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266 Vacation rentals

Filters applied: Waterfront

(23)

Certificate of Excellence

1 / 15

Key Largo House

  • 4
  • 10
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

Certificate of Excellence

“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

$350.00

Very Good (23 reviews)

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from $350.00 / night

1 / 20

Marathon Shores Townhouse

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$475.00

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from $475.00 / night

(1)

1 / 43

Marathon House

  • 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

$300.00

Excellent (1 reviews)

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from $300.00 / night

1 / 12

Key West House

  • 2
  • 4
  • Min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

$466.00

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from $466.00 / night

(19)

1 / 27

Islamorada House

  • 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

$558.00

Excellent (19 reviews)

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from $558.00 / night

(2)

1 / 17

Tavernier Condo

  • 2
  • 6
  • 1 night min
  • 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

$235.00

Excellent (2 reviews)

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from $235.00 / night

(62)

Certificate of Excellence

1 / 25

Key West Condo

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Certificate of Excellence

“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

$209.00

Excellent (62 reviews)

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from $209.00 / night

(1)

1 / 11

Marathon House

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

$429.00

Excellent (1 reviews)

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from $429.00 / night

(6)

1 / 18

Key West Condo

  • 2
  • 4
  • 7 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly
“We stayed for a week and had a wonderful holiday. The booking and communication with the owner was good and the accommodation is exactly as described. It is a lovely clean well equipped apartment in a central location. Easy walk to all of the...”
- Review left on 07/13/2016

$250.00

Excellent (6 reviews)

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from $250.00 / night

(13)

Certificate of Excellence

1 / 16

Key Largo Villa

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

Certificate of Excellence

“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

$200.00

Excellent (13 reviews)

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from $200.00 / night

(20)

Certificate of Excellence

1 / 24

Conch Key Cottage

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

Certificate of Excellence

$150.00

Excellent (20 reviews)

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from $150.00 / night

1 / 19

Marathon Shores Townhouse

  • 3
  • 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$325.00

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from $325.00 / night

(16)

Certificate of Excellence

1 / 19

Conch Key Cottage

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

Certificate of Excellence

$175.00

Excellent (16 reviews)

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from $175.00 / night

(48)

Certificate of Excellence

1 / 12

Key Largo Cottage

  • 2
  • 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

Certificate of Excellence

“We enjoyed our Key Kargo stay. Our daughter and son in law joined us. Everything on site made for a good vacation. We were lucky to have good weather for snorkeling on the reef. Only request would be to have more plates and cutlery. We like to...”
- Review left on 01/07/2018

$200.00

Very Good (48 reviews)

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from $200.00 / night

1 / 19

Key West Yacht

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

$250.00

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from $250.00 / night

(7)

1 / 22

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

$322.00

Excellent (7 reviews)

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from $322.00 / night

1 / 24

Marathon Condo

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

$242.00

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from $242.00 / night

1 / 17

Summerland Key House

  • 3
  • 6
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$142.00

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from $142.00 / night

(29)

Certificate of Excellence

1 / 36

Marathon House

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

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

$150.00

Very Good (29 reviews)

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from $150.00 / night

1 / 24

Marathon Villa

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

$271.00

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from $271.00 / night

(4)

1 / 11

Key West Guest house

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We rented the Conch House for our honeymoon and it was perfect! We loved the secluded feeling and the private beach. Carol was wonderful to work with and had fresh eggs and champagne waiting for us in our fridge. She picked fresh veggies for us to...”
- Review left on 04/20/2016

$393.00

Excellent (4 reviews)

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from $393.00 / night

(20)

1 / 22

Key West B and B

  • 4
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

$800.00

Excellent (20 reviews)

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from $800.00 / night

1 / 23

Marathon Townhouse

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

$245.00

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from $245.00 / night

1 / 11

Key Largo Cottage

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

$167.00

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from $167.00 / night

(141)

1 / 28

Key West Apartment

  • 2
  • 5
  • 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

$215.00

Excellent (141 reviews)

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from $215.00 / night

1 / 40

Key Largo Cottage

  • 1
  • 2
  • Min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Air conditioning

$185.00

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from $185.00 / night

1 / 10

Key Largo Cottage

  • 1
  • 4
  • 1 night min
  • Nearest beach 0 mi
  • Child friendly
  • Air conditioning

$200.00

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from $200.00 / night

(3)

1 / 17

Key Largo Townhouse

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.01 mi
  • Swimming pool
“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

$250.00

Average (3 reviews)

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from $250.00 / night

1 / 25

Marathon House

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

$350.00

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from $350.00 / night

(12)

1 / 17

Marathon House

  • 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

$422.00

Excellent (12 reviews)

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from $422.00 / night

1 / 29

Key Largo Cottage

  • 1
  • 5
  • Min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Air conditioning

$185.00

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from $185.00 / night

(1)

1 / 22

Marathon Shores House

  • 4
  • 10
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly

$400.00

Excellent (1 reviews)

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from $400.00 / night

(2)

1 / 17

Key Largo Townhouse

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

$250.00

Excellent (2 reviews)

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from $250.00 / night

(1)

1 / 35

Key Largo Cottage

  • 1
  • 3
  • Min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Air conditioning

$175.00

Excellent (1 reviews)

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from $175.00 / night

1 / 10

Marathon Cottage

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

$167.00

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from $167.00 / night

(1)

1 / 27

Key Largo House

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

$160.00

Excellent (1 reviews)

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from $160.00 / night

(5)

1 / 16

Key Largo Apartment

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • 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

$250.00

Excellent (5 reviews)

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from $250.00 / night

1 / 22

Marathon Shores Townhouse

  • 3
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$285.00

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from $285.00 / night

(16)

1 / 15

Key Largo House

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“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

$250.00

Very Good (16 reviews)

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from $250.00 / night

(9)

1 / 14

Islamorada House

  • 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

$450.00

Excellent (9 reviews)

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from $450.00 / night