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Islamorada 2-bedroom Vacation Rentals, House Rentals & More - 33 Rentals Available.

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33 Vacation rentals

Filters applied: 2 Bedrooms

(1)

1 / 27

Islamorada Townhouse

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

$204

Excellent (1 reviews)

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from $204 / night

1 / 17

Islamorada Townhouse

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

from $200 / night

1 / 18

Islamorada House

  • 2
  • 4
  • 7 nights min
  • Child friendly
  • Air conditioning

from $236 / night

1 / 23

Islamorada Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children

from $80 / night

1 / 23

Islamorada House

  • 2
  • 5
  • Min stay varies
  • Swimming pool
  • Ask about children

from $82 / night

1 / 23

Islamorada Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children

from $107 / night

1 / 25

Islamorada Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children

from $100 / night

(8)

1 / 25

Islamorada Apartment

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children

$225

Excellent (8 reviews)

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from $225 / night

1 / 17

Islamorada Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children

from $147 / night

1 / 24

Islamorada House

  • 2
  • 5
  • Min stay varies
  • Ask about children

from $134 / night

(1)

1 / 25

Islamorada Apartment

  • 2
  • 5
  • Min stay varies
  • Swimming pool
  • Ask about children

$80

Excellent (1 reviews)

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from $80 / night

1 / 25

Islamorada Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children

from $107 / night

(2)

1 / 16

Islamorada Villa

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

$358

Excellent (2 reviews)

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from $358 / night

1 / 25

Islamorada Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children

from $67 / night

1 / 16

Islamorada Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children

from $74 / night

(1)

1 / 23

Islamorada House

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

$117

Excellent (1 reviews)

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from $117 / night

1 / 25

Islamorada Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children

from $100 / night

(3)

1 / 30

Islamorada Villa

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

$358

Excellent (3 reviews)

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from $358 / night

1 / 25

Islamorada Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children

from $80 / night

(4)

1 / 27

Islamorada Villa

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

$358

Excellent (4 reviews)

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from $358 / night

(1)

1 / 14

Islamorada Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children

$74

Excellent (1 reviews)

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from $74 / night

(3)

1 / 33

Islamorada House

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We enjoy coming back, weather just great. Just so relaxing. Chiki bar, pool, private dock all a plus. Est place to vacation...”
- Review left on 10/17/2016

$457

Excellent (3 reviews)

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from $457 / night

(9)

1 / 14

Islamorada House

  • 3
  • 8
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Had a great time. Beautiful house. Very convenient to everything. We highly recommend this property...”
- Review left on 08/05/2016

$395

Excellent (9 reviews)

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from $395 / night

(10)

1 / 29

Islamorada House

  • 3
  • 6
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Ask about children
“Not more I can say except we all had a great time and thanks to the hosts and location this was an amazing celebration! Definately recommend...”
- Review left on 06/23/2016

$290

Excellent (10 reviews)

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from $290 / night

(8)

1 / 10

Islamorada House

  • 3
  • 6
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“What a lovely place. Immaculately clean and beautifully appointed. Everything as advertised and the pool and hot tub are beautiful. Nicely situated in Lower Metacumbe. The private beach was a gorgeous addition. We had a wonderful time and Capt....”
- Review left on 03/24/2016

$400

Excellent (8 reviews)

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from $400 / night

(7)

1 / 14

Islamorada House

  • 3
  • 10
  • 30 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“This is a beautiful home exactly as description provides. My family had a great visit...nothing compares to watching the sunset on the beach (a 3 minute walk from house) and seeing all kinds of wildlife including manatees in the canal out back. House...”
- Review left on 04/04/2017

$255

Very Good (7 reviews)

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from $255 / night

1 / 16

Islamorada House

  • 3
  • 6
  • 30 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $572 / night

(1)

1 / 25

Islamorada House

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

$150

Excellent (1 reviews)

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from $150 / night

(2)

1 / 14

Islamorada House

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

$217

Excellent (2 reviews)

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from $217 / night

1 / 25

Islamorada House

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

from $199 / night

(2)

1 / 26

Islamorada House

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

$175

Average (2 reviews)

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from $175 / night

1 / 14

Islamorada House

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

from $167 / night

1 / 24

Islamorada House

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

from $217 / night

Your search has been expanded 3.4 miles to include more rentals

(6)

1 / 9

Tavernier Townhouse - 0.3 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“We thoroughly enjoyed our stay at Dave's rental in Futura Yacht Club. The best part was how convenient everything was! The boat slip was right in front of our unit, the tennis courts directly behind it, grills out on the beach which was a short walk...”
- Review left on 08/09/2015

$171

Very Good (6 reviews)

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from $171 / night

1 / 21

Tavernier House - 1.5 miles away

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

from $127 / night

(13)

1 / 17

Tavernier House - 1.7 miles away

  • 4
  • 12
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Comfortable home in a super-quiet neighborhood. Easily accommodated 8 adults. Plenty of room at the dining table for dining, cards, and games. Generous kitchen allowed milling about and food prep participation. Good beds and pillows; good bathrooms....”
- Review left on 02/07/2017

$300

Excellent (13 reviews)

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from $300 / night

(1)

1 / 27

Tavernier House - 1.7 miles away

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

$299

Very Good (1 reviews)

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from $299 / night

(19)

1 / 14

Tavernier Condo - 3 miles away

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Condo is quiet and private, large balcony and view was spectacular. Clean and well stocked. Plenty of room for 5. Owner easily available by text or email, Would highly recc for others”
- Review left on 08/15/2016

$129

Excellent (19 reviews)

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from $129 / night

(1)

1 / 25

Tavernier House - 3.2 miles away

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

$217

Excellent (1 reviews)

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from $217 / night

(2)

1 / 25

Tavernier House - 3.4 miles away

  • 3
  • 9
  • 30 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“We had a wonderful time in this home. The owner was so helpful and friendly. There was plenty of room for all of us to spread out and enjoy ourselves. Being on the water was a huge plus especially since one of our group brought his motor boat. We...”
- Review left on 02/23/2016

$317

Excellent (2 reviews)

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from $317 / night