39 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Islamorada Pet Friendly Vacation Rentals with Online Payment(39)

39 Results
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
7 night min stay
(15)
$883 - $1,250
per night
1 - 30 night min stay
  • 4 BR,
  • 5 BA,
  • Sleeps 10
1 - 30 night min stay
(11)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
(12)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(13)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(11)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(18)
$2,000 - $3,000
per week
7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
$332 - $700
per night
2 - 28 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
2 - 28 night min stay
(3)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
(11)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(27)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(4)
$450 - $500
per night
5 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
5 - 7 night min stay
$2,500 - $4,000
per month
60 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
60 night min stay
2 Reviews
$3,500
per week
7 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
7 night min stay
(9)
$175 - $250
per night
4 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
4 night min stay
1 Review
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night min stay
(8)
$300
per night
3 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 night min stay
1 Review
$2,750 - $5,500
per week
7 night min stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
7 night min stay
(11)
$1,800 - $3,000
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
7 night min stay
(6)
$5,500
per month
28 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 night min stay
1 Review
$2,800 - $3,200
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
7 night min stay
(5)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(4)
$2,000
per week
7 night min stay
  • 2 BR,
  • Sleeps 6
7 night min stay
1 Review
  • 8 BR,
  • 5 BA,
  • Sleeps 24
2 Reviews
  • 4 BR,
  • 2 BA,
  • Sleeps 8
28 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 8
27 night min stay
$4,500
per month
30 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
30 night min stay
1 Review
12 more choices from the HomeAway Network
  • 4 BR,
  • 4 BA,
  • Sleeps 9
29 night min stay
(12)
$1,000 - $1,500
per week
7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night min stay
(9)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
5 - 7 night min stay
(3)
 View map Map
Advertisement
 

Recent Islamorada Reviews

Beautiful and clean

5 of 5
Grounds very well maintained. Manager customer service was excellent!! Great place to unwind. My husband and I enjoyed relaxing and reading on the patio and the kids loved the pool. Location to many attractions and things to do. Perfect vacation spot
  • Submitted: Apr 14, 2015
  • Stayed: Apr 2015

AMAZING!

5 of 5
From the expansive vistas to the Peacocks, this place overflowed with charm. Clean and compact, the inside spaces were comfortable and inviting. The large sandy outside space, with cooling palm trees and plenty of places to lounge around, made you reluctant to go inside. This place is NOT the Hilton or some cookie cutter resort. It is a slice of the real Florida Keys. A place where you can recharge or engage in romance. If you are looking for a once in a lifetime experience filled with lasting memories, book some time at this place. Angel and Jorge are incredible hosts. They went way beyond the norm to ensure that our stay was both hassle free and memorable! Peacock Cottages are unique and you will not be disappointed. Its a little bit of Paradise, and it won’t disappoint you!
  • Submitted: Apr 7, 2015
  • Stayed: Mar 2015

A Great time was had by all!

4 of 5
A very nice home on a canal, great neighborhood and beautiful private beach made for a wonderful month's stay. The house was very clean, nicely decorated and pet friendly. The owners were very accommodating and made us feel right at home.
  • Submitted: Mar 10, 2014
  • Stayed: Feb 2014