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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
Sauna
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Sea view
Safe
Dishwasher
Children's pool
Ceiling Fans
Cribs
Shared outdoor pool (heated)
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
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Games room
Clothes dryer
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Pool or snooker table
Fax machine
Video player
Boat available
Staffed property
Private fishing lake or river
Swing set or jungle gym
Climbing frame
Bicycles available
Towels provided
Linen provided
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Housekeeping Included

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Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Elevator access
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Beach or lakeside relaxation
City breaks
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Golf course on site or within 15 min walk
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71 house rentals

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Waterfront, dock, easy ocean access, heated pool, walk to beach! Great location!

Marathon house

2 bedrooms
2 bathrooms

sleeps 6

Match: Bicycles available

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Price per night from

$332

Studio Blue

Key West apartment

1 bedroom
1 bathroom

sleeps 2

Match: Bicycles available

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Price per night from

$331

Duck Key 50% off October

Duck Key house

3 bedrooms
2 bathrooms

sleeps 9

Match: Bicycles available

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Price per night from

$658

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.

Match: Bicycles available

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Price per night from

$172

Charming Elevated Waterfront Home

Big Pine Key house

1 bedroom
1 bathroom

sleeps 4

Match: Bicycles available

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Price per night from

$172

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.

Match: Bicycles available

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Price per night from

$157

Islamorada Waterfront Paradise Getaway!

Islamorada house

1 bedroom
1 bathroom

sleeps 2

“Wonderful Romantic Get-Away” We absolutely enjoyed our stay here and would recommend it to others. The owners were very friendly and pleasant, and the apartment was incredibly clean. The tiki hut over the private lagoon was amazing. We kept finding little things all over the apartment while we were there - drinks, books, games, etc. It was a totally wonderful time, and we want to go back!

Match: Bicycles available

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Price per night from

$572

Reef Resort Getaway 205

Marathon studio

Studio
1 bathroom

sleeps 3

Match: Bicycles available

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Price per night from

$320

Reef Resort - Peaceful Getaway 204

Marathon condo

1 bedroom
2 bathrooms

sleeps 4

“A lovely condo” The condo was nicely appointed and was a great mid location to explore the Florida Keys. The pool was large & refreshing. There were bikes, kayaks & paddle boats to use. We met a few residents who were very friendly. A very nice condo!

Match: Bicycles available

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Price per night from

$352

Beautiful Captain's Cove

Islamorada villa

3 bedrooms
2 bathrooms

sleeps 6

Match: Bicycles available

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Price per night from

$572

Islamorada Waterfront Paradise 2

Islamorada house

2 bedrooms
2 bathrooms

sleeps 6

Match: Bicycles available

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Price per night from

$515

Luxury condo overlooking harbor with ocean view

Islamorada condo

3 bedrooms
3 bathrooms

sleeps 6

Match: Bicycles available

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Price per night from

$391

NEW LISTING! 40’ Luxury Catamaran Yacht!

Key West yacht

3 bedrooms
3 bathrooms

sleeps 7

Match: Bicycles available

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Price per night from

$1,944

New Listing Family Friendly

Key West townhouse

3 bedrooms
3 bathrooms

sleeps 6

Match: Bicycles available

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Price per night from

$366

LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH

Key West apartment

1 bedroom
1 bathroom

sleeps 4

“Fantastic Stay!” My husband and two sons (21 & 24) stayed in this condo over Christmas. This was our first stay in Key West and we wanted to be close to everything, but yet not right on Duval St. This location was perfect; literally a stones throw away from Duval St. The unit inside was decorated very lovely and had all the amenities one would need. I found the owners were nice to do business with, especially Deb who I mostly communicated with. My family and I enjoyed our stay in Key West immensely, we had so much fun! We met many very friendly people out and about town. We would love to visit again, if we do, we would like to stay in this condo or the Bella Vita, the owner's other condo.

Responds fast! avg. 14 minutes

Match: Bicycles available

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Price per night from

$286

Key Largo Beautiful House

Key Largo house

3 bedrooms
2 bathrooms

sleeps 6

Match: Bicycles available

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Price per night from

$264

One-bedroom time share suite in the heart of Old Key West

Key West condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 26 minutes

Match: Bicycles available

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Price per night from

$338

500 Ocean - Tropical Florida Keys Vacation Home

Marathon house

2 bedrooms
2 bathrooms

sleeps 6

“Zen Oasis with a Dock” Loved 500 Ocean. Quiet, Local, Relaxed. Great location, Good fishing and amenities for the boat ( tons of dock space, bait freezer, fish cleaning station) You have to watch that canal though it's super shallow (as in barely 2 feet most of the way). Everything is the house was nice and comfortable. Coconut Chuck was super helpful with our stay and provided a lot of information ahead of time!

Responds fast! avg. 2 hours 56 minutes

Match: Bicycles available

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Price per night from

$326

Tee by the Sea - Luxury 2/2 1/2, WIFI, pool, parking, Bikes, 3 night min.

Key West townhouse

2 bedrooms
3 bathrooms

sleeps 6

“Absolutely Perfect!!!” I chose this place to rent because it looked nice and it was affordable. I knew going in that it was not located on the Key West island, which was fine considering the condo came with bikes you could ride onto the island...What I experienced during my stay here is nothing short of Perfect!!! The entire condo was clean and spacious, everything inside the condo worked, the beds and all furniture were clean and comfortable, plenty of towels and linens, the showers, water presure and plumbing were excellent, the pool was clean, relaxing and private, the nights were quiet for sleeping and the gated community within the condo were friendly and fun. The bikes were the best part...10-15 minutes and you were on Duval Street, or the Southernmost Point, or Fort Zachery beach with no hassles what so ever, and I got some good exercise!!! I will definately stay here again!!!

Match: Bicycles available

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Price per night from

$343