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246 Vacation rentals

(11)

1 / 51

Marathon House

  • 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

$900

Excellent (11 reviews)

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from $900 / night

(7)

1 / 12

Key West Condo

  • 2
  • 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

$296

Very Good (7 reviews)

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from $296 / night

(118)

1 / 28

Key West Apartment

  • 2
  • 6
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
“we can"t say enough about the condo or Pam. She takes good care of her rental. Always clean and comfortable.The balcony overlooks the pool area which is well maintained. Pam is always available to answer any questions you might have. We stay the...”
- Review left on 12/03/2016

$200

Excellent (118 reviews)

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from $200 / night

(44)

1 / 12

Key Largo Cottage

  • 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

1 / 23

Marathon Townhouse

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

$245

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from $245 / night

(9)

1 / 4

Key West Townhouse

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Traveling Buddies (3) rented this beautiful, recently renovated single-family townhouse in February, 2012 for two weeks. The house is so perfect in everyway-fully equipped...close to Duval St yet behind the gate and setback from busy Truman, its...”
- Review left on 03/27/2012

$100

Excellent (9 reviews)

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from $100 / night

1 / 24

Marathon Villa

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

from $200 / night

(12)

1 / 18

Marathon House

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“It was a great place to stay. Very nice and clean. Location is great. Neighbors are friendly. For the fisherman, this place is great. Caught several fish. Would definitely refer this place to others. Look forward to coming back...”
- Review left on 11/03/2016

$257

Very Good (12 reviews)

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from $257 / night

(10)

1 / 28

Marathon House

  • 5
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“# families, 8 kids ranging from 2-14yrs stayed here for a week. Absolutely could not be happier! Pool was fantastic and warm, hot tub was well maintained, and clean. Grounds were breathtakingly beautiful. Kyaks were readily available, and easy to get...”
- Review left on 01/19/2017

$415

Very Good (10 reviews)

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from $415 / night

(50)

1 / 36

Key West Condo

  • 2
  • 6
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We enjoyed our stay at the Sunrise Suite. The place was bright with sunshine. It was clean, comfortable, nice sitting balcony and close to Duval Street. It had everything you would need for your stay. You could walk thru the complex and cross the...”
- Review left on 03/06/2017

$209

Excellent (50 reviews)

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from $209 / night

(17)

1 / 15

Key Largo House

  • 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

$451

Very Good (17 reviews)

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from $451 / night

(17)

1 / 42

Key Largo Cottage

  • 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

(5)

1 / 14

Key West Condo

  • 2
  • 4
  • 7 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly
“We (2 retired couples) enjoyed our stay at Rooster Retreat. What you see in the pictures is true to what you get, but I will add that the "twins to king conversion" is probably the best I have ever experienced. It just did not "feel" like twins --...”
- Review left on 03/12/2017

$187

Very Good (5 reviews)

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from $187 / night

1 / 19

Key Colony Beach House

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $180 / night

(4)

1 / 34

Marathon Villa

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“This nicely renovated unit was a great location, close to Key West, Bahia Honda, and walking distance to the 7 mile bridge. Snorkeling, jet skis and parasailing right around the corner, as well as many restaurants. The only amenities we would have...”
- Review left on 06/03/2015

$144

Excellent (4 reviews)

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from $144 / night

(26)

1 / 36

Marathon House

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

$151

Very Good (26 reviews)

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from $151 / night

(2)

1 / 25

Tavernier House

  • 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

(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

(8)

1 / 56

Key Largo House

  • 3
  • 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“My family of five stayed in this home. We cooked on the grill while relaxing by the water watching the manatees. Plenty of space. Owners were super sweet and easy to work with during the stay”
- Review left on 01/10/2017

$229

Excellent (8 reviews)

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from $229 / night

1 / 9

Long Key House

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

from $357 / night

(1)

1 / 20

Tavernier Apartment

  • 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

(9)

1 / 21

Key West Condo

  • 2
  • 5
  • 7 nights min
  • Child friendly
  • Air conditioning
“We stayed at Touch of paradise at teh end of Oct and into Nov. Perfert location. I have stayed in Truman Annex many times and Touch of Paradise was a wounderful Unit. Location is everything in Kw because you walk alot and this unit is close to...”
- Review left on 11/13/2016

$228

Excellent (9 reviews)

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from $228 / night

(2)

1 / 5

Marathon House

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“The 2 bedroom 1.5 bath duplex was a delight. It was very comfy, clean, inviting and accommodating for our 5 person family. We enjoyed the central location and easy access to groceries, bait, shops and Key West! We brought our small puppy and he...”
- Review left on 06/21/2016

$121

Very Good (2 reviews)

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from $121 / night

(7)

1 / 22

Key Largo House

  • 3
  • 9
  • 3 nights min
  • 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

$351

Very Good (7 reviews)

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from $351 / night

(12)

1 / 14

Key Largo House

  • 1
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“My wife,daughters and me , stay in these place for a week ,, and really ,, its not enough . Quiet,reserved,peaceful and a lot restaurant for the best breakfast and dinner in the keys .If you enjoy and like scuba diving or snorkeling ..... perfect ....”
- Review left on 07/17/2016

$131

Very Good (12 reviews)

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from $131 / night

(7)

1 / 8

Key Colony Beach Condo

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We truly enjoyed every minute of this beautiful condo in Key Colony Beach for the month of March, 2015. From the decor to the amazing views from the balcony, we were so happy with all the amenities. The kitchen was well equipped with everything we...”
- Review left on 04/05/2015

$160

Excellent (7 reviews)

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from $160 / night

(4)

1 / 9

Marathon House

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“The canal front cottage was beautiful . Super clean perfectly furnished, hey 3 flat screens First class cooking utensils. Grill chairs by the dock, water, fish station & great light for night activity. Owner and manager readily available, most...”
- Review left on 08/30/2015

$156

Excellent (4 reviews)

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from $156 / night

1 / 37

Marathon Villa

  • 3
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

from $215 / night

(11)

1 / 16

Marathon House

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

$393

Excellent (11 reviews)

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from $393 / night

(2)

1 / 18

Key Largo House

  • 3
  • 6
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The owners were wonderful to work with; their house was spacious, comfortable, and well-appointed and updated; and the location was a great spot from which to take excursions. Highly recommend...”
- Review left on 01/03/2017

$143

Excellent (2 reviews)

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from $143 / night

1 / 25

Marathon House

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

from $300 / night

(2)

1 / 29

Key West Townhouse

  • 3
  • 6
  • 3 nights min
  • Ask about children
  • Air conditioning
“The place was very nize,cozy, clean and comfortable, felt very much at home would definitely come back again and rent the same place”
- Review left on 08/09/2016

$400

Excellent (2 reviews)

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from $400 / night

(2)

1 / 17

Key Largo Townhouse

  • 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

$251

Excellent (2 reviews)

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from $251 / night

(1)

1 / 18

Marathon House

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“very clean nice house. the only thing the mattress in the front bedroom was not comfortable needs new one. I would stay again...”
- Review left on 06/22/2016

$144

Very Good (1 reviews)

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from $144 / night

(2)

1 / 16

Tavernier Condo

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

$176

Excellent (2 reviews)

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from $176 / night

1 / 12

Summerland Key House

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

from $143 / night

1 / 23

Marathon House

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

from $177 / night

(1)

1 / 43

Marathon House

  • 4
  • 10
  • 7 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Ask about children
“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

$300

Excellent (1 reviews)

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from $300 / 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 / 16

Conch Key Cottage

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

$185

Excellent (9 reviews)

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from $185 / night