304 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Boats
Condos
Cottages
Estates
Homes
Studios
Townhomes
Villas
Yachts
Barns
Bungalows
Cabins
Castles
Chalets
Farmhouses
Hotels
Lodges

Booking Options

Location Type

Even More Filters

Features

Managed By

304 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Florida Keys Downtown Vacation Rentals(304)

304 Results
$1,300 - $1,950
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(32)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night minimum stay
(32)
  • 2 BR,
  • 3 BA,
  • Sleeps 6
3 - 6 night minimum stay
(70)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 night minimum stay
(54)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(33)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night minimum stay
(28)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 3 night minimum stay
(33)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night minimum stay
(22)
  • 2 BR,
  • 2 BA,
  • Sleeps 7
1 - 7 night minimum stay
(18)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
6 night minimum stay
(25)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night minimum stay
(13)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 6 night minimum stay
(15)
$4,200 - $7,800
per month
28 - 30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
28 - 30 night minimum stay
(13)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 6 night minimum stay
(34)
$365 - $550
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
3 - 5 night minimum stay
(22)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
4 - 6 night minimum stay
(21)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 - 6 night minimum stay
(28)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
27 night minimum stay
(14)
  • 5 BR,
  • 4 BA,
  • Sleeps 14
3 - 6 night minimum stay
(61)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
28 night minimum stay
(17)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(48)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
27 night minimum stay
(12)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
28 night minimum stay
(9)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 - 6 night minimum stay
(16)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night minimum stay
(28)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
27 night minimum stay
(14)
$750 - $950
per night
3 - 5 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
3 - 5 night minimum stay
(16)
  • 6 BR,
  • 6 BA,
  • Sleeps 14
28 night minimum stay
(8)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
27 night minimum stay
(6)
 

Recent Florida Keys Reviews

Comfy, cute, clean

5 of 5
The Mellow Macaw was just as described. The property was clean and well-maintained. After spending all day out touring Key West it was a wonderful place to come back to. We loved the patio and the cat Shoes was amusing. The manager Clyde was very helpful. I definitely will be back.
  • Submitted: Feb 24, 2015
  • Stayed: Feb 2015

Key West's Best

5 of 5
We had a large family group of three generations stay a week in both units 6 and 7. From the start, Shel and his team were in contact with us prior to arrival and met us at arrival and the next day. We only had one maintenance request concerning the elevator in unit 6 and Shel had a technician on scene right away and the problem was fixed. We had previously stayed at a property in Tybee Island, GA that also had an elevator problem with several promises from the property manager to get someone there. They never showed. Shel and his team are very customer service oriented, which made our stay outstanding. The location of this property with its own docks was great for the fisher people in our group. They rented a boat from the marina nearby and had two great days of fishing. Others were able to walk or bike into Old Key West without problems daily. The sightseers in our group loved the old forts and museums in the area. There is an excellent Thai restaurant a short walk to the corner with amazing fresh sushi and other fare. The pools on site were great for all of the group as well as Higgs beach a short road trip away. There was ample parking for the five vehicles we had with two garages for the smaller ones. The kitchen and dining facilities was excellent for our large fish and other entrees dinner we cooked one night. We used the BBQ grill too. This property is outstanding for large groups and we would definitely stay here again.
  • Submitted: Feb 23, 2015
  • Stayed: Feb 2015

Ringing in 2015 Key West style

5 of 5
What a wonderful home! The best location for walking to all of downtown. This cute townhome was immaculate and beautifully furnished. Impeccable service from Lori made our trip spectacular! We highly recommend this home and this company. 5+ stars for this fantastic house and for Last Key Realty that helped us rent it.
  • Submitted: Feb 22, 2015
  • Stayed: Dec 2014