Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled Family icon
Cancel Clear Filters Apply Filters
More Filters

Price Per Night

$ $

Bedrooms

Bathrooms

Booking Options

Property type

Safety & accessibility

House rules

Features & amenities

Properties good for

Location

Nearby activities

Clear Filters
Use filters to narrow your search results!
Viewed 190 times in the last 48 hours
  • 2 BR Condo
  • 1 BA
  • 674 sq ft
avg/night
1
Viewed 214 times in the last 48 hours
  • 2 BR Cottage
  • 2 BA
  • 1 HF BA
  • 835 sq ft
avg/night
2
Viewed 123 times in the last 48 hours
  • 2 BR Cottage
  • 2 BA
  • 1 HF BA
  • 835 sq ft
avg/night
2
Viewed 178 times in the last 48 hours
  • 2 BR House
  • 2 BA
  • 1 HF BA
  • 1462 sq ft
avg/night
Premier Partner
3
Viewed 61 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
avg/night
Viewed 229 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
  • 580 sq ft
avg/night
1
Viewed 127 times in the last 48 hours
  • 2 BR House
  • 2 BA
  • 1080 sq ft
Wonderful! 4.9/5
(37 reviews)
$90
avg/night
37
Viewed 312 times in the last 48 hours
  • Studio
  • 1 BA
  • 144 sq ft
Excellent! 4.4/5
(99 reviews)
avg/night
99
Viewed 230 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
  • 138 sq ft
Very Good! 4.1/5
(21 reviews)
avg/night
Premier Partner
21
Viewed 227 times in the last 48 hours
  • 1 BR Studio
  • 1 BA
Excellent! 4.6/5
(15 reviews)
avg/night
15
Viewed 200 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
avg/night
Viewed 131 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
  • 580 sq ft
Wonderful! 4.9/5
(13 reviews)
avg/night
13
Viewed 204 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
  • 127 sq ft
Excellent! 4.3/5
(31 reviews)
avg/night
Premier Partner
31
Viewed 138 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
Excellent! 4.3/5
(51 reviews)
avg/night
Premier Partner
51
Viewed 99 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
Excellent! 4.3/5
(53 reviews)
avg/night
Premier Partner
53
Viewed 128 times in the last 48 hours
  • 2 BR Cottage
  • 2 BA
Wonderful! 4.8/5
(16 reviews)
avg/night
Premier Partner
16
Viewed 38 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
Excellent! 4.5/5
(93 reviews)
avg/night
Premier Partner
93
Viewed 80 times in the last 48 hours
  • 1 BR House
  • 1 BA
  • 1000 sq ft
$97
avg/night
1
Viewed 100 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
  • 193 sq ft
Very Good! 4/5
(72 reviews)
avg/night
Premier Partner
72
Viewed 203 times in the last 48 hours
  • Studio
  • 1 BA
Wonderful! 4.8/5
(43 reviews)
avg/night
43
Viewed 75 times in the last 48 hours
  • 2 BR Cottage
  • 1 BA
avg/night
2
Viewed 98 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
Excellent! 4.5/5
(78 reviews)
avg/night
Premier Partner
78
Viewed 54 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
  • 110 sq ft
Good! 3.9/5
(23 reviews)
avg/night
Premier Partner
23
Viewed 274 times in the last 48 hours
  • 1 BR House
  • 1 BA
Wonderful! 4.8/5
(5 reviews)
$79
avg/night
Premier Partner
5
Viewed 56 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
Excellent! 4.3/5
(63 reviews)
avg/night
Premier Partner
63
Viewed 39 times in the last 48 hours
  • 2 BR Cabin
  • 1 BA
  • 810 sq ft
Excellent! 4.3/5
(38 reviews)
avg/night
Premier Partner
38
Viewed 65 times in the last 48 hours
  • 1 BR House
  • 1 BA
  • 285 sq ft
Excellent! 4.4/5
(69 reviews)
avg/night
Premier Partner
69
Viewed 99 times in the last 48 hours
  • 2 BR House
  • 2 BA
  • 840 sq ft
avg/night
4
Viewed 84 times in the last 48 hours
  • 2 BR House
  • 2 BA
avg/night
Premier Partner
4
Viewed 132 times in the last 48 hours
  • Studio
  • 2 BA
  • 150 sq ft
Excellent! 4.4/5
(21 reviews)
avg/night
21
Viewed 80 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
Very Good! 4.2/5
(31 reviews)
avg/night
Premier Partner
31
Viewed 70 times in the last 48 hours
  • Studio Cottage
  • 1 BA
Excellent! 4.6/5
(14 reviews)
avg/night
Premier Partner
14
Viewed 120 times in the last 48 hours
  • 1 BR Cottage
  • 1 BA
  • 481 sq ft
Excellent! 4.3/5
(21 reviews)
avg/night
21
Viewed 39 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
Very Good! 4.2/5
(63 reviews)
avg/night
Premier Partner
63
Viewed 90 times in the last 48 hours
  • 2 BR Condo
  • 1 BA
Excellent! 4.6/5
(25 reviews)
avg/night
Premier Partner
25
Viewed 34 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
Excellent! 4.4/5
(83 reviews)
avg/night
Premier Partner
83
Viewed 78 times in the last 48 hours
  • 1 BR House
  • 1 BA
  • 296 sq ft
Very Good! 4.2/5
(66 reviews)
avg/night
Premier Partner
66
Viewed 172 times in the last 48 hours
  • 1 BR Cottage
  • 1 BA
  • 500 sq ft
Excellent! 4.5/5
(13 reviews)
avg/night
Premier Partner
13
Viewed 69 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
Excellent! 4.3/5
(46 reviews)
avg/night
Premier Partner
46
Viewed 98 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
Excellent! 4.5/5
(33 reviews)
avg/night
Premier Partner
33
Viewed 60 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
  • 500 sq ft
Wonderful! 4.8/5
(84 reviews)
avg/night
Premier Partner
84
Viewed 35 times in the last 48 hours
  • 2 BR House
  • 1 BA
  • 1 HF BA
avg/night
Viewed 30 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
Excellent! 4.6/5
(18 reviews)
avg/night
Premier Partner
18
Viewed 54 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
  • 650 sq ft
Wonderful! 4.9/5
(51 reviews)
avg/night
Premier Partner
51
Viewed 12 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
avg/night
Viewed 44 times in the last 48 hours
  • 1 BR House
  • 1 BA
  • 619 sq ft
Wonderful! 4.8/5
(34 reviews)
avg/night
Premier Partner
34
Viewed 14 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
avg/night
Viewed 38 times in the last 48 hours
  • 1 BR Studio
  • 1 BA
  • 120 sq ft
Excellent! 4.6/5
(19 reviews)
avg/night
19
Viewed 39 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
avg/night
Premier Partner
1
Viewed 53 times in the last 48 hours
  • 2 BR Condo
  • 1 BA
  • 680 sq ft
Excellent! 4.5/5
(13 reviews)
avg/night
13
 

Recent Old Town Reviews

This is our 8th time in Island Escape and we have already booked for 2019. We couldn't ask for more.

5 of 5
We have been coming here since 2011 for long term visits. We found Island Escape after many years in Key West and now would not consider any other place to stay. We live on the beautiful deck almost the entire day and only leave for activities or sleep. We look forward to seeing the changes that Jean and Lowell make every year when we come down. We feel comfortable in our "Home Away from Home" and feel sad when we have to go home. See you in 2019!
  • Submitted: Apr 14, 2018
  • Stayed: Jan 2018

Perfect spot in Key West!

5 of 5
This place is so great. It has a living room area, a bedroom/kitchen area and 2 bathrooms! It is tight but was plenty big enough for my husband and I on our honeymoon. The bathrooms are small and the showers really hit everything in the bathroom but since we had 2 we took everything out of one and it was just the shower room!! :) The bed was sooo comfortable and there's a nice TV to watch in bed. You are so close to Duval Street! We rented mopeds for the week and we had so much fun exploring the city but were really never too far from our place to run back home really quick to change or grab something. Not a big enough kitchen to really cook nicely in but we ate out every meal because we were so close to so many great places!! (Don't worry, that was our plan.) Oh and the enormous back porch with so much space, you can have privacy even if there are other people outside.
  • Submitted: Mar 22, 2018
  • Stayed: Mar 2018