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Long Key Vacation Rentals & House Rentals - 36 Rentals Available

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36 Vacation rentals

1 / 25

Layton House

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

$400.00

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from $400.00 / night

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Your search has been expanded 18.9 miles to include more rentals

(23)

1 / 42

Conch Key Cottage - 5.4 miles away

  • 2
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Child friendly

$327.00

Excellent (23 reviews)

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from $327.00 / night

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(13)

1 / 123

Marathon House - 15.2 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
“We have been Lucky enough to get Married at Seabird Key in 2005 & have been going back for our Anniversary ever since. It is truly amazing place away from everything . It is very well kept outside & Inside .very clean. It is beautiful & worth every...”
- Review left on 03/18/2016

$1,472.00

Excellent (13 reviews)

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from $1,472.00 / night

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(13)

1 / 17

Marathon House - 17.8 miles away

  • 3
  • 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The house and lush landscaping are beautiful! We enjoyed the pool so much. The private dock is a great touch even though we don't have a boat. We would recommend this property highly! Quaint restaurants in Marathon have some great food, too! We...”
- Review left on 11/03/2014

$499.00

Excellent (13 reviews)

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from $499.00 / night

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(36)

1 / 36

Marathon House - 14 miles away

  • 2
  • 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“We were looking for a place to get away from the fast pace world. This place was a perfect fit. While the villas could use some updates, we spent most of time at the pool or the private beach. We visit the Keys every year for a quick weekend...”
- Review left on 07/02/2016

$287.00

Very Good (36 reviews)

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from $287.00 / night

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(4)

1 / 52

Marathon House - 13.8 miles away

  • 4
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“This place is absolutely AMAZING! We stayed here with 3 families and we had plenty of room. Everything from the beautifully maintained grounds to the spacious house made this stay amazing! The views of the sunsets from the balcony were outstanding....”
- Review left on 10/01/2016

$974.00

Excellent (4 reviews)

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from $974.00 / night

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1 / 17

Marathon Condo - 18.9 miles away

  • 1
  • 4
  • 30 nights min
  • Child friendly

$153.00

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from $153.00 / night

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(8)

1 / 22

Islamorada House - 17.1 miles away

  • 4
  • 8
  • 30 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

$382.00

Excellent (8 reviews)

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from $382.00 / night

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1 / 25

Islamorada Apartment - 11.1 miles away

  • 1
  • 3
  • 30 nights min
  • Swimming pool
  • Ask about children

$67.00

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from $67.00 / night

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1 / 25

Islamorada Apartment - 11.1 miles away

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$100.00

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from $100.00 / night

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(4)

1 / 23

Islamorada Villa - 14.2 miles away

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

$429.00

Excellent (4 reviews)

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from $429.00 / night

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(2)

1 / 25

Islamorada Apartment - 14.3 miles away

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$134.00

Excellent (2 reviews)

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from $134.00 / night

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1 / 23

Islamorada House - 5.7 miles away

  • 2
  • 5
  • 30 nights min
  • Ask about children

$200.00

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from $200.00 / night

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1 / 27

Matecumbe Key Condo - 14.3 miles away

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$150.00

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from $150.00 / night

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(1)

1 / 25

Matecumbe Key Condo - 14.3 miles away

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$120.00

Excellent (1 reviews)

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from $120.00 / night

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(3)

1 / 20

Islamorada House - 7.8 miles away

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

$144.00

Excellent (3 reviews)

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from $144.00 / night

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(1)

1 / 24

Islamorada Apartment - 14.1 miles away

  • 1
  • 2
  • 30 nights min
  • Swimming pool
  • Ask about children

$70.00

Excellent (1 reviews)

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from $70.00 / night

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1 / 25

Islamorada House - 5.9 miles away

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

$207.00

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from $207.00 / night

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(1)

1 / 24

Islamorada Apartment - 14.1 miles away

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

$94.00

Very Good (1 reviews)

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from $94.00 / night

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(6)

1 / 21

Islamorada Apartment - 15.4 miles away

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$124.00

Excellent (6 reviews)

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from $124.00 / night

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(4)

1 / 24

Islamorada Villa - 14.2 miles away

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

$429.00

Excellent (4 reviews)

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from $429.00 / night

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1 / 25

Matecumbe Key Cottage - 13.2 miles away

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Pet friendly

$543.00

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from $543.00 / night

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(4)

1 / 25

Islamorada House - 14.2 miles away

  • 2
  • 5
  • 30 nights min
  • Swimming pool
  • Ask about children

$107.00

Excellent (4 reviews)

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from $107.00 / night

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(2)

1 / 25

Islamorada Apartment - 14.2 miles away

  • 2
  • 5
  • 30 nights min
  • Swimming pool
  • Ask about children

$110.00

Excellent (2 reviews)

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from $110.00 / night

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(3)

1 / 25

Islamorada Villa - 14.2 miles away

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

$429.00

Excellent (3 reviews)

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from $429.00 / night

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1 / 28

Islamorada Condo - 11.1 miles away

  • 2
  • 5
  • 30 nights min
  • Swimming pool
  • Ask about children

$97.00

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from $97.00 / night

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(2)

1 / 25

Islamorada Apartment - 14.3 miles away

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$134.00

Excellent (2 reviews)

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from $134.00 / night

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(17)

1 / 23

Islamorada Villa - 14.2 miles away

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

$215.00

Excellent (17 reviews)

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from $215.00 / night

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(1)

1 / 25

Islamorada House - 17.1 miles away

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

$292.00

Excellent (1 reviews)

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from $292.00 / night

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(2)

1 / 25

Matecumbe Key Condo - 14.3 miles away

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$155.00

Excellent (2 reviews)

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from $155.00 / night

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1 / 25

Matecumbe Key Condo - 11.1 miles away

  • 2
  • 5
  • 30 nights min
  • Swimming pool
  • Ask about children

$113.00

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from $113.00 / night

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1 / 25

Lower Matecumbe Key Condo - 14.3 miles away

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$144.00

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from $144.00 / night

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1 / 25

Islamorada Apartment - 14.3 miles away

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$124.00

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from $124.00 / night

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1 / 25

Matecumbe Key Condo - 18.8 miles away

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

$300.00

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from $300.00 / night

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1 / 25

Matecumbe Key Condo - 14.3 miles away

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$134.00

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from $134.00 / night

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(70)

1 / 45

Marathon Villa - 9.6 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Peninsular House ? Marathon, Florida We had a great time celebrating our 25th Wedding Anniversary at the Peninsular House ? gives you the feel of what ?old Florida? would be like - away from everyone, but actually just a hop, skip and jump from...”
- Review left on 05/25/2017

$343.00

Excellent (70 reviews)

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from $343.00 / night

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