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237 pet friendly house rentals in Florida Keys
Match: Pets allowed
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$80
Match: Pets allowed
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$327
FL Keys Waterfront Pool Home 2 Bedrooms Sleeps 6 w/ 60 Feet of Dockage
Marathon Shores house
2 bedrooms / 2 bathrooms / sleeps 6
Match: Pets allowed
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$289
Waterfront, dock, easy ocean access, heated pool, walk to beach! Great location!
Marathon house
2 bedrooms / 2 bathrooms / sleeps 6
Match: Pets allowed
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$310
Magnificent Ocean view with 35' dock , Canal home in gated Venture Out Resort
Cudjoe Key cottage
2 bedrooms / 2 bathrooms / sleeps 6
Match: Pets allowed
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$184
Responds fast! avg. 1 hour 51 minutes
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$341
Responds fast! avg. 1 hour 14 minutes
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$659
Conch Key Villas Unit 1, Quiet, Clean with Awesome VIews in Paradise
Conch Key apartment
1 bedroom / 1 bathroom / sleeps 3
Responds fast! avg. 2 hours 21 minutes
Match: Pets allowed
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$189
“Great location and pleasantly surprised!” Romberto's Camprground vacation was definitely more than i expected. There was ample room for my husband and I, the folks were nice and the area was quiet and clean. The marina was convenient (small boats only). There was a small leak in the bathroom in the overhead skylight but it was almost negligible unless it was pouring. we will definitely be back.
Match: Pets allowed
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$144
“Beautiful Sunsets in Islamorada” There is a great view from the roof top deck for sunsets. The screen porch was great at night to keep the bugs away. The beach was very nice too. The setup is good for two couples or a small family. Also the staff from Freewheeler was great in getting us moved from our original rental.
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$247
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$374
Responds fast! avg. 3 hours 20 minutes
Match: Pets allowed
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$479
Responds fast! avg. 57 minutes
Match: Pets allowed
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$6,183
A quiet spot in paradise close to fishing with dockage included (#4)
Conch Key villa
1 bedroom / 1 bathroom / sleeps 3
Responds fast! avg. 2 hours 9 minutes
Match: Pets allowed
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$188
Match: Pets allowed
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$121
“Classic Islamorada - Amazing Property” Little Bay was a perfect property for us! The setting is idyllic and classic keys - Huge backyard on the Bay with excellent dock area, hammocks and view of the bay. Covered porch was the full width of the house and was a great place to hang out morning and evening. The property had everything that we needed, was centrally located and have plans to visit again! Service provided by rental agency was top notch and very attentive - they showed us around, accepted packages on our behalf and were friendly and helpful throughout our entire rental experience - from planning to checkout. This is definitely on our To Re-Do List.
Match: Pets allowed
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$429
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$217
Fisherman's Paradise in the Heart of Big Pine Key
Big Pine Key house
3 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 12 minutes
Match: Pets allowed
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$115
New Listing! Beautiful Canal front , Key Deer and jacuzzi.
Big Pine Key house
3 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 1 hour 36 minutes
Match: Pets allowed
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$203
Waterfront in Key Largo, Terrific 1/1 Apt, 2nd Floor, Pet Friendly, Sleeps 4
Key Largo apartment
1 bedroom / 1 bathroom / sleeps 4
Responds fast! avg. 2 hours 6 minutes
Match: Pets allowed
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$91
Venetian Tropics 3 bedroom pool home on sailboat canal weekly vacation rental
Islamorada house
3 bedrooms / 3 bathrooms / sleeps 8
“Comfortable home for family get-together” Positive experience overall: Our family of six adults had a tropical-feeling destination Christmas here. The house easily accommodated all of us, and we enjoyed the wrap-around porch and pool. We appreciated the commodious kitchen with a two-tier dishwasher and side-by-side refrigerator with ice/water dispenser. Having a washer and dryer on the premises was very helpful, since guests are requested to wash linens and towels before departing. Some drawbacks: the house did not come equipped with adequate staples, such as paper products, laundry detergent, and garbage bags, so be prepared to purchase these. There are no beaches or stores within walking distance. On a couple of nights, noisy neighbors talking on the street woke us up. (In general, though, the area is quiet.)
Responds fast! avg. 15 minutes
Match: Pets allowed
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$668
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$292
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$1,723
Clean Keys 3/3 w/Davits Clear Canal Bay Side/Views Fenced 2Level Tavernier Home
Tavernier house
3 bedrooms / 3 bathrooms / sleeps 12
Responds fast! avg. 2 hours 34 minutes
Match: Pets allowed
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$208
Responds fast! avg. 1 hour 25 minutes
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$315
Waterfront luxury Villa (34) with sunset views and boat slip
Marathon villa
3 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 1 hour 33 minutes
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$1,145
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$275
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$117
“What Florida dreams are made of” Growing up in South Florida and the Keys but now moved farm away, I wanted to show my husband and young children the Florida I remembered as a child. This my friends was more than my dreams could have asked for! We were tremendously blessed to have had the opportunity to share this paradise! Private, gated estate with coral wooded hammocks to stroll through, palm trees clicking in the breeze, flocks of ibis that grazed through the lush green yard that ended at the private water front. Orchids blooming in the trees welcomed us to the hammocks where we had our morning coffee to stunning colored sunrises. It had everything: super clean Keys styled house with a cute kitchen (that saved us on meal expenses), bedrooms and bathrooms that were perfect size and accommodations, and wifi. It was quiet yet welcoming to my kids. We kayaked and swam on Christmas morning! The hosts were gracious and really made us feel as we were family. It was a Christmas we will always cherish. "Give and it will be given to you. A good measure, pressed down, shaken together and running over, will be poured into your lap." Luke 6:38 Truly, after giving us the chance to come share your slice of heaven, our cup runneth over.
Responds fast! avg. 45 minutes
Match: Pets allowed
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$575
“Beautiful House in the heart of Islamorada” My kids and I stayed on the property and rented the lower duplex. We had an amazing time and the dock for our boat was perfect. The kids and I went paddleboarding right off the back of our house and the dog also loved the large yard. The kids could snorkel right out back and it was located right next to everything. We never used our car to get around since we had the boat right in our back yard. We will most certainly be back.
Match: Pets allowed
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$429
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$126
Tiki Too Townhouse, 2 blocks from Duval,Pool, Bikes
Key West townhouse
2 bedrooms / 1 bathroom / sleeps 6
Match: Pets allowed
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$519
Key West Gulf front Home with private dock and pool.
Key West house
3 bedrooms / 3 bathrooms / sleeps 6
Match: Pets allowed
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$326
Responds fast! avg. 1 hour 10 minutes
Match: Pets allowed
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$1,379
“Boat ramp and beautiful pool in the heart of the Keys” We wanted a house on a canal in the Marathon area, where we have been vacationing for years. This house had its own boat ramp, so we rented kayaks for a week and launched effortlessly right on site. The pool is lovely and relaxing. The house is well equipped and centrally located so trips up to Key Largo and down to Key West are quick.
Match: Pets allowed
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$188
“a jewel worth the search” Dog friendly, spacious location for relaxing or as a base for exploring the upper/middle keys. The property is shoehorned between two resorts, but surprising quiet and even secluded, in a way. Plenty of people-watching available, but sunrise it's just you, the pelicans, warblers and ospreys. Yes, there is an active osprey nest over the driveway/parking area.
Match: Pets allowed
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$193
"Irish Ayes" Elegant Waterfront Home with Pool
Islamorada house
4 bedrooms / 4 bathrooms / sleeps 10
Match: Pets allowed
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$581
Comfortable Clean HouseBoat in an amazing location
Tavernier boathouse
1 bedroom / 2 bathrooms / sleeps 5
Match: Pets allowed
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$404