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Vacation Rentals & House Rentals in Florida Keys

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188 house rentals

Conch Haven Old Town 1/1 MONTHLY Rental

Key West apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$80

Magnificent Ocean view with 35' dock , Canal home in gated Venture Out Resort

Cudjoe Key cottage

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$183

Duck Key Paradise

Duck Key house

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 1 hour 51 minutes

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Price per night from

$599

Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach

Key West townhouse

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$573

Pools, Jacuzzis, Rec Room, Gym, 24/7 security! Stay at Mariner's Club 606!!

Key Largo townhouse

4 bedrooms / 4 bathrooms / sleeps 10

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$572

Top floor, two bedroom,two bath condo with private balcony,close to the Ocean

Key West condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 14 minutes

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Price per night from

$431

Bay and Beach Beauty

Islamorada house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 10 minutes

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Price per night from

$396

Tropical Escape

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Very comfortable and all around great place to stay.” It was very clean, comfortable and homey. The pool was great and it's very close to Key West and a beach. We really enjoyed our stay. Provided plenty of towels, pool accessories, kitchenware, etc.... No complaints.

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$269

Private Beachfront Paradise

Matecumbe Key house

4 bedrooms / 3 bathrooms / sleeps 8

“Nicest rental property we have ever stayed in!!” Beautiful home on spotless white beach! Property has been updated with upscale furnishings throughout. Granite, leather furniture, redone bathrooms. Well stocked for all your vacation needs -- towels, beach chairs, beach toys, kitchen full of everything you need, 2 grills. Outside patio was amazing for our meals, sunrises and after dinner activities. The backyard was the beach filled with palm trees for natural shade. Hammock and volleyball court, beautiful pool with waterfall, tables and chairs everywhere for meals or for just relaxing. We traveled as two families and there was more than enough room for all of us. We felt right at home right away. Highly recommend this paradise!

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$821

Spacious Top Floor Condo w/ Water View!!

Marathon apartment

3 bedrooms / 2 bathrooms / sleeps 8

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$373

OUTSTANDING Oceanfront House with Pool and Deep water dockage!!

Marathon house

4 bedrooms / 3 bathrooms / sleeps 10

“Marathon house” A great house with an awesome ocean view! The house was very clean and the kitchen was well stocked with all we needed. We especially looked the pool area and boat dock. It accommodated our 38 ft fishing boat we brought with no problems. I would highly recommend this rental

Responds fast! avg. 2 hours 48 minutes

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$653

ISLAMORADA WATERFRONT PARADISE with FREE DOCKAGE

Matecumbe Key studio

Studio / 1 bathroom / sleeps 2

“Relaxing Weekend Getaway” We love this home! It is on a private dead-end street, and everything is just perfect. Kept the boat right at the dock, fished right there at night, took some nice boat rides through the back country, and relaxed in paradise. Wifi is good and fast (I had to do some work while we were there), and we can't wait to go back.

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$173

Florida Keys Splendor at Hammer Point

Tavernier house

2 bedrooms / 2 bathrooms / sleeps 4

“Winter Paradise!” My wife and I stayed at this great place in January 2014 and it was wonderful. It was very clean and well maintained. The canal was great to watch the fish jump and we saw Manatees almost every day. We especially liked the kayak and did a lot of site seeing from the ocean side. Migdy was great to work with and very accommodating. We would highly recommend this place to anyone.

Responds fast! avg. 3 hours 37 minutes

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Price per night from

$132

Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

2 bedrooms / 3 bathrooms / sleeps 6

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$344

Bayside home with dock!

Key Largo house

3 bedrooms / 2 bathrooms / sleeps 6

“Peaceful stay in Key Largo” I stayed at the Bayside home from 12/31/14-1/6/15 and it was wonderful. Joy and Doug were very accommodating and available for any and all questions. The place was perfect to sit and enjoy the beautiful sunsets or greet the fellow boaters passing through the canal. It was a perfect midpoint between Key West and Miami. Thanks, Joy and Doug for a wonderful stay!

Responds fast! avg. 1 hour 54 minutes

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Price per night from

$225

Peaceful ocean view retreat in the Florida Keys

Tavernier condo

1 bedroom / 1 bathroom / sleeps 4

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$258

WELCOME TO PARADISE! In the heart of Islamorada

Islamorada condo

1 bedroom / 1 bathroom / sleeps 5

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$167

SANCTUARY IN PARADISE

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 10

“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. 2 hours 3 minutes

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$572

LISENCED MGR! BRAND NEW & TOTALLY RENOVATED 2/2 SUITE! OCEANFRONT BEACH RESORT!

Key Largo apartment

2 bedrooms / 2 bathrooms / sleeps 6

“A great location for accomplishing our interests while visiting” This rental was a perfect set up for two people - also very clean, convenient and seeing the egret's nest outside the patio was special. The beach chairs in the closet need attention as it was nice to have Harry Harris park near by. Thank you.

Responds fast! avg. 3 hours 0 minutes

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Price per night from

$230

Beautiful Private Home with Beach Access.

Key Largo house

2 bedrooms / 1 bathroom / sleeps 6

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$58

Sunset Catch- Gulf Front Home Incredible Views Pool Dock private and spacious

Grassy Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 39 minutes

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$552

LICENSED MANAGER - MODERN 3/3 WATERFRONT VILLA - OCEANFRONT BEACH RESORT!

Key Largo villa

3 bedrooms / 3 bathrooms / sleeps 8

“Key Largo vacation” I along with my group were very pleased with the accomodations and the location. Felt extremely safe with the gated community. Fernando was extremely friendly and helpful with prompt email replies to all questions. I have never stayed in such a rental property, but will cetainly do so in the future. It was wonderful to not have to eat out for all meals and all possible cooking utensils were available.

Responds fast! avg. 2 hours 42 minutes

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$224

Beachfront Condo with Panoramic Ocean View! Paradise in the Florida Keys!

Grassy Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 21 minutes

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Price per night from

$287

Old Town Eyebrow:Luxurious/Private Home

Key West house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$555

LICENSED MGR. - LUXURIOUS OCEANFRONT CONDO! - W/STUNNING OCEAN/ISLAND VIEWS!

Key Largo hotel apartment

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 0 minutes

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Price per night from

$431

Comfortable Clean HouseBoat in an amazing location

Tavernier boathouse

1 bedroom / 2 bathrooms / sleeps 5

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Price per night from

$402

Key Largo Beautiful House

Key Largo house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 27 minutes

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Price per night from

$287

KEY WEST and 3 Bikes or Walk Everywhere! 2 Porches, Pool, Parking & WIFI

Key West condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 10 minutes

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Price per night from

$377

Ocean Side View on Canal, Great for Fishing, Near Sombrero Beach & Restaurants

Marathon Shores house

3 bedrooms / 2 bathrooms / sleeps 8

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$342

LICENSED MANAGER - MODERN 2/2 SUITE - AREA'S MOST LUXURIOUS OCEANFRONT RESORT!

Key Largo villa

2 bedrooms / 2 bathrooms / sleeps 6

“Beautiful condo in a great location” The Mariners Club has great potential. Jose made our stay as comfortable as possible with some great entertainment recommendations! Unfortunately not all the amenities listed were functional due to hurricane damage but we still had a great time. I would definitely come back to this location, but not until it was fixed up.

Responds fast! avg. 3 hours 0 minutes

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Price per night from

$247

OCEAN VIEWS ALL ROOMS ! TOP FLOOR LARGEST CONDO

Tavernier condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$242

Luxury 3BD/3B Penthouse Condo at Galleon Resort, Old Key West

Key West condo

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 28 minutes

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Price per night from

$905

Fabulous 6bedroom /4bathroom Waterfront Pool Home in Islamorada - 3/2 Each Level

Islamorada house

3 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 33 minutes

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Price per night from

$381

Luxury Bayside Resort Home

Key Largo house

4 bedrooms / 3 bathrooms / sleeps 11

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Price per night from

$305

Get out of the cold Feb.5-12, 2018 in Florida Keys at Marathon,The Hammocks

Marathon Shores villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$556

Private Key Largo Bayside Canalfront home

Key Largo house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 30 minutes

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Price per night from

$166

Paradise Retreat with Special Rates!! Book Now and Save!!

Key Colony Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 23 minutes

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Price per night from

$189

Seaside Condo 2 pools JANUARY SPECIAL

Key West condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 48 minutes

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Price per night from

$99

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rentals in Florida Keys

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