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CHARMING - Cozy Retreat Near Lake Killarney in Winter Park

Photo gallery for CHARMING - Cozy Retreat Near Lake Killarney in Winter Park

Living area
Exterior
Exterior
Exterior
Private kitchen

Reviews

9.6 out of 10
Exceptional
2 bedrooms1+ bathroomSleeps 6

Popular amenities

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

Explore the area

View in a map
Winter Park, FL
  • Place, Lee Road Shopping Center
    ‪3 min walk‬
  • Place, Lake Killarney
    ‪3 min walk‬
  • Place, Winter Park Tennis Center
    ‪5 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪28 min drive‬

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.

Add dates for prices

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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
  • Winter Park Tennis Center - 5 min drive - 2.0 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
  • ‪Krispy Kreme - ‬20 min walk
  • ‪Chipotle Mexican Grill - ‬13 min walk
  • ‪Agave Azul - ‬18 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 8 May, 2026, prices found for a 1-night stay for 2 adults at CHARMING - Cozy Retreat Near Lake Killarney in Winter Park on 7 Jun, 2026 start from S$172, 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. Advent Health and AdventHealth Orlando are also within 2 miles (3 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 26 out of 31 reviews
Rating 8 - Good. 3 out of 31 reviews
Rating 6 - Okay. 1 out of 31 reviews
Rating 4 - Poor. 0 out of 31 reviews
Rating 2 - Terrible. 1 out of 31 reviews

9.8/10

Cleanliness

8.0/10

Amenities

8.0/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

James P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Served as a great spot to visit family in the area and spend some quality time.
Stayed 5 nights in Mar 2026
Verified

10/10 Excellent

Eric M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Exactly what we needed
Stayed 4 nights in Mar 2026
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

8/10 Good

Michelle R.

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

Nice place

Nice experience
Stayed 7 nights in Mar 2023
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Response from VrboOwner on 7 Jul, 2023
Thank you Erin for staying with us. It was our pleasure to host you and your family. Take good care.
Verified

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
Verified

10/10 Excellent

Betty M.

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

Winter in Winter Park

We spent seven weeks at this location. It was just as listed. No surprises. It was near shopping, great places to eat and the highway. Both the property manager and owner were very responsive! Landscaping was attractive as was the fenced in back yard. Neighborhood was quiet,The step -down shower issue has been solved, and we had no problem using it - plenty of hot water and great water pressure. Bed was comfortable as was the couch with optional footrests. Would stay there again!
Stayed 47 nights in Feb 2025
Verified

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
Verified

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

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

Premier Host

They consistently provide great experiences for their guests
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