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Long Key Vacation Rentals & House Rentals - 40 Rentals Available

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40 Vacation rentals

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(18)

Certificate of Excellence

1 / 19

Conch Key Cottage - 5.4 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Child friendly

Certificate of Excellence

$327.00

Excellent (18 reviews)

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from $327.00 / night

1 / 25

Islamorada House - 5.3 miles away

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

$573.00

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from $573.00 / night

(22)

Certificate of Excellence

1 / 24

Conch Key Cottage - 5.4 miles away

  • 1
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Child friendly

Certificate of Excellence

$279.00

Excellent (22 reviews)

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from $279.00 / night

(1)

1 / 24

Marathon Condo - 14.6 miles away

  • 2
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$242.00

Excellent (1 reviews)

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from $242.00 / night

1 / 28

Marathon Cottage - 9 miles away

  • 1
  • 4
  • 3 nights min
  • Child friendly
  • Air conditioning

$157.00

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from $157.00 / night

(33)

Certificate of Excellence

1 / 36

Marathon House - 14 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Certificate of Excellence

“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

$201.00

Very Good (33 reviews)

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from $201.00 / night

(8)

1 / 22

Islamorada House - 17.1 miles away

  • 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

$429.00

Excellent (8 reviews)

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from $429.00 / night

(3)

1 / 25

Marathon House - 18.4 miles away

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$275.00

Excellent (3 reviews)

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from $275.00 / night

(1)

1 / 22

Marathon Shores House - 18.5 miles away

  • 4
  • 10
  • 7 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 13 minutes

$573.00

Excellent (1 reviews)

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from $573.00 / night

(2)

1 / 52

Marathon House - 13.8 miles away

  • 4
  • 10
  • 7 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
“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

$401.00

Excellent (2 reviews)

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from $401.00 / night

(19)

1 / 27

Islamorada House - 19.7 miles away

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

$458.00

Excellent (19 reviews)

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from $458.00 / night

(43)

1 / 23

Marathon Villa - 9.6 miles away

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

$315.00

Excellent (43 reviews)

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from $315.00 / night

(9)

1 / 14

Islamorada House - 16.9 miles away

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

$533.00

Excellent (9 reviews)

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from $533.00 / night

(12)

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

$436.00

Excellent (12 reviews)

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from $436.00 / night

(2)

1 / 20

Marathon House - 17.3 miles away

  • 4
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

Responds fast! Avg. 2 hours 12 minutes

“My family and I went and stayed at this house for a week and had the most amazing time. The house was buitiful and very clean. The place had everything for the kids as well and for me to. I can't thank them enough for letting us stay in their...”
- Review left on 10/02/2016

$491.00

Excellent (2 reviews)

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from $491.00 / night

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

(11)

1 / 86

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

$1,308.00

Excellent (11 reviews)

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from $1,308.00 / night

(2)

1 / 25

Islamorada House - 14.2 miles away

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

$85.00

Excellent (2 reviews)

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from $85.00 / night

(3)

1 / 21

Islamorada Apartment - 15.4 miles away

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

$110.00

Excellent (3 reviews)

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from $110.00 / night

(2)

1 / 25

Islamorada House - 5.2 miles away

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

$157.00

Excellent (2 reviews)

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from $157.00 / night

(3)

1 / 25

Islamorada Villa - 14.2 miles away

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

$358.00

Excellent (3 reviews)

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from $358.00 / night

(2)

1 / 25

Islamorada Apartment - 14.2 miles away

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

$80.00

Excellent (2 reviews)

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from $80.00 / night

1 / 15

Matecumbe Key House - 19.3 miles away

  • 4
  • 8
  • min stay varies
  • Ask about children

$250.00

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from $250.00 / night

(13)

1 / 23

Islamorada Villa - 14.2 miles away

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

$172.00

Excellent (13 reviews)

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from $172.00 / night

(1)

1 / 24

Islamorada House - 17.1 miles away

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

$245.00

Excellent (1 reviews)

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from $245.00 / night

(1)

1 / 20

Marathon House - 14.8 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

$409.00

Excellent (1 reviews)

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from $409.00 / night

(3)

1 / 24

Islamorada Villa - 14.2 miles away

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

$358.00

Very Good (3 reviews)

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from $358.00 / night

1 / 25

Islamorada House - 17.8 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$100.00

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from $100.00 / night

1 / 25

Matecumbe Key Condo - 14.3 miles away

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

$100.00

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from $100.00 / night

(1)

1 / 24

Islamorada Apartment - 14.2 miles away

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

$76.00

Excellent (1 reviews)

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from $76.00 / night

1 / 16

Islamorada Apartment - 14.2 miles away

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

$80.00

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from $80.00 / night

(1)

1 / 28

Matecumbe Key Condo - 14.3 miles away

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

$146.00

Excellent (1 reviews)

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from $146.00 / night

(6)

1 / 25

Islamorada House - 5.3 miles away

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

$261.00

Excellent (6 reviews)

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from $261.00 / night

(2)

1 / 24

Islamorada House - 7.5 miles away

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children

$616.00

Excellent (2 reviews)

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from $616.00 / night

1 / 25

Islamorada Apartment - 11.1 miles away

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

$103.00

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from $103.00 / night

(4)

1 / 23

Islamorada Villa - 14.2 miles away

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

$358.00

Excellent (4 reviews)

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from $358.00 / night

1 / 28

Islamorada House - 5.4 miles away

  • 3
  • 12
  • min stay varies
  • Ask about children
  • Pet friendly

$300.00

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from $300.00 / night

(6)

1 / 22

Marathon House - 14.8 miles away

  • 4
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

$490.00

Very Good (6 reviews)

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from $490.00 / night

(2)

1 / 25

Islamorada Apartment - 14.3 miles away

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

$146.00

Excellent (2 reviews)

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from $146.00 / night

1 / 25

Islamorada House - 5.9 miles away

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

$173.00

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from $173.00 / night