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

Location Type

Even More Filters

Features

Managed By

Clear Filters
Use filters to narrow your search results!
Viewed 74 times in the last 48 hours
Premier Partner
  • 4 BR
  • 4 BA
  • 1 HF BA
  • 3800 sq. ft.
View details for price
House #1155602
1
Viewed 217 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 600 sq. ft.
Excellent! 4.4/5
(84 reviews)
avg/night
House #3592043ha
84
Viewed 84 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1350 sq. ft.
Wonderful! 4.9/5
(54 reviews)
avg/night
Condo #375693ha
54
Viewed 47 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
avg/night
House #1140606
1
Viewed 111 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 750 sq. ft.
Wonderful! 4.8/5
(111 reviews)
avg/night
House #972748ha
111
Viewed 64 times in the last 48 hours
  • 2 BR
  • 2 BA
Excellent! 4.5/5
(12 reviews)
avg/night
Condo #93287
12
Viewed 86 times in the last 48 hours
  • 3 BR
  • 3 BA
Exceptional! 5/5
(15 reviews)
avg/night
Condo #208046ha
15
Viewed 18 times in the last 48 hours
  • 3 BR
  • 2 BA
avg/night
House #4466012ha
Viewed 127 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 1100 sq. ft.
Wonderful! 4.8/5
(72 reviews)
avg/night
Condo #994355ha
72
Viewed 12 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1700 sq. ft.
avg/night
House #1203336
Viewed 12 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1200 sq. ft.
Excellent! 4.6/5
(5 reviews)
avg/night
House #3015070ha
5
Viewed 20 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 650 sq. ft.
Exceptional! 5/5
(9 reviews)
avg/night
Guest House #968938
9
  • 2 BR
  • 2 BA
  • 1260 sq. ft.
View details for price
House #159918ha
4
Viewed 6 times in the last 48 hours
  • 3 BR
  • 3 BA
Excellent! 4.7/5
(59 reviews)
avg/night
House #181343
59
Viewed 88 times in the last 48 hours
  • 2 BR
  • 2 BA
Wonderful! 4.8/5
(38 reviews)
avg/night
Condo #144747
38
Viewed 6 times in the last 48 hours
  • 2 BR
  • 1 BA
Exceptional! 5/5
(17 reviews)
avg/night
Condo #103761
17
Viewed 31 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 350 sq. ft.
Exceptional! 5/5
(17 reviews)
avg/night
Guest House #649536
17
Viewed 18 times in the last 48 hours
Premier Partner
  • 2 BR
  • 1 BA
  • 1 HF BA
avg/night
House #1204632
Viewed 7 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1350 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
Cottage #390412ha
6
Viewed 22 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1 HF BA
avg/night
House #139485
  • 2 BR
  • 2 BA
avg/night
House #1223533
Viewed 10 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1700 sq. ft.
Exceptional! 5/5
(14 reviews)
avg/night
House #394779
14
Premier Partner
  • 2 BR
  • 2 BA
avg/night
House #1206807
  • 3 BR
  • 3 BA
  • 2500 sq. ft.
avg/night
House #4259218ha
Viewed 8 times in the last 48 hours
  • 3 BR
  • 2 BA
avg/night
House #4198579ha
Viewed 6 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1949 sq. ft.
Wonderful! 4.8/5
(20 reviews)
avg/night
House #3836733ha
20
  • 3 BR
  • 2 BA
  • 1200 sq. ft.
avg/night
House #4789561ha
Viewed 16 times in the last 48 hours
  • 4 BR
  • 4 BA
  • 2608 sq. ft.
Exceptional! 5/5
(9 reviews)
avg/night
House #4277951ha
9
  • 3 BR
  • 3 BA
  • 1820 sq. ft.
avg/night
House #4789562ha
  • 3 BR
  • 2 BA
  • 900 sq. ft.
avg/night
House #738408
1
  • 3 BR
  • 2 BA
avg/night
House #878707
Viewed 7 times in the last 48 hours
  • 3 BR
  • 2 BA
avg/night
House #729348
1
  • 4 BR
  • 4 BA
  • 1 HF BA
  • 3800 sq. ft.
avg/night
House #1094218
  • 3 BR
  • 2 BA
avg/night
House #1069969
  • 2 BR
  • 2 BA
avg/night
Condo #4299087ha
  • 4 BR
  • 3 BA
Wonderful! 4.9/5
(7 reviews)
View details for price
House #660846
7
  • 2 BR
  • 2 BA
  • 1579 sq. ft.
Exceptional! 5/5
(6 reviews)
View details for price
House #513299
6
Viewed 75 times in the last 48 hours
  • 5 BR
  • 4 BA
Exceptional! 5/5
(32 reviews)
avg/night
House #264164
32
 

Recent Midtown Reviews

Great Getaway!

5 of 5
This condo was great! It was well decorated and had a "wow" factor when you walked in with nice high ceilings and fantastic balcony for coffee in the morning while watching the sunrise. The unit had everything we needed and more to include boogie boards, beach totes and beach chairs. The complex has a very nice pool and it's own small beach area for sun tanning. Attractions like Mallory Square and Duvall Street were just over a mile away. Thomas was fantastic throughout the process of renting the condo. He kept us informed of every detail regarding our stay and replied promptly to any questions that we had. We would definitely recommend this condo to anyone staying in Key West and would absolutely stay here again!
  • Submitted: Dec 24, 2017
  • Stayed: Dec 2017

Couldn't Have Been Happier!!

5 of 5
This rental was exactly as described and perfect for our vacation. Tim was an amazing host. The rental was exceptionally clean, quiet and cozy. 5 minute walk to Smathers beach and about a 15 minute walk to SALUTE restaurant. I would highly recommend and will definitely be renting again upon our next visit. Thank you Tim for everything that you did to make our stay memorable and enjoyable.
  • Submitted: Dec 20, 2017
  • Stayed: Dec 2017