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Vacation Rentals in Key West, Florida

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
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Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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All 408 Rentals in Key West
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From
$189
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (3) Make Enquiry
From
$204
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
9 photos Details
Reviews (6) Make Enquiry
From
$233
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
15 photos Details
Reviews (1) Make Enquiry
Also consider
Key West Harbour Oceanfront Suites
2 Bedrooms, sleeps 5
$388 / night
Steps To Duval!  La Dolce Vita, Luxury, Sleeps 2-4
1 Bedroom, sleeps 4
$203 - $301 / night
Sailor House
2 Bedrooms, sleeps 6
$308 - $410 / night
The Tree House Old Town Built 1883 MONTHLY Rental
2 Bedrooms, sleeps 7
$135 / night
From
$308
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
22 photos Details
Reviews (1) Make Enquiry
From
$487
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
Reviews (3) Make Enquiry
From
$189
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
10 photos Details
Reviews (5) Make Enquiry
From
$243
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
Reviews (3) Make Enquiry
From
$215
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
12 photos Details
Reviews (1) Make Enquiry
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From
$170
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
25 photos Details
Reviews (8) Make Enquiry
From
$215
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
10 photos Details
Reviews (3) Make Enquiry
From
$200
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (2) Make Enquiry
From
$211
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (36) Make Enquiry
From
$271
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 photos Details
Reviews (2) Make Enquiry
From
$247
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
13 photos Details
Reviews (5) Make Enquiry
From
$536
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 6
25 photos Details
Reviews (5) Make Enquiry
From
$243
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (10) Make Enquiry
From
$214
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
Reviews (26) Make Enquiry
From
$248
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
9 photos Details
Reviews (4) Make Enquiry
From
$233
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
26 photos Details
Reviews (12) Make Enquiry
From
$298
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
25 photos Details
Reviews (24) Make Enquiry
From
$322
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
Reviews (12) Make Enquiry
From
$247
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 6
10 photos Details
Reviews (3) Make Enquiry
From
$1,839
Per Week
2 Bedrooms, 3 Bathrooms, Sleeps 6
26 photos Details
Reviews (18) Make Enquiry
From
$151
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
11 photos Details
Reviews (7) Make Enquiry
From
$265
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 photos Details
Reviews (1) Make Enquiry
From
$866
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
14 photos Details
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From
$313
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
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From
$541
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
7 photos Details
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From
$298
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
11 photos Details
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From
$325
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
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From
$130
Per Night
1 Bedroom, 4 Bathrooms, Sleeps 2
15 photos Details
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From
$233
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 photos Details
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From
$312
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
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From
$369
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 8
24 photos Details
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From
$325
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
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From
$427
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
8 photos Details
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From
$281
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 8
32 photos Details
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From
$1,468
Per Night
7 Bedrooms, 7 Bathrooms, Sleeps 14
23 photos Details
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From
$233
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
6 photos Details
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From
$233
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
6 photos Details
Make Enquiry
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Book Online(219)
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Suitability

  • Wheelchair access (20)
  • Elder access (105)
  • Suitable for children (74)
  • Pet friendly (125)
  • Smoking allowed (4)

Amenities

  • Air Conditioning (331)
  • Other outdoor space (317)
  • Internet (315)
  • All pools (234)
  • Grill (217)
  • View all amenities
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