• Private pool and hot tub
    Private pool and hot tub
  • Additional counter seating and full kitchen
    Additional counter seating and full kitchen
  • Private pool and hot tub
    Private pool and hot tub
  • Outdoor seating by the pool
    Outdoor seating by the pool
  • Open living space
    Open living space
  • Living room with TV
    Living room with TV
  • Open living space
    Open living space
  • Dining table
    Dining table
  • Dining table and full kitchen
    Dining table and full kitchen
  • stairway and bedroom 1
    stairway and bedroom 1
  • Bedroom with King bed, TV, and en suite (Downstairs)
    Bedroom with King bed, TV, and en suite (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 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
  • 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 bed, a trundle, TV, and en suite (Upstairs)
    Bedroom 2 with 2 Twin bed, 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
  • 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
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Trade Winds Life

Kissimmee, FL

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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!

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.

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Where you'll sleep


Amenities

  • Air Conditioning
  • Backyard
  • Balcony
  • Cable TV
  • Carbon Monoxide Detector
  • Ceiling Fan
  • Coffee Maker
  • Cookware
  • Deck
  • Dining Table
  • Dishes & Silverware
  • Dishwasher
  • Dryer
  • Essentials
  • Full Kitchen
  • Hair Dryer
  • Heating
  • Hot Tub
  • Ice Maker
  • Internet
  • Iron Board
  • Laptop Workspace
  • Microwave
  • Oven
  • Pack and Play
  • 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
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

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Detailed Quote

October 2022
S M T W T F S
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$152
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$152
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November 2022
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$152
18
$235
19
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27 28
$195
29
$188
30
$187
     
December 2022
S M T W T F S
        01
$191
02
$207
03
$206
04
$190
05
$182
06
$178
07
$181
08
$188
09
$205
10
$202
11
$181
12
$180
13
$178
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$184
15
$197
16
$274
17
$285
18
$273
19
$281
20
$285
21
$303
22
$329
23 24
25 26 27
$438
28
$447
29 30 31
January 2023
S M T W T F S
01 02 03 04
$237
05
$238
06
$254
07
$239
08
$218
09
$211
10
$206
11
$206
12
$204
13
$223
14
$216
15
$202
16
$194
17
$195
18
$195
19
$198
20
$216
21
$215
22
$198
23
$195
24
$196
25
$197
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$200
27
$219
28
$221
29
$203
30
$199
31
$201
       
February 2023
S M T W T F S
      01
$233
02 03 04
05 06 07 08 09 10 11
$250
12
$247
13
$247
14
$231
15
$229
16
$249
17
$281
18
$288
19 20 21 22 23 24
$315
25
$295
26
$230
27
$215
28
$213
       
March 2023
S M T W T F S
      01
$216
02
$221
03
$244
04
$262
05
$236
06
$229
07
$219
08
$221
09
$229
10
$300
11
$305
12
$275
13
$277
14
$279
15
$283
16
$290
17
$314
18
$312
19
$289
20
$285
21
$283
22
$286
23
$295
24
$319
25
26 27 28 29 30 31
$281
 
April 2023
S M T W T F S
            01
$282
02
$258
03
$253
04 05 06 07
$302
08
$275
09
$278
10
$272
11
$274
12
$277
13
$277
14
$281
15
$283
16
$253
17
$246
18
$251
19
$246
20
$262
21
$294
22
$271
23
$241
24
$240
25
$238
26
$236
27
$241
28
$262
29
$278
30
$250
           
May 2023
S M T W T F S
  01
$236
02
$230
03
$230
04
$233
05
$254
06
$254
07
$234
08
$232
09
$231
10
$232
11
$237
12
$257
13
$268
14
$253
15
$248
16
$253
17
$269
18
$268
19
$316
20
$289
21
$242
22
$252
23
$246
24
$252
25
$253
26
$318
27
$318
28
$318
29
$260
30
$257
31
$258
     
June 2023
S M T W T F S
        01
$264
02
$300
03
$286
04
$263
05
$263
06
$263
07
$274
08
$312
09
$336
10
$299
11
$277
12
$276
13
$276
14
$279
15
$290
16
$316
17
$317
18
$292
19
$293
20
$291
21
$295
22
$301
23
$338
24
$351
25
$320
26
$309
27
$310
28
$306
29
$314
30
$366
 
July 2023
S M T W T F S
            01
$373
02
$373
03
$373
04
$325
05
$322
06
$322
07
$375
08
$346
09
$335
10
$319
11
$327
12
$361
13
$365
14
$400
15
$401
16
$364
17
$324
18
$321
19
$322
20
$329
21
$353
22
$349
23
$325
24
$320
25
$319
26
$317
27
$320
28
$410
29
$381
30
$341
31
$354
         
August 2023
S M T W T F S
    01
$324
02
$334
03
$321
04
$343
05
$343
06
$329
07
$310
08
$312
09
$310
10
$313
11
$336
12
$336
13
$307
14
$301
15
$297
16
$302
17
$316
18
$376
19
$337
20
$317
21
$315
22
$311
23
$328
24
$320
25
$346
26
$305
27
$283
28
$274
29
$274
30
$274
31
$277
   
September 2023
S M T W T F S
          01
$375
02
$379
03
$379
04
$266
05
$266
06
$266
07
$269
08
$291
09
$296
10
$278
11
$269
12
$272
13
$274
14
$273
15
$308
16
$295
17
$277
18
$269
19
$269
20
$281
21
$278
22
$298
23
$297
24
$274
25
$271
26
$275
27
$272
28
$275
29
$299
30
$297
October 2023
S M T W T F S
01
$275
02
$290
03
$271
04
$272
05
$306
06
$367
07
$366
08
$359
09
$272
10
$271
11
$272
12
$306
13
$374
14
$356
15
$281
16
$278
17
$277
18
$278
19
$281
20
$339
21
$339
22
$284
23
$278
24
$279
25
$280
26
$283
27
$341
28
$340
29
$283
30
$280
31
$279
       
    Available     Unavailable  Check-In Only  Check-Out Only