Vacation Rentals & House Rentals in Long Key

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Air conditioning
Swimming pool
Private pool
Heated pool

Private indoor pool
Balcony or terrace
Washing machine
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DVD player
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Private tennis court
Cot available
Sauna
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
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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
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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
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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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31 Houses

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Welcome to Paradise

Long Key townhouse

2 bedrooms
3 bathrooms

sleeps 5

Match: Shared outdoor pool (heated)

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Price per night from

$206

Great rentals within 20 miles that match your search

Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$378

Executive Bay Club- great unit, great location!,

Islamorada villa

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 20 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$206

Oceanfront Anglers Reef Islamorada Florida Keys

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$458

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

Islamorada condo

1 bedroom
1 bathroom

sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$159

Villa Sombrero, Marathon

Marathon house

5 bedrooms
4 bathrooms

sleeps 10

Match: Shared outdoor pool (heated)

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Price per night from

$655

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: Shared outdoor pool (heated)

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Price per night from

$353

Reef Resort Getaway 205

Marathon studio

Studio
1 bathroom

sleeps 3

Match: Shared outdoor pool (heated)

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Price per night from

$320

Newly refinished condo open water views very nice

Islamorada condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$230

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: Shared outdoor pool (heated)

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Price per night from

$2,295

LUXURY KEYS HOME IN PARADISE-106 ANGLERS REEF

Islamorada villa

2 bedrooms
3 bathrooms

sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$356

Key Colony Beach Home

Key Colony Beach house

2 bedrooms
2 bathrooms

sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$264

Bayview house with bayviews. Pool with Spa, dock center of town great fishing !!

Islamorada house

2 bedrooms
1 bathroom

sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$821

Harbor Hideaway 4 Bedrooms-3 Bathrooms Waterfront- Indoor Pool

Marathon Shores house

4 bedrooms
3 bathrooms

sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$745

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: Shared outdoor pool (heated)

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Price per night from

$254

New Listing! Charming Angler's Reef Home with Pool, Dockage

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$459

Islamorada Escape - Executive Bay w/Pool, Fishing Dock, Beach, Tennis/Pickleball

Islamorada house

3 bedrooms
2 bathrooms

sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$207

Key Colony Beach-2 Bed 2 Bath Canal Front Home with Cabana Club!

Key Colony Beach house

2 bedrooms
2 bathrooms

sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$308

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: Shared outdoor pool (heated)

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Price per night from

$343