2409 Windsor at Westside

5 BR
4.5 Baths
Sleeps 11

So close to Disney World! This immaculate 5 Bedroom, 4.5 Bath Townhome with a private splash pool is only 15 minutes from Walt Disney World and provides all of the comforts of home!

This home is filled with designer touches that will make your stay truly special, including upgraded furniture, beautiful art décor, a gourmet kitchen, and deluxe sleeping accommodations.With two living areas, you'll have plenty of space to relax and unwind. The main living area features modern and cozy furniture, along with a large wall-mounted flat-screen TV. The attention to detail in the décor of this home is evident, making it the perfect place to kick back and relax.

The dining area comfortably seats six (6) guests, and there is additional breakfast bar seating for four (4).

The kitchen is fully equipped with everything you need to prepare full meals or simply enjoy a cup of coffee or snacks. With granite countertops, stainless steel appliances, and a wide range of kitchen gadgets, mealtime becomes a pleasure and an adventure.

One of the highlights of this home is the oversized Lanai and Private Splash Pool Area. With patio seating and sun loungers, you can have fun and relax by the pool. For added safety, there is a Pool Safety Fence and an outdoor Half Bathroom. Pool floats are included in the outside closet. Pool heating is available for an additional $f40/night from varying dates in October to April (3 night minimum).

On the second floor, you'll find another Living Area with comfortable side chairs, a wall-mounted flat-screen TV, and a tabletop arcade game for added entertainment. Whether you want to watch your favorite shows, read a book, or challenge your friends to a friendly game, this living area is the perfect retreat for your vacation.

The Bedding and Bath Layout are as follows:

GROUND FLOOR:

(Bedroom 1) Queen Bedroom w/Upgraded Bedding and Furniture, Flat Screen TV

(Bathroom 1) Hall Shared Bathroom w/Walk In Shower

(Bathroom .5) Outdoor Pool Half Bathroom

SECOND FLOOR:

(Bedroom 2) Twin Over Full Bunk Bed Room w/Flat Screen TV (Sleeps 3 Guests)

(Bathroom 2) ‘Mickey’ Shared Hall Full Bathroom w/Double Sinks and Shower/Tub Combination

(Bedroom 3) Full Bedroom w/Upgraded Bedding and Furniture w/Flat Screen TV

(Bedroom 4) King w/En-Suite Bathroom, Upgraded Bedding & Furniture, Flat Screen TV

(Bathroom 3) En-suite bathroom to King Master w/Walk In Shower

(Bedroom 5) Queen w/En-Suite Bathroom, Upgraded Bedding & Furniture, Flat Screen TV

(Bathroom 4) En-Suite Bathroom to Queen Master w/Walk In Shower

ADDITIONAL AMENITIES:

Contact Free Check In and Check Out

Free Wi-Fi

Cable and Streaming Television

Tile Flooring Throughout Main Areas

Carpeted Bedrooms

Main Living Area w/Oversize Flat Screen TV

Upgraded Living Room Furniture

Granite Countertops in Kitchen and Baths

Full-Size Washer & Dryer (Upstairs)

Iron & Ironing Board

Hair DryersLinens & Towels

Plentiful Parking

WINDSOR AT WESTSIDE COMMUNITY AMENITIES:

Indulge in the lavish resort amenities of the prestigious Windsor at Westside, one of the newest Gated Communities in Kissimmee.

Amazing Pools with lounge chairs and cabanas

Lazy River

Water playground

Tiki Bar and Spa

Pier on the lake

Clubhouse and Bar

Serene Landscaping

Sports Arena

Fitness Center

No matter how long you stay in this beautiful townhome, each time you come back from your day's adventures, you will feel 'right at home'!

HEAR FROM OUR RECENT GUESTS:

5 Stars - My wife and I are very impressed with iTrip as well as the home we are staying in. I trip made the rental process very easy. Everything they described in their property description was 100% accurate. I would give this home and iTrip both a 5 star rating. Robert S.

5 Stars - Highly recommend staying here. The house looks just like the photos and was very spacious. The kids loved the pool and the retro arcade game! Ignore the bad reviews, bunch of Karen’s complaining about nothing. Lauren H.

5 Stars - Rental home was great with plenty of space, bedrooms, and restroom for our large family. The private pool was great for the kids. Joshua S.

5 Stars - I'm so glad I didn't listen to the reviews about Windsor at Westside...we had 2 homes and I stayed at 2409. All my needs were met, the place was amazing. I would highly recommend this place. No loud music and all that other stuff that I seen on the reviews. Latanya Pierce

5 Stars - House was very clean. More space than we needed, but it ended up being perfect. The two teens took the upstairs and I slept in the main floor bedroom. Lots of towels and extra linens. Kitchen was well appointed. Pool was clean. There were some pool floats in the outdoor closet. The refrigerator and microwave were so clean they looked brand new. Gated, quiet neighborhood. 3 miles from tons of restaurants and shopping. Including a Target, Starbucks and Chipotle lol about 10 or so miles from Disney. Depending on traffic that commute varied. I would 100% recommend this property. Amber B.

2409 Dubai St Kissimmee, FL 34747

Sleeping Arrangements

Downstairs Queen Bedroom Queen
Upstairs Queen Suite Queen
Upstairs King Suite King
Upstairs Full Bedroom Full
Upstairs Bunk Bed Room Bunk Twin, Bunk Full

Bathroom Configuration

Hall Shared Bathroom: Toilet, Shower
Mickey Shared Bathroom: Toilet, Combo Tub Shower
King Master En-Suite: Toilet, Shower
Queen Master En-Suite Bathroom: Toilet, Shower
Pool Half Bathroom: Toilet

Property Rules

Check In: After 4pm
Check Out: Before 10am
Smoking: Not Allowed

Amenities

Air Conditioning
Arcade Games
Bed Linens
Big Screen TV
Cable
Carbon Monoxide Detector
Character Themed Room
Children Welcome
Clothes Dryer
Coffee Maker
Communal Pool
Cooking Basics
Deadbolt Lock
Dishes And Silverware
Dishwasher
Disinfected
Enhanced Cleaning
Essentials
Fire Extinguisher
Fitness Room
Games
Hair Dryer
Hair-Dryer
Hangers
Heating
Hot Water
Ice Maker
Internet
Internet Access
Iron and Board
Kitchen
Laundry
Microwave
Minimum Age Limit
Pack n’ Play
Patio
Pool
Private Pool
Private-Entrance
Refrigerator
Satellite or Cable
Self Check-In
Shampoo
Smoke Detector
Stove
Streaming TV Viewing Services
Television
Toaster
Towels
Tv
WIFI
Washing Machine
Water View
Wireless Internet
Bed Linens Provided
Dining Table
Family Friendly
Oven
Bar
Children's Play Area
Convenience Store
Fitness Center
Food
Gift Shop
Hot Tub
Lounge
Outdoor Pool
Restaurant
Wifi

Map

Videos

Frequently Asked Questions

If you would like to request an early check-in, a late checkout, or a trip extension, please reach out to our reservations team! While not every request can be honored, we will do our absolute best to make it work!
 
Typically, maid service is only scheduled for after your departure. For stays of 30+ days, we may require one or more cleaning visits to the home. If you would like to add a cleaning stop during your stay, just reach out and let us know! Prices vary on the size of the home. 

CHECK-IN 4:00PM EST
CHECKOUT 10:00AM EST

Please be aware that during peak or holiday seasons, 4p check-in may not be guaranteed. Our team will reach out if we need to slightly delay your check-in.

AGE RESTRICTIONS
The primary renter must be 25+ years of age and proof may be required at any time.

PRIMARY RENTER
The primary renter must be staying in the unit for the full duration of the trip. No arbitrage or 3rd party bookings are allowed or will be honored. No parties or events are permitted. Please make sure the information we have (phone number, email address) for the primary renter is accurate and up to date at all times. We work hard to share all applicable information for the home and in the event of an emergency, we need to make sure we can get ahold of you!

NO SMOKING OR VAPING
Smoking and/or vaping of any kind is strictly prohibited. Florida law prohibits smoking/vaping on balconies of shared housing (condos/apartments) or shared entryways with other units. Fines starting at $500 will be issued for ANY evidence of smoking or vaping is found in the unit after your departure.

PETS
Pets are allowed in designated homes ONLY and should be included in the initial booking; if they are not, please reach out to us to add them to your booking ASAP. Additional fees, security deposits, and a health screening are required of any pet. Unauthorized pets may result in immediate removal and up to a $500 fine.

LINNENS | TOWELS | SUPPLIES
Your home will be furnished with bed linens, blankets, bath towels, washcloths, and pool towels, if applicable. It will also have ONE of each of the following: body soap, shampoo, conditioner, dish soap, dishwasher tab, clothes washer tab, 1 garbage bag per garbage can, toilet paper, and paper towels. Since occupancy and stay lengths vary, please be prepared to purchase any additional supplies needed for your stay. 

ENTRY BY OWNER
The owner or owner's agents may enter the premises due to an emergency, necessary/agreed-upon repairs/alterations/improvements/services, or showing to prospective purchasers, renters, or contractors.

FURNISHINGS
Do not move or remove any furnishings from the premises or property. Fines will be incurred for theft or damages.  

GARBAGE
The tenant is responsible for the collection and removal of all trash during the stay. Specific trash instructions will be shared in your welcome letter. 

HAZARDOUS PRACTICES
No grills of any kind are permitted inside or in any covered areas. Grills may be used only in open-air areas 50+ feet away from the home. No open flame (e.g., candles) is permitted on the premises. Do not dismantle smoke, carbon monoxide detectors, or pool alarms as they are for your protection.

HOLD HARMLESS
iTrip nor the Owner of the premises assume any liability for (i) loss, damage, illness, or injury to persons or their personal property that occurs during their stay on the premises; (ii) any inconveniences, damage, loss, or injury arising from any temporary defects or stoppage in supply of water, gas, cable service, internet access, electricity or plumbing or (iii) any inconveniences, damage, loss or injury arising from or due to weather conditions, natural disasters, acts of God, or other reasons beyond their control.

MAINTENANCE
Please report any maintenance needs and we will respond as quickly as possible. Refunds will not be made for maintenance issues including, but not limited to, utility outages, HOA-controlled amenities, heating and air conditioning, appliances, televisions, and internet/WIFI. 

PARKING
Parking is limited to the designated area(s) and guests assume all risks. Neither the Owner, Owners Association, nor iTrip is responsible for any vehicle damage/theft. No boats, jet skis, campers, trailers, or RVs, are allowed. Please check your welcome letter for specific HOA rules regarding parking. 

POOL, SPA & PATIO/DECK
Tenant acknowledges that if the premises reserved include a pool and/or spa, no lifeguard is on duty. The pool, spa, and patio/deck can be dangerous areas, the deck/patio can be slippery when wet, and injury may occur. Diving, horseplay, or running is prohibited. No child or adult non-swimmer is permitted to use the pool without adult supervision by a strong swimmer. NO GLASS is allowed in the pool area. 

The pool alarm and pool fence are required by Florida law and MUST NOT be tampered with or disabled. Tenant must immediately report any problems with pool, spa, or safety fencing. Tenant and guests accept and assume all risks involved in using the pool, hot tub, and patio/deck and agree that neither the Owner, owners’ association nor iTrip accepts any responsibility whatsoever in the case(s) of accident or illness resulting from use of these amenities.

Homes with pools and hot tubs are under the weekly care of a team of professionals. As mandated by the state of Florida and for your safety, a team will be onsite once a week to test the water quality and make any necessary adjustments. These visits are not optional and cannot be scheduled, rescheduled, or refused. This team will not access the home and tenant does not need to be present for this visit. 

UNIT OCCUPANCY/DISTURBANCES
The maximum occupancy is based on the property limitations in the rental reservation. No parties or events are allowed. Tenants will be removed, fined, and will forfeit all monies for: Exceeding maximum occupancy, any illegal activity, damage to the premises or to neighboring properties; and any acts interfering with neighbors’ right to quiet of their premises.
Quiet Time: 10:00PM – 7:00AM

STAIRS/ACCESSIBILITY
There may be stairs to enter the premises (see pictures and inquire if any concerns).

FEDERAL, STATE, AND LOCAL LAWS • HOA RULES
Tenant and any guest of Tenant shall obey all FLORIDA state laws, as well as LOCAL laws and HOA rules while they are on the premises. Failure to abide by the laws of Florida may result in removal and forfeiture of rental fees and security/damage deposits. 

HOA's
Many of our units reside in communities controlled by an HOA (Home Owner's Association), and we must abide by their rules. These rules may include (but are not limited to): registering all vehicles and drivers staying at the unit, vehicle restrictions and limits, registering all guests of the unit, specific trash protocol, pet breed restrictions, quiet times, additional amenity fees, gated entry, and more. Our team will be in touch if your unit falls under an HOA that has additional requirements for entry and specific HOA rules will be shared in your welcome letter.  

RESPECTFUL BEHAVIOR
Please treat the home, the neighbors, the community, and our team of iTrip Staff and contractors with respect; we will do the same. iTrip Orlando/Delta Palms, LLC reserves the right to discontinue service and cancel the booking if the tenant or any of the tenant's guests display aggressive or abusive behavior towards our staff.  

DAMAGES
Accidents happen! Please report any damages as soon as possible so we can work to have them resolved.

 

Reviews

Great stay!
5/5 stars
House was very clean. More space than we needed, but it ended up being perfect. The two teens took the upstairs and I slept in the main floor bedroom. Lots of towels and extra linens. Kitchen was well appointed. Pool was clean. There were some pool floats in the outdoor closet. The refrigerator and microwave were so clean they looked brand new. Gated, quiet neighborhood. 3 miles from tons of restaurants and shopping. Including a Target, Starbucks and Chipotle lol about 10 or so miles from Disney. Depending on traffic that commute varied. I would 100% recommend this property.
- Amber

Thank you so much for staying with us!!!

- Manager Response
Family Vacation
5/5 stars
I'm so glad I didn't list to the reviews about Windsor at Westside...we had 2 homes and I stayed at 2409. All my needs were met, the place was amazing. I would highly recommend this place. No loud music and all that other stuff that I seen on the reviews.
- Latanya

Thank you for your review Latanya we have shared with our team and look forward to your next stay with us. Thank you.

- Manager Response
Disney/Orlando Vacation
5/5 stars
Rental home was great with plenty of space, bedrooms, and restroom for our large family. The private pool was great for the kids.
- Joshua

Thank you for your review Joshua we have shared with our team and look forward to your next stay with us. Thank you.

- Manager Response
2409 Windsor at Westside
3/5 stars
Overall just a decent property for our Disney trip. Upon arrival there were brown stains on stairs. Realized it was grease stains from the grill outside that was tracked into house. Grill has obviously never been cleaned. Notified company and offered to clean carpets during our stay. We said they could wait until after we left and wanted to ensure we would not be charged. Cheap quality bedding, pillows, and beds. $1,700 for a week of restless sleep. Cheap cooking supplies provided. Cookware, dishes, tableware are all cheap quality. Where is the pizza cutter? Where are the fans? Additional basic necessities would be appreciated for the price we paid. We would not stay at this property again. There are better properties for this price. Would not recommend to family and friends. Decent clubhouse, home pool, and overall clean are the positive things.
- Rob

Thank you for your feedback Rob and you are certainly entitled to your opinion, we are sorry that you were not completely satisfied. The home is furnished with good quality amenities, none of them are in your words "cheap". Not sure why you thought you would be charged for a carpet clean when we said we would have it done asap, you declined. Thank you.

- Manager Response
iTrip Review
5/5 stars
Highly recommend staying here. The house looks just like the photos and was very spacious. The kids loved the pool and the retro arcade game! Ignore the bad reviews, bunch of Karen’s complaining about nothing.
- Lauren

Thank you very much for your great review and comments, we very much appreciate them and loved your "Karen" comment. We look forward to your next stay with us. Thank you.

- Manager Response
5/20-5/23
3/5 stars
The house was beautiful and clean. Very spacious and it served the purpose for the weekend. The only complaint I have is the rooms had black ants crawling on the dresser and bed. The house was hot, the thermostat read 78 everyday all day even when it was set to 72. The beds were very uncomfortable, my guest and I woke up very stiff and sore each day.
- Aneka

Thank you for your review Aneka. We checked our email and phone and message logs to see if we had any messages from you and unfortunately we didn't. It would have been been good if you would have reported any issues to us as we would have addressed them immediately. We have a professional pest control service treat all of our homes so it is odd that you saw ants in an isolated area. We would have also had the AC checked out as we have not had any issues prior to your stay. Thank you.

- Manager Response
Windsor at Westside
4/5 stars
Great home and great location... House was in excellent condition. My family and I enjoyed our stay and must definitely will stay again.
- Latasha

Thank you for your review Latasha, we have shared with our team and look forward to your next stay with us. We would appreciate any feedback to gain a 5 star rating from you. Thank you.

- Manager Response
Our Orlando stay
5/5 stars
My wife and I are very impressed with itrip as well as the home we are staying in. I trip made the rental process very easy. Everything they described in their property description was 100% accurate. I would give this home and itrip both a 5 star rating.
- Robert

Thank you for your review Robert we have shared with our team and look forward to your next stay with us. Thank you

- Manager Response

Book Your Stay

Select your trip dates.
Contact Manager

Toll Free (888) 847-0086