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Heated pool
Air conditioning
Swimming pool
Private pool

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

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Welcome to Paradise

Long Key townhouse

2 bedrooms
3 bathrooms

sleeps 5

Match: Heated pool

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Price per night from

$205

Great rentals within 20 miles that match your search

Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

Match: Heated pool

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Price per night from

$376

Outstanding Oceanfront Condo on the Beach!!

Marathon condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Heated pool

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Price per night from

$341

Unit 8b, small efficiency located 50 yards from Ocean

Marathon studio

Studio
1 bathroom

sleeps 2

Match: Heated pool

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Price per night from

$206

Executive Bay Club- great unit, great location!,

Islamorada villa

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 20 minutes

Match: Heated pool

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Price per night from

$205

"Irish Ayes" Elegant Waterfront Home with Pool

Islamorada house

4 bedrooms
4 bathrooms

sleeps 10

Match: Heated pool

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Price per night from

$799

Beautiful Captain's Cove

Islamorada villa

3 bedrooms
2 bathrooms

sleeps 6

Match: Heated pool

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Price per night from

$571

Amazing Ocean View Condo on the Beach!

Marathon apartment

2 bedrooms
2 bathrooms

sleeps 6

“Our Spirits were renewed!” Things don't happen by chance! Little did we know six months ago when we booked our vacation how much we would really, really NEED a quiet and peaceful week! This little corner of Marathon is exactly that: quiet and peaceful. The condo is very comfortably furnished, very clean, and the view is - well, I don't think there is a 'better' view anywhere! It's picture perfect - even to the gorgeous green iguana on the palm tree! (but you have to look quick - they move fast!). We had our son, daughter in law and two little grandkids with us...it was perfect! Sunrise with coffee by the pool, under the Chickee or on the patio...awesome! Lots to do for families or singles very close by...yup...you really can even have pizza delivered if you don't want delicious, fresh seafood!..and wow! are there some awesome spots for that!! Communication with the owners is impeccable...could NOT be better. These are the folks with whom you love to do business!! Thanks so much, Todd and Jamie!

Match: Heated pool

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Price per night from

$341

Unit 10, Furnished Studio located 50 yards from ocean

Grassy Key apartment

1 bathroom

sleeps 2

Match: Heated pool

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Price per night from

$251

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.

Match: Heated pool

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Price per night from

$399

Bayside Condo, marina, pool and beach

Islamorada condo

3 bedrooms
2 bathrooms

sleeps 6

“Phenomenal keys experience!” This bay front condo is the perfect destination for the entire family! The fishing ranks up with the best in the world, there are plenty of other activities, and Key West is just a short trip down the beautiful HWY 1. I've had the pleasure of staying at this condo several times and have honestly never had a bad time (even during a cat 5 Trop Storm). There is too much to do, the condo is comfy, and the weather is always beautiful. Definitely recommend this condo!

Match: Heated pool

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Price per night from

$253

Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

Match: Heated pool

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Price per night from

$343

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

Match: Heated pool

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Price per night from

$2,282

LUXURY KEYS HOME IN PARADISE-106 ANGLERS REEF

Islamorada villa

2 bedrooms
3 bathrooms

sleeps 6

Match: Heated pool

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Price per night from

$354

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

Match: Heated pool

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Price per night from

$1,141

Oceanfront Anglers Reef Islamorada Florida Keys

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

Match: Heated pool

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Price per night from

$456

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

Islamorada condo

1 bedroom
1 bathroom

sleeps 4

Match: Heated pool

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Price per night from

$158

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: Heated pool

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Price per night from

$351