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.

Car

  • Not Necessary

Kitchen

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

Location

  • Historic District
  • Near Ocean
  • Village

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

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

Sports

  • 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
  • Paddle Boarding
  • Cycling
  • DeepSea Fishing
  • Fishing - Backcountry
  • Jet Skiing
  • Para-sailing
  • Fishing - Pier
  • Sailing
  • Snorkeling
  • Swimming

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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February 2026
S M T W T F S
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$393
March 2026
S M T W T F S
01
$417
02 03 04 05 06 07
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29 30 31
$379
       
April 2026
S M T W T F S
      01
$242
02 03 04
05 06 07 08 09 10 11
12 13 14 15 16 17 18
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26 27 28 29 30
$230
   
May 2026
S M T W T F S
          01
$256
02
$251
03
$231
04
$223
05
$220
06
$221
07
$224
08
$226
09
$224
10
$212
11
$206
12
$204
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$205
14
$211
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$216
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$216
17
$204
18
$198
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$197
20
$199
21
$206
22
$209
23
$209
24
$208
25
$204
26
$204
27
$196
28
$202
29
$205
30
$205
31
$196
           
June 2026
S M T W T F S
  01
$181
02
$180
03
$181
04
$187
05
$191
06
$190
07
$181
08
$178
09
$176
10
$178
11
$183
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$186
13
$186
14
$178
15
$176
16
$174
17
$178
18
$182
19
$185
20
$187
21
$178
22
$174
23
$173
24
$176
25
$181
26
$185
27
$185
28
$179
29
$174
30
$173
       
July 2026
S M T W T F S
      01
$176
02
$187
03
$187
04
$187
05
$188
06
$175
07
$174
08
$177
09
$182
10
$186
11
$186
12
$179
13
$174
14
$173
15
$175
16
$181
17
$184
18
$184
19
$176
20
$172
21
$172
22
$175
23
$179
24
$184
25
$185
26
$177
27
$172
28
$172
29
$173
30
$175
31
$178
 
August 2026
S M T W T F S
            01
$186
02
$177
03
$173
04
$171
05
$173
06
$178
07
$182
08
$181
09
$173
10
$168
11
$167
12
$169
13
$173
14
$177
15
$177
16
$169
17
$164
18
$163
19
$165
20
$177
21
$180
22
$178
23
$165
24
$161
25
$160
26
$161
27
$166
28
$170
29
$169
30
$161
31
$157
         
September 2026
S M T W T F S
    01
$156
02
$158
03
$166
04
$167
05
$171
06
$170
07
$163
08
$163
09
$153
10
$158
11
$164
12
$163
13
$153
14
$148
15
$149
16
$153
17
$159
18
$165
19
$167
20
$161
21
$159
22
$160
23
$164
24
$171
25
$177
26
$179
27
$173
28
$171
29
$171
30
$176
     
October 2026
S M T W T F S
        01
$183
02
$189
03
$192
04
$185
05
$183
06
$184
07
$188
08
$196
09
$202
10
$205
11
$198
12
$195
13
$196
14
$201
15
$208
16
$223
17
$245
18
$234
19
$229
20
$230
21
$238
22
$251
23
$259
24
$259
25
$226
26
$221
27
$222
28
$227
29
$236
30
$244
31
$250
November 2026
S M T W T F S
01
$259
02
$259
03
$259
04
$261
05
$283
06
$296
07
$298
08
$288
09
$259
10
$267
11
$269
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$272
13
$282
14
$282
15
$271
16
$267
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$268
18
$274
19
$284
20
$293
21
$297
22
$288
23
$284
24
$284
25
$312
26
$315
27
$317
28
$319
29
$321
30
$296
         
December 2026
S M T W T F S
    01
$297
02
$304
03
$316
04
$326
05
$331
06
$321
07
$314
08
$321
09
$322
10
$334
11
$345
12
$349
13
$338
14
$330
15
$331
16
$338
17
$351
18
$362
19
$369
20
$358
21
$351
22
$353
23
$363
24
$379
25
$379
26
$379
27
$379
28
$379
29
$379
30
$379
31
$379
   
January 2027
S M T W T F S
          01
$438
02
03 04 05 06 07 08 09
10 11 12
$405
13
$414
14
$442
15
$450
16
$456
17
$451
18
$448
19
$445
20
$424
21
$438
22
$449
23
$451
24
$433
25
$419
26
$418
27
$425
28
$441
29
$452
30
$454
31
$437
           
February 2027
S M T W T F S
  01
$424
02
$422
03
$430
04
$447
05
$456
06
$458
07
$443
08
$429
09
$427
10
$433
11
$478
12
$480
13
$481
14
$483
15
$482
16
$479
17
$437
18
$452
19
$464
20
$467
21
$450
22
$450
23
$458
24
$459
25
$476
26
$492
27
$481
28
$450
           

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