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Islamorada Beach Vacation Rentals, House Rentals & More - 7 Rentals Available.

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7 Vacation rentals

Filters applied: Beach

1 / 17

Islamorada Townhouse

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

from $200 / night

(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

(7)

1 / 9

Islamorada House

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
“We had four couples on our summer fishing vacation that we do every year in Islamorada.Couldnt have been better,we had couple days at first to go feed tarpon at Robbies and relax till seas calmed down and we got out in flat waters to fish,we caught...”
- Review left on 05/29/2015

$429

Excellent (7 reviews)

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from $429 / night

(12)

1 / 24

Islamorada House

  • 5
  • 15
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This is the second time we've rented this house and it was better than the first time. Beautiful views and easy access to the bay was exactly what we were looking for. The new ice maker and huge refrigerator were perfect for our large group. Amazing...”
- Review left on 07/11/2016

$714

Very Good (12 reviews)

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from $714 / night

(10)

1 / 29

Islamorada House

  • 3
  • 6
  • 7 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

$457

Excellent (10 reviews)

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from $457 / 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

(5)

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

$256

Excellent (5 reviews)

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from $256 / night

Your search has been expanded 28.8 miles to include more rentals

(13)

1 / 17

Tavernier House - 1 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

(5)

1 / 6

Tavernier House - 2.3 miles away

  • 2
  • 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“My family and I stayed at the upper apartment March 6-12. It was such a wonderful place to stay! The apartment was perfect for our family of 5. We loved the outdoor screened in porch, the openness of kitchen and the family room were perfect. We...”
- Review left on 03/20/2017

$127

Excellent (5 reviews)

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from $127 / night

(21)

1 / 24

Tavernier House - 4.1 miles away

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“We were thrilled from the point of arrival till the time we left! The property was immaculate and had kayaks, paddle boats for our use during our stay! Everything was well kept, and we loved the tiki bar on the deck area. Raul was pleasant from the...”
- Review left on 08/16/2016

$450

Excellent (21 reviews)

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from $450 / night

(2)

1 / 16

Tavernier Condo - 4.4 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“My family and I had a fabulous time. Enjoyed all the perks available. Close to a local shopping center which has everything you may need. We will be back...”
- Review left on 12/02/2016

$175

Excellent (2 reviews)

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from $175 / night

(1)

1 / 20

Tavernier Apartment - 5.1 miles away

  • 3
  • 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“Futura Yacht Club was great- our condo was 2 bedroom. The condo is older but I was pleased with how clean it was, The pool area was very new and renovated- club area - nice! People were friendly- we enjoyed dinner at picnic tables ocean side-...”
- Review left on 04/09/2015

$161

Excellent (1 reviews)

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from $161 / night

1 / 23

Key Largo House - 6.5 miles away

  • 4
  • 10
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

$283

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from $283 / night

(16)

1 / 15

Key Largo House - 9.8 miles away

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Great place for family who like boating, fishing, diving, snorkeling and have fun in the beautiful reef at John Penny Camp State under water park. I recommended to everyone I know. This place is awesome!! I am a HAPPY Camper...”
- Review left on 08/23/2016

$350

Very Good (16 reviews)

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from $350 / night

(3)

1 / 16

Key Largo Apartment - 9.8 miles away

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“We were in the Tower unit 212 at the Kawama Yacht Club. Norman Wartman met us and gave a tour of the facilities. Norman was very helpful and kept us in stitches with his barrage of jokes. The condo was in very good condition and the kitchen was...”
- Review left on 11/29/2016

$250

Excellent (3 reviews)

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from $250 / night

(25)

1 / 16

Key Largo Villa - 9.8 miles away

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

$300

Very Good (25 reviews)

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from $300 / night

1 / 24

Key Largo Condo - 9.9 miles away

  • 2
  • 8
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly

$147

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from $147 / night

1 / 17

Key Largo Condo - 9.9 miles away

  • 2
  • 6
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

from $94 / night

(2)

1 / 17

Key Largo Townhouse - 10 miles away

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

$250

Excellent (2 reviews)

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from $250 / night

(3)

1 / 17

Key Largo Townhouse - 10 miles away

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

$250

Average (3 reviews)

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from $250 / night

(23)

1 / 32

Key Largo Condo - 10.1 miles away

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

$250

Very Good (23 reviews)

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from $250 / night

(44)

1 / 12

Key Largo Cottage - 10.6 miles away

  • 2
  • 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“we were very pleased with our stay at Alamar. We actually were the only ones on the property that weekend. It was quiet and very tranquil. I recommend this hidden little gem. We brought our two dogs and on Saturday rode down to the Islandmorada Fish...”
- Review left on 10/12/2016

$200

Very Good (44 reviews)

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from $200 / night

(9)

1 / 16

Key Largo Villa - 10.6 miles away

  • 2
  • 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“The Condo was very spacious, clean and very well presented. With a family, we appreciated the room and comfy beds! The washer and dryer were an added bonus. We liked the location and really enjoyed our stay. We wish it was longer and would love...”
- Review left on 12/06/2016

$175

Excellent (9 reviews)

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from $175 / night

(17)

1 / 15

Key Largo House - 10.6 miles away

  • 4
  • 10
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“We stayed for five days. Two families with five small children. The house was perfect! There are toddler beds tucked into 2 large walk in closets. There were two cribs and a high chair. They even had baby spoons! There is an adorable pirate ship...”
- Review left on 03/03/2016

$450

Very Good (17 reviews)

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from $450 / night

(1)

1 / 49

Key Largo Cottage - 10.6 miles away

  • 2
  • 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“After reading other reviews, we knew we were not going into a Hilton, and that was why we chose the Key Lime Sailing Club! We are not sailors, but we do love the outdoors. Having the canoes, kayaks, stand up paddle boards, bikes, fishing and...”
- Review left on 05/02/2015

$225

Very Good (1 reviews)

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from $225 / night

(17)

1 / 42

Key Largo Cottage - 12.9 miles away

  • 1
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
“Our family of 4 stayed here over Thanksgiving week and had the best time. Penny is very organized and everything was perfect, love the ambiance. We love the old Florida feel and the tiki hut is the best. Our teenage boys had a fantastic time swimming...”
- Review left on 04/14/2016

$100

Excellent (17 reviews)

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from $100 / night

(1)

1 / 34

Key Largo House - 13.2 miles away

  • 4
  • 14
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Thank you for letting us use your home for our family vacation. We enjoyed every part of it. Used the kayaks several times, used the pool 24/7 and really enjoyed the out doors. We brought our boat and we managed to get in and out of the narrow canal...”
- Review left on 07/20/2015

$200

Excellent (1 reviews)

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from $200 / night

(1)

1 / 16

Long Key Condo - 13.7 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“The house was so nice, everything you could possible need. The view from the lanai is superb, Bobbie was a great owner, would answer your call for anything. The complex is quiet, and the people are friendly. What an amazing vacation...”
- Review left on 11/11/2016

$186

Excellent (1 reviews)

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from $186 / night

(10)

1 / 48

Key Largo House - 15.1 miles away

  • 6
  • 16
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“Shadow Point is Old Florida charm with modern comforts. The houses are brimming with history, art and personality. And yet there is everything you might want ? a great kitchen that is well stocked, good air conditioning, comfortable beds and plenty...”
- Review left on 09/18/2016

$1086

Excellent (10 reviews)

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from $1086 / night

(11)

1 / 60

Key Largo Condo - 15.6 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We loved your place. It is so nicely decorated, furnished with everything we could have needed and so very clean! I loved being able to walk to the water and fish from the pier. It was hard to decide whether to go in the pool, ocean or ping pong...”
- Review left on 02/08/2017

$128

Excellent (11 reviews)

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from $128 / night

(1)

1 / 15

Key Largo Condo - 15.6 miles away

  • 2
  • 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We really enjoyed our stay at your beautiful property. The condo had everything we needed, from comfortable beds to a well-equipped kitchen. We especially enjoyed the view, fishing off the dock, barbequing and being able to walk to many great...”
- Review left on 12/11/2016

$145

Excellent (1 reviews)

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from $145 / night

(7)

1 / 22

Key Largo House - 17 miles away

  • 3
  • 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“By far the best spot in the Keys. Amazing views, breathtaking sunsets, and most importantly a place that feels like home. We love it so much 2016 will be our forth year. The home is imaculate from the wonderful bedding to the very well stocked...”
- Review left on 05/30/2016

$350

Very Good (7 reviews)

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from $350 / night

(5)

1 / 14

Key Largo Townhouse - 17.2 miles away

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“Condo was great, slept 9 quite easily -- 3 queen beds for the adults, futons for the teenagers -- pool table was a big hit. Nice views, quiet surroundings, great pool and hot tub. Close to lots of things to do, but nice to be able to retreat to a...”
- Review left on 01/05/2017

$214

Very Good (5 reviews)

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from $214 / night

(1)

1 / 27

Key Largo House - 17.3 miles away

  • 3
  • 8
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$160

Excellent (1 reviews)

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from $160 / night

(11)

1 / 16

Key Largo House - 19.6 miles away

  • 1
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“South Florida is well known for packing lots of people into a small space...and this location is no different. HOWEVER, this is a very comfortable spot, with an amazing back patio on the bay that serves as an outdoor room (breakfast outside is a must...”
- Review left on 08/02/2016

$143

Excellent (11 reviews)

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from $143 / night

(9)

1 / 19

Conch Key Cottage - 24.7 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$175

Excellent (9 reviews)

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from $175 / night

(15)

1 / 11

Conch Key Cottage - 24.7 miles away

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Child friendly

$150

Excellent (15 reviews)

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from $150 / night

1 / 24

Duck Key Villa - 26.5 miles away

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

from $535 / night

(3)

1 / 31

Marathon House - 28.6 miles away

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Stayed with my family of 5. Plenty of room, great spot. Would recommend. Check pics, they are true to the rental...”
- Review left on 03/18/2017

$427

Very Good (3 reviews)

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from $427 / night

(12)

1 / 30

Marathon House - 28.8 miles away

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This house had everything we needed. There are 2 King bedrooms and a twin bedroom on 2nd floor. We would have liked a tv in the twin room but there was no cable in ther. Down stairs ther was a king suite with jacuzzi tub and across from that room was...”
- Review left on 05/02/2016

$470

Very Good (12 reviews)

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from $470 / night