76 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Islamorada Long Term Vacation Rentals with Online Payment(76)

76 Results
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
7 night min stay
(10)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
7 night min stay
(16)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(18)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night min stay
(14)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
7 night min stay
(14)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(16)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(4)
$26,500 - $45,000
per month
28 - 30 night min stay
  • 4 BR,
  • 5 BA,
  • Sleeps 10
28 - 30 night min stay
(11)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(20)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(38)
$2,500 - $3,000
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
7 night min stay
(9)
$471 - $500
per night
5 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
5 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(26)
  • 9 BR,
  • 8 BA,
  • 1 HF BA,
  • Sleeps 25
7 night min stay
1 Review
$210
per night
3 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night min stay
$332 - $700
per night
2 - 28 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
2 - 28 night min stay
(4)
$2,100 - $2,700
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night min stay
(4)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(27)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
1 - 28 night min stay
(3)
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 8
7 night min stay
(13)
$1,500 - $2,000
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(3)
$1,495 - $1,995
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
7 night min stay
(15)
$3,500
per week
7 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
7 night min stay
(9)
  • 5 BR,
  • 3 BA,
  • Sleeps 10
7 night min stay
(45)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(4)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
28 night min stay
(7)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
30 night min stay
(4)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
7 night min stay
(9)
$2,500 - $3,000
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
7 night min stay
(7)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
7 night min stay
(3)
 View map Map
Advertisement
 

Recent Islamorada Reviews

Pam Springs

5 of 5
Mark was wonderful to work with . This home is beautiful and had everything you could possibly need! We had plenty of room for our 23 foot boat . The pool is wonderful and the kitchen is beautiful . This house has a lot of TV's but we did not feel the need to watch ! The sun sets were more fun .
  • Submitted: May 14, 2015
  • Stayed: May 2015

Wonderful keys home in superb location

5 of 5
We arrived after a hectic few days in Orlando and were thrilled with the location and facilities at this lovely home. Scott has thought of everything in advance and we couldnt have asked for anything more. There was even a kettle for us British tea drinkers! Superb quality fixtures and fittings, with plenty of room and balconies to capture every moment of the day. We kayaked to an amazing sand bar just minutes from the beach and enjoyed keys living at its best.
  • Submitted: May 13, 2015
  • Stayed: Mar 2015

Fun in the sun!

5 of 5
We enjoyed our stay for 3 1/2 months at Executive Bay. The unit had everything we needed and the owner, Perli was a pleasure to work with. The people were very friendly. We were able to keep our boat at a nearby marina and we were close to many activities and restaurants. I would highly recommend this condo. We love the Florida Keys!
  • Submitted: May 11, 2015
  • Stayed: Jan 2015