Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Islamorada Vacation Rentals with Online Payment(81)

81 Results
$1,000 - $1,600
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
(12)
$1,495 - $1,895
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(14)
$1,575 - $2,100
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(12)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(10)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
(9)
$2,500 - $3,000
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
7 night minimum stay
(6)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
7 night minimum stay
(5)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night minimum stay
(20)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(13)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night minimum stay
(12)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(33)
$1,800
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
7 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(10)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(25)
$1,295 - $1,495
per week
7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(11)
$1,295 - $1,495
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(18)
  • 9 BR,
  • 8 BA,
  • 1 HF BA,
  • Sleeps 25
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
1 Review
$1,150 - $1,400
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(14)
$2,750 - $4,500
per week
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
7 night minimum stay
(10)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(5)
$1,500 - $1,645
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(28)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(26)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(10)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 8
(11)
$13,500
per month
28 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
28 night minimum stay
Advertisement
 

Recent Islamorada Reviews

Great place, great time!

5 of 5
This was a wonderful trip! We stayed here last year with our dog and loved the location! The owner answered all my questions prior to my visit. It's off the beaten path and nice and private. We returned to find the same! There is road construction ongoing on the main road and you don't hear anything back here. The condo has everything you need. Very clean and stocked well in the kitchen. We fished from the dock and saw many varieties of fish. Lots of fun. We will hopefully be able to return next year!
  • Submitted: Nov 20, 2014
  • Stayed: Nov 2014

Great getaway spot!

5 of 5
While I went there on a girls weekend, I could easily visualize bringing my whole family. The house was clean and well maintained as well as all the grounds and pool. We spent a lot of time lounging by the immaculate pool with a beautiful view of the water. The pool was super close to the house so if we needed a snack we just ran back. The house is within walking distance to restaurants, or a quick drive (especially this great breakfast joint) or has everything you need to dine in. With easy access to the main road I'd like to go back and explore more of the keys. The owners were super easy to work with, quick to respond and I would defiantly stay there again.
  • Submitted: Oct 8, 2014
  • Stayed: Jun 2014

Anglers Reef Islamorada

5 of 5
Home was great. Good location to all restaurants and shopping, etc. OK access to Atlantic and Bay. Owner was GREAT to work with, especially with last minute rental. Entire complex is beautiful.
  • Submitted: Oct 8, 2014
  • Stayed: Oct 2014