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.

Rentals for Seniors in Key West, FL

Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
loading...
Sort by
From
$199
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
10 photos Details
Reviews (4) Make Inquiry
From
$298
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
9 photos Details
Reviews (12) Make Inquiry
From
$228
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
13 photos Details
Reviews (5) Make Inquiry
Also consider
Hemmingway's Retreat
3 Bedrooms, sleeps 8
$375 / night
Key West Fully Equiped 2 br, 2ba
2 Bedrooms, sleeps 6
$250 - $350 / night
Foundry Condo 2BR/2.5BA Truman Annex Old Town KW
2 Bedrooms, sleeps 6
$1,400 - $2,750 / week
Paradise Found
2 Bedrooms, sleeps 6
$265 - $550 / night
From
$185
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
12 photos Details
Reviews (2) Make Inquiry
From
$225
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
14 photos Details
Reviews (10) Make Inquiry
From
$228
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 6
Bookings
10 photos Details
Reviews (3) Make Inquiry
From
$138
Per Night
Studio, 1 Bathroom, Sleeps 2
9 photos Details
Reviews (26) Make Inquiry
From
$358
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
12 photos Details
Reviews (18) Make Inquiry
Get the List
From
$189
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
9 photos Details
Reviews (9) Make Inquiry
From
$378
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
21 photos Details
Reviews (6) Make Inquiry
From
$258
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
20 photos Details
Reviews (34) Make Inquiry
From
$158
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
14 photos Details
Reviews (34) Make Inquiry
From
$268
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
Reviews (20) Make Inquiry
From
$7,000
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
Reviews (1) Make Inquiry
From
$368
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
Reviews (8) Make Inquiry
From
$228
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
14 photos Details
Reviews (20) Make Inquiry
From
$248
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
9 photos Details
Reviews (8) Make Inquiry
From
$178
Per Night
Studio, 1 Bathroom, Sleeps 2
13 photos Details
Reviews (35) Make Inquiry
From
$178
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
9 photos Details
Reviews (28) Make Inquiry
From
$338
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
16 photos Details
Reviews (41) Make Inquiry
From
$138
Per Night
Studio, 1 Bathroom, Sleeps 2
Booking
13 photos Details
Reviews (30) Make Inquiry
From
$285
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
25 photos Details
Reviews (25) Make Inquiry
From
$258
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
23 photos Details
Reviews (15) Make Inquiry
From
$188
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
15 photos Details
Reviews (20) Make Inquiry
From
$258
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 7
23 photos Details
Reviews (16) Make Inquiry
From
$178
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
15 photos Details
Reviews (20) Make Inquiry
From
$258
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
18 photos Details
Reviews (7) Make Inquiry
From
$178
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
13 photos Details
Reviews (46) Make Inquiry
From
$138
Per Night
Studio, 1 Bathroom, Sleeps 2
Booking
12 photos Details
Reviews (29) Make Inquiry
From
$208
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
15 photos Details
Reviews (19) Make Inquiry
From
$268
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
Reviews (20) Make Inquiry
From
$268
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
28 photos Details
Reviews (22) Make Inquiry
From
$4,500
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (8) Make Inquiry
From
$6,500
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
Reviews (2) Make Inquiry
From
$198
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
23 photos Details
Reviews (27) Make Inquiry
From
$408
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 8
29 photos Details
Reviews (49) Make Inquiry
From
$178
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
19 photos Details
Reviews (10) Make Inquiry
From
$178
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
9 photos Details
Reviews (28) Make Inquiry
From
$208
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details
Reviews (35) Make Inquiry
From
$268
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
23 photos Details
Reviews (14) Make Inquiry
Go to map view
Book Online(74)
Use filters to find the best results!

Suitability

  • Wheelchair access (19)
  • Elder access (107)
  • Suitable for children (52)
  • Pet friendly (54)
  • Smoking allowed (1)

Amenities

  • Air Conditioning (97)
  • Internet (97)
  • Other outdoor space (95)
  • All pools (77)
  • Grill (72)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List

More Beach destinations:

More Family destinations:

Filter search results by:
Book Online(74)

Suitability

  • Wheelchair access (19)
  • Elder access (107)
  • Suitable for children (52)
  • Pet friendly (54)
  • Smoking allowed (1)

Amenities

  • Air Conditioning (97)
  • Internet (97)
  • Other outdoor space (95)
  • All pools (77)
  • Grill (72)
  • View all amenities