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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Cot available
Sauna
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Fax machine
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Clothes dryer
Games room
Table tennis
Pool or snooker table
Shared outdoor pool (unheated)
Swing set or jungle gym
Video player
Freezer
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Fridge
Microwave
Boat available
Linen provided
Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible
Secure parking

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Skiing – property near ski resort
Walking trips
Tennis in town
Nightlife

Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Golf within 30mins drive
Waterfront
Lakefront

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114 Houses

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Welcome to Paradise

Long Key townhouse

2 bedrooms
3 bathrooms

sleeps 5

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$205

Sea Renity: Experience Tranquility, 2-Story Oceanfront Condo, Breathtaking Views

Layton condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 34 minutes

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$172

Great rentals within 20 miles that match your search

Gorgeous waterfront home

Islamorada house

3 bedrooms
2 bathrooms

sleeps 8

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$458

Islamorada cottage on deep water canal

Islamorada house

2 bedrooms
2 bathrooms

sleeps 6

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$287

Beautiful Captain's Cove

Islamorada villa

3 bedrooms
2 bathrooms

sleeps 6

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$573

Islamorada Waterfront Paradise 2

Islamorada house

2 bedrooms
2 bathrooms

sleeps 6

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$516

Oceanfront Anglers Reef Islamorada Florida Keys

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

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$457

Windley Key, FL Keys

Islamorada caravan/mobile home

1 bedroom
1 bathroom

sleeps 4

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$115

Bay Front Beauty/ Summer Sea Must See!!!!

Islamorada condo

1 bedroom
1 bathroom

sleeps 4

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$158

Villa Sombrero, Marathon

Marathon house

5 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$654

2 BEDROOM 2 1/2 BATH VILLA WITH PRIVATE PATIO AND PLUNGE POOL

Duck Key villa

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 13 minutes

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$338

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!

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$352

Reef Resort Getaway 205

Marathon studio

Studio
1 bathroom

sleeps 3

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$320

Newly refinished condo open water views very nice

Islamorada condo

2 bedrooms
2 bathrooms

sleeps 6

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$229

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

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$327

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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$172

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!

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$573

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 52 minutes

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$982

WATER FRONT COTTAGE W/ MOTHER IN LAW TREETOP SUITE also a 23' Compac sailboat

Conch Key cottage

4 bedrooms
2 bathrooms

sleeps 8

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$561

Kokomo Cove Boat House

Marathon house

2 bedrooms
2 bathrooms

sleeps 8

“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.

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$400

Royal Palm House

Marathon house

2 bedrooms
2 bathrooms

sleeps 6

“Beautiful Home in Marathon” We truly loved this place, the home was clean, spacious and very comfortable! My husband still claims to this day that was the best sleep he has had in years and that's a big compliment coming from him! We loved having water access (although we didn't have a boat) it really made for some beautiful sunsets and sunrises! We found a couple of amazing restaurants that we visited on several occasions, the first and our favorite was Tarpon Creek following as a very close second was The Sunset Grill and Raw Bar, also our favorite breakfast spot became Juice Paradise Cuban Cafe (the best coffee). I'm only just now getting around to reviewing this place because we are planning another trip to the Keys in December and I was checking this place out and i didn't see our review and ask my husband about it (I thought he posted it and he thought I posted it), so finally 2 yrs later I'm giving our review!!! Unfortunately I see it's booked for our time frame and we are very disappointed about that but I know whoever booked it WILL NOT be disappointed! Thanks so much for an amazing experience, Gina & Scott PS we actually stayed Sept 2014 but it would only let me go back to Oct 2014! :-)

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$215

OCEANFRONT LUXURY "Mar Azul"

Marathon house

3 bedrooms
3 bathrooms

sleeps 7

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$500

Florida Keys Beach Home Pool Fishing Diving

Marathon house

2 bedrooms
2 bathrooms

sleeps 6

“Wonderful stay” Post hurricane and still a spectacular place to stay. Office staff was great. Free use of tennis court, rackets, and balls. Pool and jacuzzi were very excellent. TG

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$2,290

LUXURY KEYS HOME IN PARADISE-106 ANGLERS REEF

Islamorada villa

2 bedrooms
3 bathrooms

sleeps 6

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$355

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

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$1,145