Search 105,200+ Vacation Rentals

Islamorada Pet-Friendly Vacation Rentals, House Rentals & More - 40 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

13 Vacation rentals

Filters applied: Pet Friendly

(3)

1 / 33

Islamorada House

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$461

Excellent (3 reviews)

Inquire

from $461 / night

1 / 17

Islamorada Townhouse

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $202 / night

(12)

1 / 24

Islamorada House

  • 5
  • 15
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$572

Very Good (12 reviews)

Inquire

from $572 / night

(19)

1 / 27

Islamorada House

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$429

Excellent (19 reviews)

Inquire

from $429 / night

(6)

1 / 19

Islamorada Villa

  • 1
  • 3
  • Min stay varies
  • Ask about children
  • Pet friendly

$159

Excellent (6 reviews)

Inquire

from $159 / night

1 / 24

Islamorada House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

from $217 / night

(3)

1 / 30

Islamorada Villa

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Pet friendly

$358

Excellent (3 reviews)

Inquire

from $358 / night

(2)

1 / 14

Islamorada House

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly

$217

Excellent (2 reviews)

Inquire

from $217 / night

1 / 25

Islamorada House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

from $200 / night

(1)

1 / 25

Islamorada House

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly

$134

Excellent (1 reviews)

Inquire

from $134 / night

(2)

1 / 26

Islamorada House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$176

Average (2 reviews)

Inquire

from $176 / night

(4)

1 / 27

Islamorada Villa

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Pet friendly

$358

Excellent (4 reviews)

Inquire

from $358 / night

(1)

1 / 23

Islamorada House

  • 2
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly

$117

Excellent (1 reviews)

Inquire

from $117 / night

Your search has been expanded 46.4 miles to include more rentals

(5)

1 / 9

Tavernier Townhouse - 0.3 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$171

Very Good (5 reviews)

Inquire

from $171 / night

1 / 24

Tavernier House - 1.5 miles away

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly

from $128 / night

(1)

1 / 27

Tavernier House - 1.7 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$300

Very Good (1 reviews)

Inquire

from $300 / night

(2)

1 / 25

Tavernier House - 3.4 miles away

  • 3
  • 9
  • 30 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$317

Excellent (2 reviews)

Inquire

from $317 / night

(21)

1 / 24

Tavernier House - 6.7 miles away

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$451

Excellent (21 reviews)

Inquire

from $451 / night

(2)

1 / 15

Tavernier House - 8.1 miles away

  • 5
  • 10
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$117

Excellent (2 reviews)

Inquire

from $117 / night

1 / 25

Key Largo House - 10.9 miles away

  • 4
  • 10
  • Min stay varies
  • Ask about children
  • Pet friendly

from $152 / night

(14)

1 / 15

Key Largo House - 15.8 miles away

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$351

Very Good (14 reviews)

Inquire

from $351 / night

(15)

1 / 16

Key Largo Villa - 15.8 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$300

Excellent (15 reviews)

Inquire

from $300 / night

(2)

1 / 17

Key Largo Townhouse - 16.2 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$252

Excellent (2 reviews)

Inquire

from $252 / night

(2)

1 / 17

Key Largo Townhouse - 16.2 miles away

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$200

Excellent (2 reviews)

Inquire

from $200 / night

(18)

1 / 32

Key Largo Condo - 16.3 miles away

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$251

Very Good (18 reviews)

Inquire

from $251 / night

(2)

1 / 18

Key Largo Apartment - 16.5 miles away

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$117

Excellent (2 reviews)

Inquire

from $117 / night

1 / 24

Key Largo House - 16.6 miles away

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

from $117 / night

1 / 26

Key Largo House - 16.9 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

from $292 / night

(44)

1 / 12

Key Largo Cottage - 17 miles away

  • 2
  • 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$176

Very Good (44 reviews)

Book

from $176 / night

(2)

1 / 18

Key Largo House - 21.1 miles away

  • 3
  • 6
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$142

Excellent (2 reviews)

Inquire

from $142 / night

(7)

1 / 9

Long Key House - 22.3 miles away

  • 3
  • 6
  • 127 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$400

Excellent (7 reviews)

Inquire

from $400 / night

(1)

1 / 23

Long Key House - 22.8 miles away

  • 3
  • 7
  • Min stay varies
  • Ask about children
  • Pet friendly

$185

Excellent (1 reviews)

Inquire

from $185 / night

1 / 9

Long Key House - 22.8 miles away

  • 5
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $360 / night

(8)

1 / 48

Key Largo House - 24.2 miles away

  • 6
  • 16
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$1087

Excellent (8 reviews)

Inquire

from $1087 / night

(6)

1 / 22

Key Largo House - 27.3 miles away

  • 3
  • 9
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$326

Excellent (6 reviews)

Inquire

from $326 / night

1 / 15

Key Largo House - 27.7 miles away

  • 4
  • 8
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $185 / night

1 / 27

Key Largo House - 27.8 miles away

  • 3
  • 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $353 / night

(2)

1 / 9

Long Key House - 34.8 miles away

  • 2
  • 5
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

from $44 / night

(10)

1 / 15

Marathon House - 46.4 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$257

Excellent (10 reviews)

Inquire

from $257 / night

(14)

1 / 17

Marathon Villa - 46.4 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$257

Excellent (14 reviews)

Inquire

from $257 / night