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Resorts and condos in Key West, FL

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
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 409 Rentals in Key West
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From
$4,500
Per Month
3 Bedrooms, 2 Bathrooms, Sleeps 8
8 photos Details
Reviews (1) Make Inquiry
From
$275
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Reviews (2) Make Inquiry
From
$300
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details
Reviews (25) Make Inquiry
Also consider
Your Condo by the Beach with Ocean View
1 Bedroom, sleeps 4
$157 - $258 / night
Sunrise at Seaside Condo 2 Bedroom
2 Bedrooms, sleeps 5
$175 - $450 / night
Center of It All - Paradise Island Suite
2 Bedrooms, sleeps 6
$189 - $429 / night
Key West. Just do it! And bring the family!
2 Bedrooms, sleeps 6
$225 - $250 / night
From
$1,195
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 4
13 photos Details
Reviews (4) Make Inquiry
From
$1,250
Per Night
7 Bedrooms, 5 Bathrooms, Sleeps 7
24 photos Details
Reviews (3) Make Inquiry
From
$128
Per Night
Studio, 1 Bathroom, Sleeps 2
20 photos Details
Reviews (5) Make Inquiry
From
$158
Per Night
Studio, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (3) Make Inquiry
From
$219
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details
Reviews (1) Make Inquiry
Get the List
From
$1,643
Per Night
7 Bedrooms, 5 Bathrooms, Sleeps 14
24 photos Details
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From
$19,900
Per Month
5 Bedrooms, 5 Bathrooms, Sleeps 14
40 photos Details
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From
$358
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
21 photos Details
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From
$248
Per Night
Studio, 1 Bathroom, Sleeps 4
10 photos Details
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From
$238
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
18 photos Details
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From
$768
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
24 photos Details
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From
$271
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
8 photos Details
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From
$229
Per Night
Studio, 1 Bathroom, Sleeps 2
11 photos Details
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From
$188
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
29 photos Details
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From
$5,000
Per Month
3 Bedrooms, 3 Bathrooms, Sleeps 8
26 photos Details
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From
$6,000
Per Month
4 Bedrooms, 4 Bathrooms, Sleeps 8
23 photos Details
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From
$5,500
Per Month
3 Bedrooms, 4 Bathrooms, Sleeps 6
22 photos Details
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From
$188
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
15 photos Details
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From
$4,250
Per Month
2 Bedrooms, 1 Bathroom, Sleeps 4
15 photos Details
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From
$500
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
17 photos Details
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From
$138
Per Night
Studio, 1 Bathroom, Sleeps 2
12 photos Details
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From
$93
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
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From
$200
Per Night
1 Bedroom, 1 Bathroom, Sleeps 6
23 photos Details
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From
$150
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
48 photos Details
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From
$195
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
10 photos Details
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From
$84
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
33 photos Details
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From
$5,500
Per Month
3 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
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From
$6,500
Per Month
5 Bedrooms, 3 Bathrooms, Sleeps 18
24 photos Details
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From
$186
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
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From
$2,500
Per Month
1 Bedroom, 1 Bathroom, Sleeps 6
17 photos Details
Make Inquiry
From
$778
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
32 photos Details
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From
$9,250
Per Month
3 Bedrooms, 4 Bathrooms, Sleeps 8
21 photos Details
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From
$378
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 10
37 photos Details
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From
$490
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
61 photos Details
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From
$640
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 16
17 photos Details
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From
$1,076
Per Night
6 Bedrooms, 6 Bathrooms, Sleeps 16
23 photos Details
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From
$100
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
39 photos Details
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Book Online(221)
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Suitability

  • Wheelchair access (20)
  • Elder access (105)
  • Suitable for children (74)
  • Pet friendly (126)
  • Smoking allowed (4)

Amenities

  • Air Conditioning (331)
  • Other outdoor space (318)
  • Internet (316)
  • All pools (236)
  • Grill (216)
  • View all amenities
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Book Online(221)

Suitability

  • Wheelchair access (20)
  • Elder access (105)
  • Suitable for children (74)
  • Pet friendly (126)
  • Smoking allowed (4)

Amenities

  • Air Conditioning (331)
  • Other outdoor space (318)
  • Internet (316)
  • All pools (236)
  • Grill (216)
  • View all amenities