excellent

Jen K.

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

Great stay!

We had a wonderful time. The house is very clean, has all the conveniences++. The location is superb to downtown Winter Park and Orlando. It was great to have a fenced yard for the dog. Highly recommended.
Stayed 7 nights in Jan 2024

10/10 Excellent

Brad T.

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

Clean, efficient, and easy

Perfect for my wife and our two dogs for our stay in winter park
Stayed 22 nights in Aug 2023

10/10 Excellent

JAMES K.

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

Location!

Clean, great location, and responsive hosts! What more do you need? Don't hesitate to book this place! Close to Publix, Trader Joes, Whole Foods, Walgreens, great restaurants, and more. Good Tacos a block away!!! My family enjoyed our stay!
Stayed 4 nights in Dec 2023

10/10 Excellent

Jeff B.

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

Construction Job we where working in Orlando

The property was close by to our Job and close to local merchants.
Stayed 10 nights in Dec 2023

10/10 Excellent

Erin B.

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

Perfect respite

Our stay at this property was so wondeful. It was a last minute reservation and we had great communication with the property manager as well as a lovely welcome with snacks and refreshments waiting for us upon arrival. The neighborbood was quiet and felt very safe. The beds were so incredibly comfortable and the house was clean and very cozy. Additionally its conveniently located right off I-4 which made it easy to commute to other parts of Orlando.
Stayed 7 nights in Mar 2023

10/10 Excellent

T P.

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

Great location & property

Great experience. Easy from checking-in to leaving and very quick response when I had a question. Home - great house, super cute, everything as described and with safe/secure fenced back yard so pups were happy too. Safe and quiet neighborhood, central to all needed. And do not want to forget...quick wi-fi. :) - Thank you
Stayed 18 nights in Oct 2023

10/10 Excellent

Melissa L.

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

Winter Park visit

It was great having a fenced in back yard. Our dog loved chasing squirrels & romping around in it. The location was convenient, although not walkable, to Park Ave restaurants & shopping. Would suggest possibly getting a couple of luggage stands. Would definitely rent again.
Stayed 7 nights in Oct 2023

10/10 Excellent

Korinn B.

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

Lake Killarney Property

We enjoyed the ease of location in relation to our needs and its proximity to downtown Winter Park, the accommodations, the pretty neighborhood, the good restaurants, and the tvs. The shower was a bit of a challenge, especially for the elderly. It is a shared shower, with each access about a 12" step down. To mitigate this, safety bars are installed. The primary bedroom bed was very comfortable; however, it could use a step stool to get in and out of bed. We're short!
Stayed 5 nights in Jul 2024

8/10 Good

Joy M.

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

Met Most of our Needs, Good Problem Response

The home is comfortable, from beds, to couch,to chairs. Perfect size for my husband and me. Easy access with touch screen, nice driveway for convenience. The yard looked nice (too cold in our stay to enjoy it, though). Because there was no hair dryer in the house, I called the manager, who sent one over quickly. For wine lovers, note that there was no cork screw (we bought one, you can't have too many). The house is quiet, even for light sleepers - a plus near a busy street. Winter Park is great, lots to do, wonderful art nouveau museum, and restaurants galore. But you need patience. Outdated street design, and extraordinary stop light lengths, make driving slow and sometimes torturous. Many areas have sidewalks but it would not be pleasant to walk on the major through streets. Nonetheless, If I return to Winter Park, I'd stay in this rental again.
Stayed 5 nights in Jan 2025

6/10 Okay

norm b.

Liked: Check-in, communication, location
Disliked: Listing accuracy

my stay in winter park

the home is at least 60 to 70 years old. it has a poorly stocked kitchen, and the shared shower between the 2 bedrooms is a hazard for those with mobility issues. It has a drop into a pit at least 1 to 2 feet. The shower head is ancient and does not move at all. It is so old the metal is fused together. The sink faucet in the master bedroom is loose and very old. There is not even a hood fan in the kitchen nor is there a kettle for boiling water.The home backs onto a very busy and loud street call fairbanks. the overall location to everything is the only thing that saved this stay from disaster. I would not book this in the future.
Stayed 21 nights in Feb 2024

10/10 Excellent

Charlene C.

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

Fabulous fenced yard for dogs and kids

We stayed at this property for 2 weeks, a combo work trip and vacation. The location is wonderful. Seaworld was 25-35 min away depending on traffic. The property is close to Hwy 4 so easy to get on and off. We walked all over Winter Park and felt safe in the property’s neighborhood as well as every where else we walked. Trader Joe’s, Whole Foods, Publix, and many more shops all within a 30 min walk. We walked to the historic district where the Sat morning Farmer’s Market is held and included shops, museums, and beautiful neighbors to visit all throughout the area. This property is 3 blocks from Lake Killarney which offered a wonderful place to walk the dogs. The larger than normal yard included a privacy fence and the dogs loved running around sniffing and trying to catch the squirrels (which of course they never could catch). The patio was a lovely spot to sit in the mornings with our coffee or into the evening as the days cooled off. The property was very clean. The communication excellent. The Internet worked very well for work communication. We experienced a problem with the tv hookup on Sat eve, texted the manager who replied promptly and had the problem resolved quickly. All appliances worked well. The kitchen wasn’t adequately stocked for an extended stay as we cooked a lot at the house. The owners appreciated the feedback and planned to upgrade. 2 negatives-no dishwasher and both bathrooms share a shower which was kind of wired.
Stayed 14 nights in Jan 2025

About the host

Hosted by Carole Gille-Shamsai

Host profile image

Why they chose this property

Enjoy taking a walk down Park Avenue and stroll the beautiful historic Winter Park.
Conveniently located just 10 minutes from Downtown Orlando, 20 minutes from Disney World and Universal, less than an hour from world famous Daytona Beach and an hour from Kennedy Space Center and Cocoa Beach.

Languages:

English, French

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