Vacation Rentals & House Rentals in Florida Keys

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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
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Jacuzzi or hot tub
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Boat available
Linen provided
Towels provided
Bicycles available
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Private fishing lake or river
Staffed property
Housekeeping Included

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Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
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Beach or lakeside relaxation
City breaks
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30 house rentals

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Conch Haven Cottage Old Town Studio MONTHLY Rental

Key West apartment

1 bedroom
1 bathroom

sleeps 2

Match: $145

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Price per night from

$108

Fisherman's Paradise in the Heart of Big Pine Key

Big Pine Key house

3 bedrooms
2 bathrooms

sleeps 6

Match: $145

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Price per night from

$114

Sleeping Room, Private Entrance and use of RV Park Bathrooms, Beach and Marina

Key Largo private room

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 37 minutes

Match: $145

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Price per night from

$143

Very Nice 3 Bedroom Home With Large Lot!

Tavernier house

3 bedrooms
2 bathrooms

sleeps 5

Match: $145

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Price per night from

$81

Buccaneer Boathouse

Little Torch Key house

2 bedrooms
2 bathrooms

sleeps 6

Match: $145

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Price per night from

$141

Island Time 1 (half of duplex)

Big Pine Key house

2 bedrooms
1 bathroom

sleeps 4

Match: $145

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Price per night from

$141

BOOK NOW FOR AMAZING DEALS FOR KEY WEST APRIL - SEPTEMBER $3750 A MONTH

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

Match: $145

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Price per night from

$134

Pirate's Cove

Cudjoe Key house

2 bedrooms
1 bathroom

sleeps 4

Match: $145

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Price per night from

$118

Lafitte Landing

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

Match: $145

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Price per night from

$144

The Tree House Old Town 2 Bedroom MONTHLY Rental

Key West house

2 bedrooms
1 bathroom

sleeps 7

“Wonderful” Close to everything! Furnishings just the best. We stayed upstairs in the 2 bedroom 1 large bath. Great wrap around porch up stairs and down. Our key Westies were welcomed which was a plus for us! Overall Stephanie has done a great job and her sister was really helpful. Planning on returning!!!!

Match: $145

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Price per night from

$134

St. Croix

Ramrod Key house

2 bedrooms
2 bathrooms

sleeps 4

Match: $145

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Price per night from

$121

Seaside Condo 2 pools. sunny, quiet, near Old Town

Key West condo

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 3 hours 48 minutes

Match: $145

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Price per night from

$107

Windley Key, FL Keys

Islamorada caravan/mobile home

1 bedroom
1 bathroom

sleeps 4

Match: $145

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Price per night from

$115

Beautiful Private Home with Beach Access

Key Largo house

2 bedrooms
1 bathroom

sleeps 6

“Great place for a family” Wonderful place to stay! My family of 5 enjoyed the clean rooms and full kitchen. Easy access to private beach, restaurants, grocery store. Very safe neighborhood. The house was fully provided for our stay, Great access to John Pennycamp and the Everglades. We would definitely stay here again. Daniel A. was very easy to work with. We enjoyed coming home after a busy day of snorkeling to make supper and lounge on our own deck or wander down to the private beach to enjoy the evening. Having this home made our vacation very relaxing and enjoyable.

Match: $145

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Price per night from

$86

Cozy Couple Getaway! or Great Family Home

Key Largo house

2 bedrooms
1 bathroom

sleeps 4

Match: $145

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Price per night from

$144

Coastal Waterway

Key Largo caravan/mobile home

3 bedrooms
2 bathrooms

sleeps 8

Match: $145

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Price per night from

$130

Unique Houseboat on Dry Lot

Key Largo houseboat

2 bedrooms
1 bathroom

sleeps 4

“Quaint and unique rental” The houseboat was everything I expected and needed it to be. It slept our family of four comfortably - which was all we really needed. The weather was good so really the only thing we did at the houseboat was shower and sleep. We did also do a few loads of wash - having a full size washer and dryer was convenient. I bet if we spent more time there, we would have used the back yard, it is really neat and welcoming. Maggie was a gracious hostess and everything was exactly where and how she described it. All in all a great value.

Match: $145

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Price per night from

$98