We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
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
Rent Key West Vacations
Listed since Nov 2008

Rent Key West Vacations has 41 rentals in Key West

Rent Key West Vacations is one of the oldest property management companies in Key West, FL. Stay a week, a month or longer in one of our many rentals. With options ranging from romantic studio cottages, waterfront condos and 5 bedroom Old Town residences you’re sure to find the perfect fit for your Key West vacation. Our Key West vacation rentals have fully equipped kitchens, linens and laundry facilities, offering all the comforts of home without the drawbacks. You can choose a pool, hot tub, tennis facilities and a choice of prime locations - after all, it’s your vacation. Whether you’re escaping for a romantic getaway or an extended family vacation Key West has something to offer for everyone! The perfect vacation is here! We are a “family & friends” company, where getting to know our guests is an important part of the process. Our staff is well versed on local activities and restaurants, so we can help make your vacation the best it can be.
Languages spoken:
English
Member on:
FlipKey
Listed since :
Nov 2008
1 / 21
1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
From
$290
Per Night
View Details
1 / 19
3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
From
$6,000
Per Month
View Details
1 / 38
4 of 5 bubbles (18) Very good
2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
From
$290
Per Night
View Details
1 / 16
4.5 of 5 bubbles (38) Very good
3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
From
$470
Per Night
View Details
Suitability
  • Pets allowed
  • Smoking allowed
  • Kid friendly
  • ?
  • ?
  • ?
1 / 34
5 of 5 bubbles (29) Excellent
4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
From
$750
Per Night
View Details
Suitability
  • Pets allowed
  • Smoking allowed
  • Kid friendly
  • ?
  • ?
  • ?
1 / 21
2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
From
$2,900
Per Month
View Details
Suitability
  • Pets allowed
  • Smoking allowed
  • Kid friendly
  • ?
  • ?
  • ?
1 / 27
3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
From
$6,000
Per Month
View Details
Suitability
  • Pets allowed
  • Smoking allowed
  • Kid friendly
  • ?
  • ?
  • ?
1 / 11
2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
From
$3,500
Per Month
View Details
Suitability
  • Pets allowed
  • Smoking allowed
  • Kid friendly
  • ?
  • ?
  • ?
1 / 26
4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
From
$8,500
Per Month
View Details
Suitability
  • Pets allowed
  • Smoking allowed
  • Kid friendly
  • ?
  • ?
  • ?
1 / 22
1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
From
$240
Per Night
View Details
Suitability
  • Pets allowed
  • Smoking allowed
  • Kid friendly
  • ?
  • ?
  • ?
1 / 26
4 of 5 bubbles (15) Very good
2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
From
$290
Per Night
View Details
Suitability
  • Pets allowed
  • Smoking allowed
  • Kid friendly
  • ?
  • ?
  • ?
1 / 14
4.5 of 5 bubbles (30) Very good
2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
From
$234
Per Night
View Details
Suitability
  • Pets allowed
  • Smoking allowed
  • Kid friendly
  • ?
  • ?
  • ?
1 / 14
4.5 of 5 bubbles (18) Very good
2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
From
$230
Per Night
View Details
Suitability
  • Pets allowed
  • Smoking allowed
  • Kid friendly
  • ?
  • ?
  • ?
1 / 18
4.5 of 5 bubbles (15) Very good
2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
From
$300
Per Night
View Details
Suitability
  • Pets allowed
  • Smoking allowed
  • Kid friendly
  • ?
  • ?
  • ?
1 / 23
4 of 5 bubbles (26) Very good
3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
From
$350
Per Night
View Details
Suitability
  • Pets allowed
  • Smoking allowed
  • Kid friendly
  • ?
  • ?
  • ?
1 / 15
4 of 5 bubbles (22) Very good
2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
From
$270
Per Night
View Details
Suitability
  • Pets allowed
  • Smoking allowed
  • Kid friendly
  • ?
  • ?
  • ?
1 / 16
4.5 of 5 bubbles (47) Very good
4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
From
$460
Per Night
View Details
Suitability
  • Pets allowed
  • Smoking allowed
  • Kid friendly
  • ?
  • ?
  • ?
1 / 10
4.5 of 5 bubbles (35) Very good
Studio, 1 Bathroom, Sleeps 2 | Quick View
From
$200
Per Night
View Details
Suitability
  • Pets allowed
  • Smoking allowed
  • Kid friendly
  • ?
  • ?
  • ?
1 / 15
4.5 of 5 bubbles (45) Very good
1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
From
$230
Per Night
View Details
Suitability
  • Pets allowed
  • Smoking allowed
  • Kid friendly
  • ?
  • ?
  • ?
1 / 34
4.5 of 5 bubbles (15) Very good
4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
From
$850
Per Night
View Details
Suitability
  • Pets allowed
  • Smoking allowed
  • Kid friendly
  • ?
  • ?
  • ?
Property Summary Rating
4.5 of 5
Very good
31 rated properties
  • Excellent
    23
  • Very good
    8
  • Average
    0
  • Poor
    0
  • Terrible
    0
The safest rental experience online
Rent from verified owners and managers, and read reviews before you book.
Find out what to expect »