• Private pool and hot tub
    Private pool and hot tub
  • 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
  • Additional counter seating and full kitchen
    Additional counter seating 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
  • Exterior
    Exterior
  • Front exterior
    Front exterior
  • Front exterior
    Front exterior
  • Margaritaville Resort
    Margaritaville Resort
  • Margaritaville Resort
    Margaritaville Resort
  • Margaritaville Resort
    Margaritaville Resort
  • Margaritaville Resort
    Margaritaville Resort
  • 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

6 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 temp-controlled 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

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!

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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.

Where you'll sleep

Bedroom 1

2 King

Bedroom 2

1 Sofa Sleeper

Bedroom 3

2 Twin

Bedroom 4

1 Trundle


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
  • Microwave
  • Oven
  • Pack and Play
  • Parking Lot Parking
  • Private Entrance
  • Private Pool
  • Refrigerator
  • Smoke Detector
  • Stove
  • Television
  • Toaster
  • Washer

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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.


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Availability

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May 2022
S M T W T F S
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$169
31
$169
       
June 2022
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$193
05
$172
06 07 08 09 10
$206
11
$208
12 13 14 15 16 17 18
$240
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$218
20 21 22 23 24 25
26
$231
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$227
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$222
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$224
30
$230
   
July 2022
S M T W T F S
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$283
17
$259
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$266
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$253
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$256
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$270
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$304
23
$322
24
$275
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$279
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$250
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$258
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$253
29
$286
30
$276
31
$238
           
August 2022
S M T W T F S
  01
$227
02
$239
03
$248
04
$279
05
$299
06
$283
07
$244
08
$235
09
$238
10
$242
11
$249
12
$288
13
$265
14
$242
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$230
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$220
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$229
18
$234
19
$270
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$255
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$222
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$216
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$218
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$229
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$248
27
$240
28
$215
29
$210
30
$208
31
$207
     
September 2022
S M T W T F S
        01
$211
02
$291
03
$297
04
$297
05
$207
06
$206
07
$206
08
$211
09
$253
10
$232
11
$210
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$206
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$205
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$206
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$218
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$245
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$250
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$218
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$216
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$214
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$222
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$236
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$262
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$238
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$215
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$209
27
$209
28
$209
29
$214
30
$236
 
October 2022
S M T W T F S
            01
$238
02
$214
03 04 05 06 07 08
$285
09
$285
10
$224
11
$213
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$222
13
$222
14
$255
15
$258
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$226
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$212
18
$211
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$214
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$236
21
$272
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$248
23
$227
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$223
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$216
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$218
27
$223
28
$248
29
$246
30
$222
31
$217
         
November 2022
S M T W T F S
    01
$217
02
$219
03
$233
04
$271
05
$265
06
$235
07
$232
08
$232
09
$233
10
$282
11
$282
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$282
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$229
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$225
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$237
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$228
17
$233
18
$258
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$262
20
$247
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$259
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$271
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$296
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$311
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$343
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$328
27
$275
28
$258
29
$251
30
$249
     
December 2022
S M T W T F S
        01
$248
02
$266
03
$266
04
$238
05
$229
06
$227
07
$229
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$238
09
$263
10
$263
11
$239
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$236
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$237
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$241
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$258
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$298
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$311
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$292
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$295
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$300
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$316
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$351
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$406
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$436
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$405
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$418
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$423
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$432
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$452
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$472
31
$451
January 2023
S M T W T F S
01
$362
02
$319
03
$306
04
$303
05
$307
06
$333
07
$314
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$280
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$275
10
$268
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$268
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$269
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$293
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$289
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$260
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$255
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$252
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$255
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$259
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$287
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$289
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$264
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$257
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$256
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$262
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$269
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$293
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$296
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$268
30
$264
31
$265
       
February 2023
S M T W T F S
      01
$272
02
$273
03
$303
04
$307
05
$277
06
$270
07
$270
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$274
09
$283
10
$316
11
$321
12
$304
13
$304
14
$282
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$290
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$300
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$338
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$352
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$316
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$301
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$298
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$305
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$310
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$345
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$325
26
$299
27
$294
28
$293
       
March 2023
S M T W T F S
      01
$298
02
$305
03
$345
04
$344
05
$306
06
$301
07
$306
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$309
09
$337
10
$362
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$362
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$315
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$319
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$317
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$331
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$335
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$371
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$369
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$335
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$328
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$327
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$330
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$335
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$368
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$369
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$334
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$328
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$327
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$331
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$384
31
$408
 
April 2023
S M T W T F S
            01
$412
02
$360
03
$337
04
$342
05
$355
06
$358
07
$372
08
$391
09
$350
10
$327
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$331
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$331
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$331
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$339
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$343
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$308
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$300
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$299
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$300
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$303
21
$331
22
$328
23
$293
24
$289
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$284
26
$283
27
$287
28
$311
29
$309
30
$278
           
May 2023
S M T W T F S
  01
$284
02
$275
03
$274
04
$286
05
$305
06
$306
07
$277
08
$272
09
$271
10
$273
11
$278
12
$304
13
$312
14
$283
15
$272
16
$271
17
$277
18
$283
19
$314
20
$322
21
$289
22
$288
23
$291
24
$294
25
$305
26
$372
27
$460
28
$372
29
$298
30
$296
31
$298
     
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