81 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Islamorada Condo Rentals(81)

81 Results
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night min stay
(14)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
(11)
$825 - $1,250
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(14)
$1,095 - $1,395
per week
7 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
(8)
$107 - $200
per night
6 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
6 - 7 night min stay
(5)
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 8
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(5)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
30 night min stay
$2,800
per week
7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
1 Review
$1,099 - $1,499
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night min stay
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
(17)
$1,600 - $2,000
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(3)
$1,095 - $1,395
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
1 Review
$100 - $129
per night
5 - 28 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
5 - 28 night min stay
(13)
$200 - $243
per night
2 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 night min stay
1 Review
$950 - $1,100
per week
7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 night min stay
1 Review
$99 - $121
per night
5 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night min stay
$693 - $1,225
per week
7 - 28 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
7 - 28 night min stay
(3)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
(4)
$2,000
per month
30 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
30 night min stay
(6)
$800 - $950
per week
7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
1 Review
  • 2 BR,
  • 3 BA,
  • Sleeps 11
30 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
28 night min stay
$3,000
per week
7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night min stay
54 more choices from the HomeAway Network
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
(14)
$2,200 - $3,200
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(7)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(6)
 View map Map
Advertisement
 

Recent Islamorada Reviews

Relaxation!!!

5 of 5
Had the pleasure of staying at this condo for 8 nights - wish it could have been more! The condo itself has everything needed for a very comfortable stay and we really enjoyed some quiet time sitting on the parkside patio watching the squirrels play and enjoying the sunshine. Everything is so well maintained and the sunset views are breathtaking. Julian was also very quick to respond to any questions we had and for us Canadians who may not possess a “Winn Dixie” customer reward card for groceries, this is thoughtfully provided with your keys and saved us over $40USD on our groceries. Looking forward to our next stay and it will be for more than 8 nights as there is still so much to see and do in the area!
  • Submitted: Mar 20, 2015
  • Stayed: Nov 2014

Wonderful Stay in the Keys!

5 of 5
Very nice condo that has updated bathrooms and kitchen! Close to everything...very nice pool and area at the waters edge! Could see the water and spectacular sunsets from the condo balcony! We met Pete when he stopped by to drop something off. Wonderful person, easy to work with and wonderful condo lead to an awesome stay in the Keys! You won't be sorry to rent this condo! THANKS, PETE!
  • Submitted: Mar 3, 2015
  • Stayed: Feb 2015

Beautiful + comfortable = PARADIZE!

5 of 5
The place was beautifully decorated and in excellent condition. From the patio you had an excellent ocean view that was a short walk to a small beach. My teens has a blast and enjoyed the amenities. I was pleasantly surprised by the spaciousness of the place. There were enough bedrooms and bathrooms to accommodate us without feeling crowded. We felt right at home. There are also plenty of restaurant around. To me it was the perfect combination of comfort, safety and fun. I can't wait to come back!
  • Submitted: Feb 23, 2015
  • Stayed: Sep 2014