Entire home
Trade Winds Life - Margaritaville
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Reviews
9.6 out of 10
Exceptional
3 bathroomsSleeps 9168.9 sq m
Popular amenities
Explore the area

Kissimmee, FL
- Place, Island H2O Live!15 min walk
- Place, Mighty Jungle Golf20 min walk
- Place, Bonanza Golf & Gifts4 min drive
- Airport, Kissimmee, FL (ISM-Kissimmee Gateway)27 min drive
Rooms & beds
0 bedrooms (sleeps 9)
3 bathrooms
Bathroom 4
Toilet · Shower only
Bathroom 5
Toilet · Shower only
Bathroom 6
Toilet · Shower only
Spaces
Kitchen
Office
Balcony
Garden
Dining area
About this property
Trade Winds Life - Margaritaville
Summary:
Dreamin’ about a cheeseburger in paradise? We’ve got you covered at Trade Winds Life, a nautical blue cottage nestled in Jimmy Buffet’s Margaritaville Resort. With a private pool and hot tub, close proximity to major theme parks, and the ability to accommodate a large group, there’s no better place to indulge in every virtue and vice.
The Space:
Upon entry, it’s obvious this is an adorned home with furniture in pristine condition, tasteful decor, and new furnishings throughout. The main floor is open-concept so there’s a flow between the dining, kitchen, and living areas. The living room is cozy with a couch, TV, and lovely accent wall. From here, guests have access to open up the back door and step out onto the covered patio. An outside oasis awaits with a pool and hot tub.
Back inside, the kitchen is equipped with a suite of stainless steel appliances and everything you may need to whip up delicious meals from home or a quick pre-theme park snack. The large island is simply gorgeous with marble countertops, bar seating for 4, and a stylish light fixture overhead. Steps away, enjoy meals together at the dining table for 6.
The home sleeps up to 9 guests comfortably between 3 suite-style bedrooms and a sofa sleeper in the bonus room. Each space is tastefully decorated and is furnished with cool, crisp linens to ensure everyone has a restful stay.
Bedroom #1, located on the main living floor, features a King bed, TV, and en-suite. The en-suite has dual sinks and a stand-up shower.
Bedroom #2, located upstairs, is configured with 2 Twin beds, a trundle bed, TV, and en-suite. The en-suite has a shower/tub combo.
Bedroom #3, also located upstairs, is decked out with a King bed, TV, and en-suite. The en-suite has a stand-up shower.
In addition to the 3 bedrooms, a bonus space upstairs features a large sectional with a sofa sleeper option. With a TV and plenty of space, this room is ideal for extra sleeping quarters or perfect to snuggle up on the couch and enjoy a movie together.
THINGS TO NOTE:
- Margaritaville has a “no logo” policy for parking on site. If you are driving a vehicle with a company logo, they will not allow you to park on site. If you are unsure, please send us a photo of your vehicle for the HOA to advise us.
- Guests do NOT have access to the Owner’s-Only Margaritaville Resort swimming pools or resort amenities - commonly called "The Fins Up Club."
- Please note this home is pet friendly and able to take in your pets for $35/night per pet. The pet fee is NOT included in the rent and needs to be paid before arrival.
- Patio grills. Your home might have a BBQ grill installed on the patio. If you decide to use the grill, there is a $95 fee. You should request to use the BBQ grill prior to your arrival as we have locks on the grills. After each checkout and before any arrival, our operations team checks the grills by taking pictures and/or videos. If it is determined that you or your guests used the grill, you will receive communication from our guest services team advising you that your card will be charged. BBQ grill fees are non-refundable.
- A washer/dryer is available for guest use.
- Please be sure to read through the check-in details for instructions on trash disposal.
- A Ring doorbell is attached to the main entrance of this unit and is actively recording for security purposes.
-In case of hurricanes or inclimate weather or due to necessary repairs, certain amenities may be closed and unavailable during your stay. We cannot guarantee the availability of each amenity in the community.
-Due to unusually high amount of theft and destruction we regret to tell you we no longer supply wash clothes. If this is a “must have” item for you, you may request them ahead of your stay. Thank you for understanding as this helps keep our rent low for you and your family.
Margaritaville Resort is less than 5 miles from Walt Disney World and just 10 miles from Universal Studios. Guests of the resort have access to on-site restaurants, live music, shopping, and comedy shows, to name a few! To ensure every member of the family gets their perfect vacation, you can also find an on-site playground for the kids and a designated dog park for your beloved pets. SunsetWalk, a modern shopping complex offering just about everything under the sun, is .6 miles away and a quick walk. A shuttle is also available with regular rotations of pick-up and drop-off. The SunsetWalk complex features Island H20 Waterpark, over a dozen noteworthy restaurants, a dine-in movie theater, video arcade, live music, farmers market, spa, and if you can believe it SO much more! There’s truly something for everyone!
Please note that requests for late checkout must be received no later than 10:00 AM local time on the day prior to your departure. Early check-in and late checkout are based on availability and require approval, and may be subject to an additional fee of $30 per additional hour requested. Please feel free to contact us if you are interested in arranging.
For all reservations made through our official website, guests will be required to complete a secure verification process through our third-party partner, Autohost. This process helps us ensure the safety and integrity of all stays. Our full privacy policy, which explains how your information is handled and protected, is available upon request prior to booking.
Dreamin’ about a cheeseburger in paradise? We’ve got you covered at Trade Winds Life, a nautical blue cottage nestled in Jimmy Buffet’s Margaritaville Resort. With a private pool and hot tub, close proximity to major theme parks, and the ability to accommodate a large group, there’s no better place to indulge in every virtue and vice.
The Space:
Upon entry, it’s obvious this is an adorned home with furniture in pristine condition, tasteful decor, and new furnishings throughout. The main floor is open-concept so there’s a flow between the dining, kitchen, and living areas. The living room is cozy with a couch, TV, and lovely accent wall. From here, guests have access to open up the back door and step out onto the covered patio. An outside oasis awaits with a pool and hot tub.
Back inside, the kitchen is equipped with a suite of stainless steel appliances and everything you may need to whip up delicious meals from home or a quick pre-theme park snack. The large island is simply gorgeous with marble countertops, bar seating for 4, and a stylish light fixture overhead. Steps away, enjoy meals together at the dining table for 6.
The home sleeps up to 9 guests comfortably between 3 suite-style bedrooms and a sofa sleeper in the bonus room. Each space is tastefully decorated and is furnished with cool, crisp linens to ensure everyone has a restful stay.
Bedroom #1, located on the main living floor, features a King bed, TV, and en-suite. The en-suite has dual sinks and a stand-up shower.
Bedroom #2, located upstairs, is configured with 2 Twin beds, a trundle bed, TV, and en-suite. The en-suite has a shower/tub combo.
Bedroom #3, also located upstairs, is decked out with a King bed, TV, and en-suite. The en-suite has a stand-up shower.
In addition to the 3 bedrooms, a bonus space upstairs features a large sectional with a sofa sleeper option. With a TV and plenty of space, this room is ideal for extra sleeping quarters or perfect to snuggle up on the couch and enjoy a movie together.
THINGS TO NOTE:
- Margaritaville has a “no logo” policy for parking on site. If you are driving a vehicle with a company logo, they will not allow you to park on site. If you are unsure, please send us a photo of your vehicle for the HOA to advise us.
- Guests do NOT have access to the Owner’s-Only Margaritaville Resort swimming pools or resort amenities - commonly called "The Fins Up Club."
- Please note this home is pet friendly and able to take in your pets for $35/night per pet. The pet fee is NOT included in the rent and needs to be paid before arrival.
- Patio grills. Your home might have a BBQ grill installed on the patio. If you decide to use the grill, there is a $95 fee. You should request to use the BBQ grill prior to your arrival as we have locks on the grills. After each checkout and before any arrival, our operations team checks the grills by taking pictures and/or videos. If it is determined that you or your guests used the grill, you will receive communication from our guest services team advising you that your card will be charged. BBQ grill fees are non-refundable.
- A washer/dryer is available for guest use.
- Please be sure to read through the check-in details for instructions on trash disposal.
- A Ring doorbell is attached to the main entrance of this unit and is actively recording for security purposes.
-In case of hurricanes or inclimate weather or due to necessary repairs, certain amenities may be closed and unavailable during your stay. We cannot guarantee the availability of each amenity in the community.
-Due to unusually high amount of theft and destruction we regret to tell you we no longer supply wash clothes. If this is a “must have” item for you, you may request them ahead of your stay. Thank you for understanding as this helps keep our rent low for you and your family.
Margaritaville Resort is less than 5 miles from Walt Disney World and just 10 miles from Universal Studios. Guests of the resort have access to on-site restaurants, live music, shopping, and comedy shows, to name a few! To ensure every member of the family gets their perfect vacation, you can also find an on-site playground for the kids and a designated dog park for your beloved pets. SunsetWalk, a modern shopping complex offering just about everything under the sun, is .6 miles away and a quick walk. A shuttle is also available with regular rotations of pick-up and drop-off. The SunsetWalk complex features Island H20 Waterpark, over a dozen noteworthy restaurants, a dine-in movie theater, video arcade, live music, farmers market, spa, and if you can believe it SO much more! There’s truly something for everyone!
Please note that requests for late checkout must be received no later than 10:00 AM local time on the day prior to your departure. Early check-in and late checkout are based on availability and require approval, and may be subject to an additional fee of $30 per additional hour requested. Please feel free to contact us if you are interested in arranging.
For all reservations made through our official website, guests will be required to complete a secure verification process through our third-party partner, Autohost. This process helps us ensure the safety and integrity of all stays. Our full privacy policy, which explains how your information is handled and protected, is available upon request prior to booking.
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House Rules
Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
Charge may apply
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
On-site parties or group events are strictly prohibited
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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 Flamingo Crossings Town Center and Old Town. Walt Disney World® Resort and Disney's Blizzard Beach Water Park are not to be missed. Take the opportunity to explore the area for outdoor excitement like cycling.

Kissimmee, FL
What's nearby
- Island H2O Live! - 15 min walk - 1.3 km
- Mighty Jungle Golf - 20 min walk - 1.7 km
- Walt Disney World® Resort - 4 min drive - 3.8 km
- Bonanza Golf & Gifts - 4 min drive - 2.7 km
- Disney Springs™ - 13 min drive - 15.4 km
Getting around
Restaurants
- Wawa - 3 min drive
- Starbucks - 5 min drive
- Taco Bell - 19 min walk
- Olive Garden - 4 min drive
- Studio Movie Grill Sunset Walk - 5 min drive
Frequently asked questions
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 window9.6/10
Cleanliness
10/10
Property conditions & facilities
10/10
Check-in
9.4/10
Communication
10/10
Location
9.8/10
Listing accuracy
Reviews
16 March 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Mar 2025
10/10 Excellent
MARILYN H.
8 March 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
PERFECT!
MARILYN H.
Stayed 5 nights in Mar 2025
10/10 Excellent
Cindy W.
7 May 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Cottage
Cindy W.
Stayed 6 nights in May 2024
8/10 Good
Alisa D.
15 April 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Orlando Margaritaville
Alisa D.
Stayed 4 nights in Apr 2025
10/10 Excellent
Jennifer S.
13 July 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
perfect location
Jennifer S.
Stayed 4 nights in Jun 2023
10/10 Excellent
Eric L.
4 September 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Home
Eric L.
Stayed 4 nights in Aug 2023
10/10 Excellent
Stephanie J.
6 October 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place for teens and parents
Stephanie J.
Stayed 5 nights in Apr 2024
10/10 Excellent
Alice D
13 March 2024
Liked: Cleanliness, property conditions & facilities, communication
Alice D
Stayed 3 nights in Mar 2024
10/10 Excellent
Verified traveller
8 November 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing
Verified traveller
Stayed 8 nights in Oct 2022
10/10 Excellent
Telia R.
3 September 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect family vacation home
Telia R.
Stayed 5 nights in Aug 2022
10/10 Excellent
Alfonso T.
24 September 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
One of my best experience. Great job!!!!!
Alfonso T.
Stayed 2 nights in Sep 2023
10/10 Excellent
Timothy M.
11 March 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
property was fantastic, very clean and close to everything
Timothy M.
Stayed 6 nights in Mar 2023
10/10 Excellent
Loren C.
14 May 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cheer competition at espn
Loren C.
Stayed 5 nights in May 2024
10/10 Excellent
Kevin G.
15 August 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place - management attentive
Kevin G.
Stayed 3 nights in Aug 2022
10/10 Excellent
Jeremy V.
23 March 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
It was good
Jeremy V.
Stayed 3 nights in Mar 2023
10/10 Excellent
Traci K.
17 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Spring getaway
Traci K.
Stayed 5 nights in Mar 2023
10/10 Excellent
Zac B.
12 April 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect For Family of 5
Zac B.
Stayed 5 nights in Apr 2023
10/10 Excellent
Sandra K J.
19 June 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Resort/House
Sandra K J.
Stayed 7 nights in Jun 2022
10/10 Excellent
Chad B.
9 January 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Chad B.
Stayed 5 nights in Jan 2023
10/10 Excellent
Heather M.
25 February 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kissimmee Margaritaville
Heather M.
Stayed 6 nights in Feb 2023
10/10 Excellent
Maria G.
17 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property
Maria G.
Stayed 5 nights in May 2023
10/10 Excellent
Ashley E.
26 April 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect!
Ashley E.
Stayed 5 nights in Apr 2023
10/10 Excellent
Carrie B.
28 December 2022
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
Carrie B.
Stayed 5 nights in Dec 2022
10/10 Excellent
Jennifer B.
24 July 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Disney & Universal studios fun!
Jennifer B.
Stayed 7 nights in Jul 2022
10/10 Excellent
Lesley I.
17 July 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful villa
Lesley I.
Stayed 16 nights in Jun 2022
About the host
Hosted by Grand Welcome Orlando
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