• Private pool and hot tub
    Private pool and hot tub
  • Counter seating and full kitchen
    Counter seating and full kitchen
  • Open living space and counter
    Open living space and counter
  • Bedroom with King bed, TV, and en suite (Downstairs)
    Bedroom with King bed, TV, and en suite (Downstairs)
  • Margville has an awesome location!
    Margville has an awesome location!
  • Outdoor seating upstairs by the pool
    Outdoor seating upstairs by the pool
  • Private pool and hot tub
    Private pool and hot tub
  • Living room with TV
    Living room with TV
  • Open living space
    Open living space
  • Upstairs living space with TV, and sofa sleeper
    Upstairs living space with TV, and sofa sleeper
  • Dining table
    Dining table
  • Dining table and full kitchen
    Dining table and full kitchen
  • stairway and bedroom 1
    stairway and bedroom 1
  • Bedroom 1 en suite with stand up shower (Downstairs)
    Bedroom 1 en suite with stand up shower (Downstairs)
  • Bedroom 1 en suite with stand up shower (Downstairs
    Bedroom 1 en suite with stand up shower (Downstairs
  • Bedroom with King bed, TV, and en suite (Downstairs)
    Bedroom with King bed, TV, and en suite (Downstairs)
  • Upstairs living space with TV, and sofa sleeper
    Upstairs living space with TV, and sofa sleeper
  • Bedroom 2 with 2 Twin bed, a trundle, TV, and en suite (Upstairs)
    Bedroom 2 with 2 Twin bed, a trundle, TV, and en suite (Upstairs)
  • Bedroom 2 with 2 Twin bed, a trundle, TV, and en suite (Upstairs)
    Bedroom 2 with 2 Twin bed, a trundle, TV, and en suite (Upstairs)
  • Bedroom 2 with 2 Twin beds, a trundle, TV, and en suite (Upstairs)
    Bedroom 2 with 2 Twin beds, a trundle, TV, and en suite (Upstairs)
  • Bedroom 3 with King bed, TV, and en suite (Upstairs)
    Bedroom 3 with King bed, TV, and en suite (Upstairs)
  • Bedroom 3 with King bed, TV, and en suite (Upstairs)
    Bedroom 3 with King bed, TV, and en suite (Upstairs)
  • Bedroom 3 with King bed, TV, and en suite (Upstairs)
    Bedroom 3 with King bed, TV, and en suite (Upstairs)
  • Bedroom 3 en suite with stand up shower (Upstairs)
    Bedroom 3 en suite with stand up shower (Upstairs)
  • Laundry area
    Laundry area
  • Front exterior
    Front exterior
  • Front exterior
    Front exterior
  • Margaritaville Resort
    Margaritaville Resort
  • Margaritaville Resort
    Margaritaville Resort
  • An amazingly short drive to Disney!
    An amazingly short drive to Disney!
  • Margaritaville Resort
    Margaritaville Resort
  • Local attractions
    Local attractions
  • Local attractions
    Local attractions
  • Local attractions
    Local attractions
  • Local attractions
    Local attractions
  • Local attractions
    Local attractions
  • Local attractions
    Local attractions
  • Local attractions
    Local attractions
  • Local attractions
    Local attractions
  • Local attractions
    Local attractions
  • Local attractions
    Local attractions
  • Local attractions
    Local attractions
  • Local attractions
    Local attractions
-
Close Quote
Detailed Quote

Trade Winds Life

Kissimmee, FL

Save to Favorites
Close Inquiry

Inquire about this property:

Ask A Question
Share This

House

9 Guests

3 Bedrooms

Beds

3 Bathrooms

Dreamin’ bout 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.

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:
- Guests do NOT have access to the resort pool or pool bar. However, reservations at the spa are welcomed.
- 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.

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.

Guests do NOT have access to the Owner’s-Only Margaritaville Resort swimming pools or resort amenities - commonly called "The Fins Up Club." Although with a spa treatment or service from the Spa you are gifted a full day pass.

Read more

Where you'll sleep


Amenities

  • Air Conditioning
  • Backyard
  • Balcony
  • Cable TV
  • Carbon Monoxide Detector
  • Ceiling Fan
  • Close to ATM/Bank
  • Close to Groceries
  • Close to Mail Services
  • Close to Medical Services
  • Close to Park
  • Close to Restaurants
  • Close to Shopping
  • Close to Theme Parks
  • Close to Town
  • Coffee Maker
  • Cookware
  • Cycling
  • Deck
  • Dining Table
  • Dishes & Silverware
  • Dishwasher
  • Dryer
  • Essentials
  • Full Kitchen
  • Hair Dryer
  • Heating
  • Hiking
  • Hot Tub
  • Ice Maker
  • Internet
  • Iron Board
  • Laptop Workspace
  • Microwave
  • Oven
  • Pack and Play
  • Parking
  • Parking Lot Parking
  • Private Entrance
  • Private Pool
  • Refrigerator
  • Smoke Detector
  • Stove
  • Television
  • Toaster
  • Washer

House rules

  1. This property is non-smoking. You will be fined $500 plus mitigation costs
  2. Pets of any kind are not allowed. You will be fined $500 plus cleaning costs.
  3. Do not exceed the maximum number of cars or occupants.
  4. Do not park automobiles in the grass, as you will be towed/ticketed.
  5. Always observe quiet hours after 9PM, as there are neighbors close by.
  6. Failure to follow these rules/procedures and the rules/procedures stated in the agreed upon rental agreement could result in fines, forfeit of the security deposit, and in some cases being asked to leave without a refund.

Book with Confidence

Our policy is simple and transparent. Read our cancellation policy >

Enhanced Cleaning Protocols

Your safety is our priority. Our professional housekeepers are going above and beyond to provide your family with a clean stay.

Local 24/7 Support

Our boots on the ground local team is here to cater to anything you need.


Reviews

LEAVE A REVIEW
Website
September 27, 2022

Best Experience Ever!!!

by Jamie Desrochers
I can not say enough about this property, Trade Winds Life, and the management Grand Welcome. After years of experiencing disappointment, frustration, and disgust I have found my happy place! The property manager, Jay, literally showed up the morning after our first night with a chocolate bar to check in with us and see if we needed anything and to ensure the rental was up to our expectations with cleanliness and supplies. We were missing a bottle opener and he immediately went to get one for us which was completely above and beyond. The property is the closest thing to home that I have ever stayed. It was clean, fresh, and comfortable. They had recently had renters stay that didn’t follow the rules, had a party, and caused some damage to rugs, etc. I had sent pictures or a message to make sure it was not known that the damage was there on arrival. The management was aware and they offered to remove the throw rug for me if I preferred. Seriously top notch service during our entire stay. I hope to return in 2023 and will not entertain the idea of staying at another property if this one is available.
HomeAway
June 20, 2022

Great Resort/House

by Sandra K J.
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.
HomeAway
April 25, 2022

Great spot - pool clean

by Erin L.
Condo was great - a couple cleaning hiccups (my 16 year old asked to vacuum when we arrived as there was visible dirt on the living room rug) and also had finger marks of dust on the lamps in the bedroom - unit needs a quick deep clean. Bath Towels were awful like using a cotton ball to wipe down…no hand towels to wash after using bathroom which was odd. We don’t have little kids but thought it was nice there was a stroller - pack and play -high chair for use. Lots off pool Towels which was great and there was plenty of toilet paper, paper towels and dish soap/pods which was very helpful. We have stayed in other margaritaville condos so for us there is no other choice for location and vacation vibes!

Availability

-
Close Quote
Detailed Quote

February 2023
S M T W T F S
      01 02 03 04
05 06 07 08 09 10 11
12 13 14 15 16
$194
17
$226
18
$235
19 20 21 22 23 24
$250
25
$247
26 27 28        
March 2023
S M T W T F S
      01 02 03 04
05 06 07 08 09 10 11
12 13 14 15 16 17 18
19
$284
20
$286
21
$283
22
$298
23
$300
24
$329
25
$313
26
$268
27
$267
28
$271
29
$280
30
$303
31
$316
 
April 2023
S M T W T F S
            01
02 03 04 05 06 07 08
09
$331
10
$324
11
$328
12
$328
13
$328
14
$332
15
$335
16
$270
17
$265
18
$263
19
$262
20
$285
21 22
23 24 25
$251
26
$249
27
$258
28
$285
29
$286
30            
May 2023
S M T W T F S
  01 02 03
$226
04
$258
05
$270
06
$259
07
$234
08
$230
09
$231
10
$231
11
$235
12
$269
13
$256
14
$234
15
$230
16
$229
17
$231
18
$236
19
$260
20
$259
21
$238
22
$237
23
$240
24
$241
25
$257
26 27
28 29
$247
30
$250
31
$247
     
June 2023
S M T W T F S
        01
$264
02
$294
03
$292
04
$268
05
$273
06 07 08 09
$309
10
$303
11
$279
12
$277
13
$275
14
$279
15
$296
16
$351
17
$317
18
$289
19
$288
20
$289
21
$289
22
$297
23
$329
24
$331
25
$310
26
$298
27
$296
28
$307
29
$324
30
$359
 
July 2023
S M T W T F S
            01
$371
02
$360
03
$361
04
$344
05
$302
06
$328
07
$335
08
$336
09
$348
10
$303
11
$301
12
$301
13
$341
14
$376
15
$381
16
$307
17
$302
18
$300
19
$308
20
$310
21
$336
22
$363
23
$340
24
$323
25
$302
26
$332
27
$302
28
$346
29
$331
30
$302
31
$308
         
August 2023
S M T W T F S
    01
$343
02
$295
03
$304
04
$320
05
$320
06
$294
07
$303
08
$323
09
$300
10
$297
11
$344
12
$316
13
$290
14
$284
15
$290
16
$279
17
$282
18
$311
19
$301
20
$277
21
$275
22
$266
23
$266
24
$269
25
$297
26
$303
27
$266
28
$258
29
$257
30
$257
31
$261
   
September 2023
S M T W T F S
          01
$355
02
$359
03
$359
04
$251
05
$250
06
$253
07
$256
08
$279
09
$304
10
$275
11
$264
12
$277
13
$278
14
$275
15
$285
16
$282
17
$260
18
$258
19
$257
20
$272
21
$301
22
$307
23
$285
24
$265
25
$261
26
$259
27
$260
28
$263
29
$287
30
$290
October 2023
S M T W T F S
01
$267
02
$263
03
$279
04
$276
05
$275
06
$351
07
$351
08
$351
09
$267
10
$266
11
$264
12
$268
13
$295
14
$299
15
$273
16
$275
17
$266
18
$267
19
$279
20
$336
21
$350
22
$328
23
$316
24
$307
25
$300
26
$306
27
$316
28
$312
29
$277
30
$275
31
$280
       
November 2023
S M T W T F S
      01
$275
02
$277
03
$306
04
$305
05
$282
06
$278
07
$281
08
$279
09
$291
10
$353
11
$353
12
$288
13
$284
14
$283
15
$285
16
$293
17
$320
18
$327
19
$330
20
$343
21
$351
22
$385
23
$396
24
$445
25
$379
26
$347
27
$334
28
$323
29
$314
30
$314
   
December 2023
S M T W T F S
          01
$334
02
$331
03
$299
04
$297
05
$292
06
$293
07
$302
08
$323
09
$328
10
$299
11
$295
12
$297
13
$301
14
$309
15
$350
16
$364
17
$351
18
$359
19
$374
20
$387
21
$396
22
$455
23
$510
24
$490
25
$504
26
$540
27
$550
28
$568
29
$591
30
$573
31
$506
           
January 2024
S M T W T F S
  01
$443
02
$419
03
$414
04
$398
05
$415
06
$418
07
$365
08
$347
09
$344
10
$337
11
$337
12
$359
13
$357
14
$326
15
$318
16
$316
17
$321
18
$327
19
$354
20
$357
21
$328
22
$322
23
$321
24
$322
25
$329
26
$358
27
$367
28
$337
29
$339
30
$337
31
$334
     
February 2024
S M T W T F S
        01
$338
02
$368
03
$370
04
$347
05
$340
06
$337
07
$341
08
$378
09
$422
10
$424
11
$371
12
$345
13
$343
14
$347
15
$371
16
$425
17
$417
18
$355
19
$357
20
$359
21
$359
22
$368
23
$432
24
$437
25
$370
26
$367
27
$365
28
$365
29
$373
   
    Available     Unavailable  Check-In Only  Check-Out Only