Paradise on Porter

2 Bedrooms 2.5 Bathrooms Sleeps 4 Key West 960 sq. ft.

Paradise on Porter is located in the desirable Truman Annex in the heart of downtown Key West. This quaint neighborhood offers plenty of shopping and attractions nearby including Mallory Square and Fort Zachary Taylor State Park & Beach. Plenty of din

Primary Bedroom

1 Queen

Second Bedroom

1 Queen

Paradise on Porter is a wonderful vacation townhome located in the desirable Truman Annex area of downtown Key West.  This townhome is very convenient to all there is to do in downtown Key West. Leave your car at home because you can walk, bike or scooter to almost anywhere you want to go.

This lovely 2 bedroom, 2 1/2 bath townhome is nicely appointed with stainless steel appliances, a washer and dryer, and a covered seating area outside. The living area has comfortable seating and a flat screen TV. The French doors open up onto the spacious deck and nicely landscaped yard. Upstairs are two bedrooms each with and ensuite bathroom, standard bed, and ample closet space. The laundry is in the upstairs hallway for convenience. 

The Truman Annex Waterfront Park is close by with walking paths, open areas to play or relax, or bring the kids to the splash pad or park to play. Fort Zachary Taylor State Park and Beach are also close by and offer picnic areas with grills. The beach areas are great for snorkeling and sunbathing. There are chairs and umbrellas for rent as well as a full concession stand and restrooms.

Enjoy the quaintness of this fabulous neighborhood on your next visit to Key West and be right near all there is to do on our island. This is a weekly rental.  
One parking spot per unit - No Trucks or oversized vehicles - Campers or motorhomes not allowed on property. Sorry no pets allowed per HOA.
DO NOT GO TO THE PROPERTY. Keys must be picked up at the Rent Key West Vacations office at 1075 Duval Street, Suite C11.

Starting January 1, 2026 most Truman Annex properties (including this one) will be restricted to monthly-only rental, as the short term rental use is expiring. Rental periods will go from the 1st of the month to the last day of the month. Monthly rates will be competitively priced for off season rentals. By City of Key West Ordinance, the minimum rental period is 29 nights/30 days, except for February, which is 28 nights. Call 305-294-0990 for further information.

Kitchen

  • Stove
  • Coffee Maker - Drip
  • Dishes & Silverware
  • Microwave
  • Refrigerator
  • Toaster
  • Oven
  • Blender

Location

  • Historic District
  • Near Ocean

Tourist Attractions

  • Health Beauty Spa
  • Marinas, Boat Rentals & Excursions
  • Museums
  • Key West Aquarium
  • Public Parks & Beaches
  • Key West Historic Seaport
  • Key West Tropical Forest & Tropical Garden
  • Southernmost Point Buoy
  • Dry Tortugas National Park & Fort Jefferson
  • Fort Zachary Taylor State Park & Beach
  • Sunset Celebration at Mallory Square
  • History Tours - Motorized, Walking & Biking
  • The Florida Reef - N. America’s only living coral barrier reef
  • Key West Marine Park stretching from Higgs Beach to South Beach
  • The Key West Butterfly & Nature Conservatory
  • Food Tours
  • Ghost Tours
  • Pub Crawls
  • Your reservation guest portal will provide details

Accommodation Essentials

  • Hair Dryer
  • Hangers
  • Kitchen
  • Wireless Internet
  • Air Conditioning
  • Bed Linens
  • Cable
  • Towels
  • Hot Water
  • Dryer
  • Essentials
  • Iron & Ironing Board
  • Shampoo
  • Washer
  • Body Wash

Sports

  • Paddle Boarding
  • Fishing - Surf
  • Hiking
  • Banana Boat Riding & Water Tubing
  • Wind Surfing
  • Ocean Waterpark & Challenge Course
  • Kayaking
  • Kite Boarding
  • Pickleball
  • Tennis
  • Golfing
  • Scuba Diving
  • Skydiving
  • Your reservation guest portal will provide details
  • Cycling
  • DeepSea Fishing
  • Fishing - Backcountry
  • Jet Skiing
  • Para-sailing
  • Fishing - Pier
  • Sailing
  • Snorkeling
  • Swimming

Leisure

  • Dolphin Watching
  • Dining Out
  • Live Theater, Concerts & Entertainment
  • Your reservation guest portal will provide details
  • Paint & Sip Art Classes
  • Bird Watching
  • Boating
  • Eco Tourism
  • Shopping

Local

  • Banks
  • Grocery Stores
  • Fitness Centers
  • Hospital
  • Laundromats

Home Safety

  • Fire Extinguisher
  • Smoke Detector

Entertainment

  • Satellite or Cable
  • Television

Outdoor

  • Garden or Backyard
  • Deck Patio Uncovered

Facility

  • Street Parking
LEAVE A REVIEW
September 8, 2025 - Track Survey

Great experience.

by Christopher H

First time renting from Rent Key West. The property was perfect in all aspects! A great experience, and will look to rent again in the future.

July 14, 2025 - Track Survey

by Gregory M

Enjoyed it all!

April 17, 2025 - Track Survey

by John S

We always enjoy our stay here in Key West.

March 15, 2025 - Airbnb

Second time staying

by John G

our second time staying here and we hope to be back!

February 2, 2025 - Track Survey

by Nancee M

Everything went along great without a hitch

April 20, 2024 - Track Survey

by Susan Agonis

Our stay in Truman Annex was wonderful! The unit was beautiful! Each bedroom had it’s own private bath and porch. We spent time by the pool relaxing. The Truman Annex is within walking distance to everything! We thoroughly enjoyed our stay and would highly recommend this unit!

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December 2025
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February 2026
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$408
March 2026
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$436
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$379
       
April 2026
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$341
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$345
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$345
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$340
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$329
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$324
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$300
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May 2026
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$250
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$248
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$230
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$222
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$213
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$206
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$207
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$205
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$196
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$202
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$206
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$195
           
June 2026
S M T W T F S
  01
$190
02
$189
03
$191
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$197
05
$202
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$202
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$191
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$187
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$185
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$188
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$193
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$198
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$197
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$189
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$185
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$194
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$196
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$187
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$186
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$182
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$185
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$191
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$196
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$196
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$188
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$183
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$182
       
July 2026
S M T W T F S
      01
$185
02
$198
03
$198
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$198
05
$199
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$184
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$183
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$186
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$192
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$197
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$197
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$187
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$183
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$182
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$184
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$190
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$195
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$195
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$186
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$181
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$180
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$192
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$194
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$198
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$205
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$194
27
$184
28
$188
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$192
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$200
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$196
 
August 2026
S M T W T F S
            01
$188
02
$177
03
$173
04
$171
05
$173
06
$179
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$183
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$182
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$176
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$168
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$167
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$169
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$174
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$183
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$183
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$169
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$164
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$163
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$165
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$170
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$175
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$175
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$165
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$161
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$159
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$161
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$167
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$174
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$173
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$162
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$157
         
September 2026
S M T W T F S
    01
$156
02
$158
03
$167
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$168
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$168
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$165
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$164
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$163
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$153
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$157
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$160
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$160
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$153
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$148
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$149
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$153
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$160
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$166
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$168
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$162
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$159
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$160
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$164
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$171
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$179
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$181
27
$174
28
$170
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$171
30
$175
     
October 2026
S M T W T F S
        01
$184
02
$192
03
$194
04
$186
05
$183
06
$184
07
$188
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$197
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$205
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$207
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$199
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$195
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$196
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$201
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$208
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$227
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$244
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$234
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$228
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$229
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$237
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$251
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$259
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$259
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$230
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$221
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$222
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$227
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$237
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$244
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$247
November 2026
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$259
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$259
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$259
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$259
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$277
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$287
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$298
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$259
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$267
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$279
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$285
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$273
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$266
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$274
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$286
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$294
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$297
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$292
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$284
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$313
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$316
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$318
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$320
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$323
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$296
         
December 2026
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$297
02
$306
03
$319
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$328
05
$333
06
$325
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$315
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$316
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$323
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$345
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$348
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$352
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$343
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$332
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$333
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$341
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$359
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$367
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$371
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$367
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$360
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$364
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$375
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$379
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$379
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$379
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$379
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$379
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$379
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$379
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$379
   

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