Search 105,200+ Vacation Rentals

Islamorada Pet-Friendly Vacation Rentals, House Rentals & More - 28 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

28 Vacation rentals

Filters applied: Pet Friendly

(19)

1 / 27

Islamorada House

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 10 minutes

“This house is the best!!!!! We had two familys staying and was perfect. The separate living quarters made our trip very enjoyable and very roomy. The house upstairs is remarkable and very up to date as well as downstairs. The back yard is your own...”
- Review left on 08/09/2016

$429.00

Excellent (19 reviews)

Book

from $429.00 / night

(3)

1 / 25

Islamorada Villa

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

$393.00

Excellent (3 reviews)

Inquire

from $393.00 / night

(1)

1 / 24

Islamorada House

  • 4
  • 10
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$262.00

Excellent (1 reviews)

Inquire

from $262.00 / night

1 / 20

Islamorada House

  • 2
  • 6
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$100.00

Inquire

from $100.00 / night

(4)

1 / 23

Islamorada Villa

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

$393.00

Excellent (4 reviews)

Inquire

from $393.00 / night

(1)

1 / 26

Islamorada House

  • 3
  • 9
  • 30 nights min
  • Ask about children
  • Pet friendly

$294.00

Excellent (1 reviews)

Inquire

from $294.00 / night

(15)

1 / 23

Islamorada Villa

  • 1
  • 3
  • 7 nights min
  • Ask about children
  • Pet friendly

$180.00

Excellent (15 reviews)

Inquire

from $180.00 / night

(6)

1 / 25

Islamorada House

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Pet friendly

$262.00

Excellent (6 reviews)

Inquire

from $262.00 / night

(2)

1 / 25

Islamorada House

  • 3
  • 8
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$199.00

Excellent (2 reviews)

Inquire

from $199.00 / night

(3)

1 / 26

Islamorada House

  • 3
  • 8
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$184.00

Very Good (3 reviews)

Inquire

from $184.00 / night

1 / 25

Islamorada House

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Pet friendly

$174.00

Inquire

from $174.00 / night

(2)

1 / 22

Islamorada House

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

$123.00

Excellent (2 reviews)

Inquire

from $123.00 / night

Your search has been expanded 15.3 miles to include more rentals

(25)

1 / 30

Key Largo Condo - 11.5 miles away

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“We have been coming to Key Largo for the past three years and by far this was our most enjoyable stay. We are looking forward to returning next year. You could not asked for a better host than Norman. Very accommodating. The location is excellent...”
- Review left on 05/15/2017

$287.00

Very Good (25 reviews)

Book

from $287.00 / night

(3)

1 / 17

Key Largo Townhouse - 11.4 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The location is amazing everything is so close, shopping, nightlife! This our second year coming back every one is so friendly. We loved it. You don't need to go nowhere Norman the owner has everything that you need , kayak,snorkeling gear fishing...”
- Review left on 03/23/2017

$287.00

Very Good (3 reviews)

Book

from $287.00 / night

(4)

1 / 17

Key Largo Townhouse - 11.4 miles away

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.01 mi
  • Swimming pool
“Norm was thorough in the walk through of the property we stayed. Townhouse condo was clean and well stocked. Next to salt water lagoon and pool. All the water toys were made available like snorkels, fins, fishing rods, kayaks and paddleboards. Golf...”
- Review left on 03/25/2017

$287.00

Average (4 reviews)

Book

from $287.00 / night

1 / 6

Tavernier House - 5.5 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

Responds fast! Avg. 1 hour 10 minutes

$100.00

Book

from $100.00 / night

(27)

1 / 16

Key Largo Villa - 11.2 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.01 mi
  • Swimming pool
“This place was awesome-everything included we had paddle boards, Kayaks, golf cart and bicycles. The host Norman couldn't have been more friendly and helpful. I recommend this getaway to anyone and it is pet friendly...”
- Review left on 01/19/2017

$401.00

Very Good (27 reviews)

Book

from $401.00 / night

(3)

1 / 28

Key Largo House - 11.7 miles away

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$250.00

Excellent (3 reviews)

Inquire

from $250.00 / night

(2)

1 / 25

Key Largo Apartment - 11.6 miles away

  • 3
  • 6
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$140.00

Excellent (2 reviews)

Inquire

from $140.00 / night

1 / 26

Key Largo House - 11.9 miles away

  • 4
  • 10
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$292.00

Inquire

from $292.00 / night

1 / 25

Key Largo House - 11.6 miles away

  • 3
  • 6
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$174.00

Inquire

from $174.00 / night

(3)

1 / 24

Tavernier House - 2.3 miles away

  • 4
  • 10
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$317.00

Very Good (3 reviews)

Inquire

from $317.00 / night

(1)

1 / 24

Tavernier House - 15.3 miles away

  • 3
  • 8
  • 30 nights min
  • Ask about children
  • Pet friendly

$160.00

Excellent (1 reviews)

Inquire

from $160.00 / night

1 / 20

Layton Log cabin - 12.4 miles away

  • 5
  • 10
  • 30 nights min
  • Ask about children
  • Pet friendly

$250.00

Inquire

from $250.00 / night

1 / 22

Tavernier Apartment - 3.8 miles away

  • 2
  • 4
  • 60 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$142.00

Inquire

from $142.00 / night

1 / 7

Tavernier Studio - 3.5 miles away

  • -1
  • 4
  • 28 nights min
  • Ask about children
  • Pet friendly

$66.00

Inquire

from $66.00 / night

1 / 25

Tavernier House - 3.9 miles away

  • 4
  • 8
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$333.00

Inquire

from $333.00 / night

1 / 25

Key Largo House - 11.7 miles away

  • 4
  • 10
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$184.00

Inquire

from $184.00 / night