Entire home

Trade Winds Life - Margaritaville

Photo gallery for Trade Winds Life - Margaritaville

A two-story building with a blue and green facade, a blue door, and a small sign indicating the address.
Sunset Walk
A modern living room with a flat-screen TV mounted on the wall, a wooden cabinet, a grey sofa, a blue armchair, and a small table with a lamp.
A modern kitchen with a central island, a dining area with a table and chairs, a living room with a sofa, and a ceiling fan.
A modern kitchen with white cabinets, stainless steel appliances, and a central island with stools.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Balcony
  • Spa pool on site
  • Private pool
  • Waterpark access
  • Barbecue
  • Air-conditioning

Explore the area

View map
Kissimmee, FL
  • Place, Island H2O Live!
    ‪20 min walk‬
  • Place, Mighty Jungle Golf
    ‪3 min drive‬
  • Place, Bonanza Golf & Gifts
    ‪3 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪33 min drive‬

Rooms & beds

0 bedrooms (sleeps 9)

3 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Spaces

Kitchen
Office
Balcony
Garden

Add dates for prices

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About the area

Kissimmee

Located in Kissimmee, this holiday home is in the city centre and near theme parks. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Flamingo Crossings Town Center. Walt Disney World® Resort and Disney's Hollywood Studios® are not to be missed. Take the opportunity to explore the area for outdoor excitement like cycling.
View more Holiday homes in OrlandoOpens in a new window
Map
Kissimmee, FL

What's nearby

  • Island H2O Live! - 20 min walk - 1.7 km
  • Mighty Jungle Golf - 3 min drive - 1.7 km
  • Bonanza Golf & Gifts - 3 min drive - 2.0 km
  • Disney's Animal Kingdom® Theme Park - 10 min drive - 6.1 km
  • Magic Kingdom® Park - 16 min drive - 17.3 km

Getting around

  • Kissimmee Station - 24 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 31 min drive

Restaurants

  • ‪Wawa - ‬3 min drive
  • ‪Raising Cane's Chicken Fingers - ‬4 min drive
  • ‪Chick-fil-A - ‬3 min drive
  • ‪7 Brew Coffee - ‬4 min drive
  • ‪Taco Bell - ‬19 min walk

Frequently asked questions

Is Trade Winds Life - Margaritaville pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Trade Winds Life - Margaritaville?

As of 26 Oct 2026, prices found for a 1-night stay for 2 adults at Trade Winds Life - Margaritaville on 16 Nov 2026 start from AU$948, 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 Trade Winds Life - Margaritaville?

On-site parking is available at the property.

What time is check-in at Trade Winds Life - Margaritaville?

Check-in begins at 4:00 PM.

What time is check-out at Trade Winds Life - Margaritaville?

Checkout is at 10:00 AM.

Where is Trade Winds Life - Margaritaville located?

Located in the heart of Kissimmee, this holiday home is 1 mi (1.7 km) from Island H2O Live! and 2.1 mi (3.4 km) from Walt Disney World® Resort. Mystic Dunes Golf Club is 1.6 mi (2.6 km) away.

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. 38 out of 46 reviews
Rating 8 - Good. 6 out of 46 reviews
Rating 6 - Okay. 1 out of 46 reviews
Rating 4 - Poor. 0 out of 46 reviews
Rating 2 - Terrible. 1 out of 46 reviews

9.4/10

Cleanliness

10/10

Property conditions & facilities

10/10

Check-in

9.4/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property!
Stayed 8 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful time and stay at this home. The home and amenities are as pictured and described; prompt communication; easy check-in/check-out process. Would definitely stay again.
Stayed 5 nights in Jul 2026
Verified review

10/10 Excellent

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

Beautiful Cottage

We had a great stay. Beautiful pool/spa.
Stayed 6 nights in May 2024
Verified review

10/10 Excellent

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

Perfect house in a perfect location

House was beautifully appointed, clean and very close to the parks. We had a great time with our adult children during our stay!
Stayed 4 nights in Mar 2025
Verified review

10/10 Excellent

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

PERFECT!

This has to be the best property we have stayed in. The area, pool and hot tub just perfect.
Stayed 5 nights in Mar 2025
Verified review

10/10 Excellent

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

perfect location

Great place! very clean and had everything we needed. It was an easy uber ride to Disney parks.
Stayed 4 nights in Jun 2023
Response from VrboOwner on 28 July 2023
We are thrilled you have stayed in one of our Grand Welcome homes and would love to invite you back in the future. Please let us know what we can do to make your stay even better for next time!
Verified review

10/10 Excellent

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

Beautiful Home

This was a beautiful home very clean place to stay. The pool and hot tub was fabulous .This is a nice area for family gated community very safe place to rest
Stayed 4 nights in Aug 2023
Response from VrboOwner on 22 Sept 2023
We hope you enjoyed your vacation in Orlando and would love to have you back in our home! We appreciate thoughtful guests such as yourself and hope to have you all back for your next trip to Central Florida! Thank you from the Grand Welcome Greater Orlando team. 
Verified review

10/10 Excellent

Liked: Cleanliness, property conditions & facilities, communication
Beautiful property. Lots of room for our family of six. Close to island h2o and sunset walk.
Stayed 3 nights in Mar 2024
Verified review

10/10 Excellent

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

Amazing

Loved this property 1st time staying at Margaritaville but will definitely stay again. Property was amazing loved the pool, beds were really comfy. Great proximity to shops restaurants & of course Disney will definitely book again.
Stayed 8 nights in Oct 2022
Response from VrboOwner on 22 July 2023
One thing that is in short supply these days are easy guests. WOOHOO! Thank you for making your stay enjoyable for us and we hope that we have payed it forward multiple times to you. Come back to Orlando soon and stay again! Yours in hospitality, the Grand Welcome Greater Orlando team.
Verified review

10/10 Excellent

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

Perfect family vacation home

The home was just as beautiful in person as the pictures. The house was accommodating to all of our needs. My family will definitely stay at this home again!
Stayed 5 nights in Aug 2022
Verified review

8/10 Good

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

Orlando Margaritaville

Very spacious. Amenities were great. Would definitely return
Stayed 4 nights in Apr 2025
Verified review

10/10 Excellent

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

One of my best experience. Great job!!!!!

Great place. Will definitely recommend. Thank you for a great experience.
Stayed 2 nights in Sep 2023
Response from VrboOwner on 13 Oct 2023
Thank you for staying with us and for your review! We hope to host you again soon, either here or at one of our many locations across the country!
Verified review

10/10 Excellent

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

property was fantastic, very clean and close to everything

we had a great stay, property was spotless and convenient to everything. m
Stayed 6 nights in Mar 2023
Response from VrboOwner on 22 July 2023
We are thrilled you have stayed in our home and would love to invite you back in the future. Please let us know what we can do to make your stay even better for next time! Come back to Orlando soon and visit us! - Jay and Christina, the Grand Welcome Greater Orlando team.
Verified review

10/10 Excellent

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

Great place for teens and parents

My son had a school trip to Disney. We stayed here with another friend and their kid. Easy to get to the parks, gave us a fun day to rest by the pool and have dinner locally.
Stayed 5 nights in Apr 2024
Verified review

10/10 Excellent

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

Nice place - management attentive

Overall a nice place to stay - it was quiet - had almost everything you needed for a stay. Property management responded quickly to questions and was kind enough to drop off some dish towels for the kitchen. Would stay again.
Stayed 3 nights in Aug 2022
Verified review

10/10 Excellent

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

Cheer competition at espn

Very clean and conveniently located to everything we needed to go to. Stores close by. Nice pool at house also
Stayed 5 nights in May 2024
Verified review

10/10 Excellent

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

It was good

Clean property, very spacious.
Stayed 3 nights in Mar 2023
Response from VrboOwner on 22 July 2023
We are thrilled you have stayed in one of our Grand Welcome homes and would love to invite you back in the future. Please let us know what we can do to make your stay even better for next time!
Verified review

10/10 Excellent

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

Spring getaway

Beautiful property. Clean and comfortable. Everything is just like the pictures show. We plan to book it again next year!
Stayed 5 nights in Mar 2023
Verified review

10/10 Excellent

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

Great Resort/House

We have traveled to the Kissimmee area for many years. Margaritaville is our all time favorite spot. A week was not long enough. We plan to return again and stay longer. Highly recommend this area.
Stayed 7 nights in Jun 2022
Response from VrboOwner on 22 July 2023
Thank you for your review! We are so happy to hear you enjoyed your Grand Welcome Vacation experience and hope to host you again soon, either here or at one of our many locations across the country.
Verified review

10/10 Excellent

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

Perfect For Family of 5

We greatly enjoyed our stay at this property. Our youngest boys spent a ton of time in the pool which was a perfect size for us. There was also plenty of space for the whole family for sleeping arrangements and time to relax downstairs and upstairs (teenager). Will look to stay again when in the area.
Stayed 5 nights in Apr 2023
Response from VrboOwner on 22 July 2023
Thank you for staying with us and for your review! We are so happy to hear your Grand Welcome Vacation experience and hope to host you again soon, either here or at one of our many locations across the country.
Verified review

10/10 Excellent

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

Great location

Beautiful new house. Very clean! Minutes from Disney Great being walking distance to sunset strip restaurants. Highly recommend.
Stayed 5 nights in Jan 2023
Response from VrboOwner on 22 July 2023
Thank you for your review. We are so happy to hear you had an overall enjoyable experience and hope you consider us for any future vacations! Orlando already misses you! - Jay and Christina, the Grand Welcome Greater Orlando team.
Verified review

10/10 Excellent

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

Kissimmee Margaritaville

Super nice, comfortable and clean! Host very responsive to inquiries. Would highly reccommend.
Stayed 6 nights in Feb 2023
Response from VrboOwner on 22 July 2023
We hope you enjoyed your vacation in Orlando and would love to have you back in our home! We appreciate thoughtful guests such as yourself and hope to have you all back for your next trip to Central Florida! Thank you from the Grand Welcome Greater Orlando team. 
Verified review

10/10 Excellent

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

Great property

This property did not disappoint. Had everything that is needed for a family to stay. The pool was great after a long day at the parks. This cottage was clean and was located in a great location. Everything was near by, restaurants, grocery store and stores for shopping. We definitely will plan on staying here again for our next family trip.
Stayed 5 nights in May 2023
Verified review

10/10 Excellent

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

Visited during record cold temps. Issue with heat and owner responded ASAP on Christmas Day!! 10/10

Top Notch!!
Stayed 5 nights in Dec 2022
Response from VrboOwner on 22 July 2023
One thing that is in short supply these days are easy guests. WOOHOO! Thank you for making your stay enjoyable for us and we hope that we have paid it forward multiple times to you. Come back to Orlando soon and stay again! Yours in hospitality, the Grand Welcome Greater Orlando team.
Verified review

10/10 Excellent

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

Perfect!

We really loved this home. So cute, quiet, and close to parks. We couldn't have asked for a better spot. 10/10
Stayed 5 nights in Apr 2023
Response from VrboOwner on 22 July 2023
Thank you for your review. We are so happy to hear you had an overall enjoyable experience and hope you consider us for any future vacations! Orlando already misses you! - Jay and Christina, the Grand Welcome Greater Orlando team.
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