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Florida Keys Pet-Friendly Vacation Rentals, House Rentals & More - 65 Rentals Available.

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65 Vacation rentals

Filters applied: Pet Friendly

(7)

1 / 12

Key West Condo

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

$295

Very Good (7 reviews)

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from $295 / 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 / 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

(2)

1 / 23

Cudjoe Key House

  • 2
  • 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“The view was outstanding, the property had great amenities, and the home had all items as advertised. We were happy campers...”
- Review left on 03/13/2017

$157

Very Good (2 reviews)

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from $157 / night

(14)

1 / 18

Marathon Villa

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This was our second time staying here. It's a great location, very comfortable and well-equipped house and so peaceful. The owner is great to work with. Can't wait to stay here again...”
- Review left on 01/09/2017

$286

Excellent (14 reviews)

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from $286 / 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

(38)

1 / 10

Marathon House

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“We were very pleasantly surprised at the location of this rental. We loved the view of the sunrises over the water. The home was very adequately supplied with all kitchen utensils. Grill outside had plenty of gas. They had fresh flowers to please...”
- Review left on 02/25/2017

$157

Very Good (38 reviews)

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from $157 / night

(48)

1 / 34

Cudjoe Key House

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$414

Very Good (48 reviews)

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from $414 / 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

(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

$350

Very Good (7 reviews)

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from $350 / 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

$643

Very Good (12 reviews)

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from $643 / night

1 / 9

Long Key House

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

from $357 / night

1 / 17

Islamorada Townhouse

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

from $200 / 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

$250

Excellent (2 reviews)

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from $250 / 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

(3)

1 / 15

Key West House

  • 3
  • 6
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“I have stayed at the Brass Palm Villa several times and I would never stay anywhere else on the island. It is decorated beautifully and exceptionally well maintained. There are many places to relax inside and outside the home. I especially enjoy the...”
- Review left on 10/10/2010

$200

Excellent (3 reviews)

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from $200 / night

1 / 23

Key Largo House

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

from $321 / night

(11)

1 / 16

Marathon House

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“When we found this rental online, we knew it was what we were looking for. Very private, quiet and peaceful. As other reviewers have said, really nice house, but could be amazing. Many items in rental are dated, a few found not to work properly. We...”
- Review left on 03/13/2017

$315

Very Good (11 reviews)

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from $315 / 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

$142

Excellent (2 reviews)

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from $142 / night

(8)

1 / 8

Marathon House

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“It could not have been better. The owners were excellent, and the home had everything imaginable. We will be back...”
- Review left on 12/25/2016

$243

Excellent (8 reviews)

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from $243 / 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

(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

(22)

1 / 32

Key Largo Condo

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“It was a pleasure dealing with Norman; very easy from start to finish. Norman is very helpful and informative. The townhouse is very spacious and comfortable. Just a few steps from the coral lagoon and pool. The Villa was perfect for us and our...”
- Review left on 10/28/2016

$250

Very Good (22 reviews)

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from $250 / night

(16)

1 / 15

Key Largo House

  • 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

(25)

1 / 16

Key Largo Villa

  • 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

(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

(9)

1 / 12

Marathon Shores House

  • 4
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
“Great place to stay, owner easy to reach and help if needed. Great dock for your boat, easy to park tie up and launch. House very clean and felt like home, I plan to stay there again”
- Review left on 01/06/2016

$358

Very Good (9 reviews)

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from $358 / night

(2)

1 / 17

Key Largo Townhouse

  • 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

$200

Excellent (2 reviews)

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from $200 / night

(10)

1 / 48

Key Largo House

  • 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

(21)

1 / 24

Tavernier House

  • 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

1 / 15

Key Largo House

  • 4
  • 8
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $167 / night

(5)

1 / 13

Ramrod Key House

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“We enjoyed our vacation in this spacious home. We had 5 adults and 2 small boys and never felt cramped. The wood floors and opened concept allowed us to spend a lot of time together. Great dock for the boat! Just a couple of minutes to open water....”
- Review left on 08/02/2016

$215

Very Good (5 reviews)

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from $215 / night

(8)

1 / 10

Big Pine Key House

  • 3
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“The house is located in a secluded neighborhood located on Coupon Bight. Key deer amble around with ease near and on the grounds. Key West is located 33 miles west and Marathon is 17 miles east. Big Pine has a Winn Dixie so you can get all your food...”
- Review left on 05/10/2015

$313

Excellent (8 reviews)

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from $313 / night

1 / 23

Key Largo House

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

$283

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from $283 / night

(6)

1 / 9

Tavernier Townhouse

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“We thoroughly enjoyed our stay at Dave's rental in Futura Yacht Club. The best part was how convenient everything was! The boat slip was right in front of our unit, the tennis courts directly behind it, grills out on the beach which was a short walk...”
- Review left on 08/09/2015

$171

Very Good (6 reviews)

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from $171 / night

(3)

1 / 37

Key West House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“This home was more than expected. It was close enough to all the night life of Duval Street, yet are enough to enjoy peace and quiet when needed. I would recommend this home to anyone looking for a great vacation getaway...”
- Review left on 05/20/2015

$355

Very Good (3 reviews)

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from $355 / night

(2)

1 / 12

Big Pine Key House

  • 2
  • 6
  • 30 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“We really enjoyed coffee on the deck overlooking the canal, bird watching, fishing and spending evenings at Sunset Park watching the sunset. The home was immaculate, spacious and the bedding was so comfortable. The owners were excellent to work...”
- Review left on 03/20/2017

$133

Excellent (2 reviews)

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from $133 / 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

1 / 24

Key West Townhouse

  • 3
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

from $252 / night