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Resorts and condos in Florida Keys

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 1,055 Rentals in Florida Keys
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From
$150
Per Night
Tavernier
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
Reviews (10) Make Inquiry
From
$3,000
Per Month
Long Key
3 Bedrooms, 2 Bathrooms, Sleeps 6
15 photos Details
Reviews (1) Make Inquiry
From
$200
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 7
8 photos Details
Reviews (2) Make Inquiry
Also consider
the Peninsular house off Grassy Key harbor
3 Bedrooms, sleeps 8
$314 / night
3BR /2.5BA Luxury Marina Town Home
3 Bedrooms, sleeps 8
$193 / night
Your Own Private Island
3 Bedrooms, sleeps 8
$929 - $1,143 / night
10,000 SF luxury Sombrero Beach  5 / 6BR and 5BA.
6 Bedrooms, sleeps 10
$714 / night
From
$275
Per Night
Islamorada
3 Bedrooms, 2 Bathrooms, Sleeps 6
27 photos Details
Reviews (3) Make Inquiry
From
$217
Per Night
Key Largo
4 Bedrooms, 3 Bathrooms, Sleeps 12
41 photos Details
Reviews (1) Make Inquiry
From
$5,000
Per Month
Islamorada
2 Bedrooms, 1 Bathroom, Sleeps 4
26 photos Details
Reviews (2) Make Inquiry
From
$200
Per Night
Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 4
35 photos Details
Reviews (1) Make Inquiry
From
$378
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (1) Make Inquiry
Get the List
From
$250
Per Night
Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 8
6 photos Details
Reviews (1) Make Inquiry
From
$89
Per Night
Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 6
25 photos Details
Reviews (3) Make Inquiry
From
$400
Per Night
Matecumbe Key
3 Bedrooms, 3 Bathrooms, Sleeps 5
17 photos Details
Reviews (5) Make Inquiry
From
$135
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 5
14 photos Details
Reviews (1) Make Inquiry
From
$4,500
Per Week
Marathon
4 Bedrooms, 5 Bathrooms, Sleeps 10
24 photos Details
Reviews (1) Make Inquiry
From
$125
Per Night
Grassy Key
Studio, 1 Bathroom, Sleeps 2
13 photos Details
Reviews (1) Make Inquiry
From
$245
Per Night
Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 9
30 photos Details
Reviews (2) Make Inquiry
From
$125
Per Night
Key Largo
1 Bedroom, 1 Bathroom, Sleeps 2
10 photos Details
Reviews (2) Make Inquiry
From
$400
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 7
24 photos Details
Reviews (1) Make Inquiry
From
$428
Per Night
Marathon
2 Bedrooms, 2 Bathrooms, Sleeps 6
31 photos Details
Reviews (2) Make Inquiry
From
$150
Per Night
Matecumbe Key
1 Bedroom, 1 Bathroom, Sleeps 2
12 photos Details
Reviews (3) Make Inquiry
From
$100
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
25 photos Details
Reviews (2) Make Inquiry
From
$325
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
59 photos Details
Reviews (7) Make Inquiry
From
$255
Per Night
Key West
2 Bedrooms, 3 Bathrooms, Sleeps 5
25 photos Details
Reviews (8) Make Inquiry
From
$900
Per Week
Tavernier
2 Bedrooms, 2 Bathrooms, Sleeps 4
14 photos Details
Reviews (2) Make Inquiry
From
$1,000
Per Night
Key Largo
6 Bedrooms, 4 Bathrooms, Sleeps 16
70 photos Details
Reviews (1) Make Inquiry
From
$172
Per Night
Big Pine Key
3 Bedrooms, 3 Bathrooms, Sleeps 8
17 photos Details
Reviews (7) Make Inquiry
From
$105
Per Night
Key Largo
Studio, 1 Bathroom, Sleeps 2
12 photos Details
Reviews (1) Make Inquiry
From
$975
Per Week
Big Pine Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
Reviews (2) Make Inquiry
From
$185
Per Night
Key West
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (2) Make Inquiry
From
$150
Per Night
Key West
1 Bedroom, 1 Bathroom, Sleeps 2
37 photos Details
Reviews (1) Make Inquiry
From
$450
Per Night
Key West
3 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
Reviews (3) Make Inquiry
From
$175
Per Night
Key West
2 Bedrooms, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (3) Make Inquiry
From
$150
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 photos Details
Reviews (2) Make Inquiry
From
$157
Per Night
Key West
1 Bedroom, 1 Bathroom, Sleeps 4
25 photos Details
Reviews (8) Make Inquiry
From
$799
Per Night
Marathon
8 Bedrooms, 6 Bathrooms, Sleeps 20
24 photos Details
Reviews (1) Make Inquiry
From
$300
Per Night
Key West
4 Bedrooms, 3 Bathrooms, Sleeps 8
43 photos Details
Reviews (1) Make Inquiry
From
$175
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 5
10 photos Details
Reviews (5) Make Inquiry
From
$139
Per Night
Big Pine Key
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
Reviews (5) Make Inquiry
From
$75
Per Night
Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 6
11 photos Details
Reviews (3) Make Inquiry
From
$557
Per Night
Marathon
4 Bedrooms, 3 Bathrooms, Sleeps 8
24 photos Details
Reviews (1) Make Inquiry
From
$189
Per Night
Key West
2 Bedrooms, 1 Bathroom, Sleeps 6
9 photos Details
Reviews (6) Make Inquiry
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Book Online(450)
Use filters to find the best results!

Suitability

  • Wheelchair access (90)
  • Elder access (352)
  • Suitable for children (445)
  • Pet friendly (287)
  • Smoking allowed (13)

Amenities

  • Air Conditioning (836)
  • Other outdoor space (833)
  • Internet (818)
  • Grill (690)
  • All pools (550)
  • View all amenities
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Book Online(450)

Suitability

  • Wheelchair access (90)
  • Elder access (352)
  • Suitable for children (445)
  • Pet friendly (287)
  • Smoking allowed (13)

Amenities

  • Air Conditioning (836)
  • Other outdoor space (833)
  • Internet (818)
  • Grill (690)
  • All pools (550)
  • View all amenities