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223 house rentals

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Conch Haven Cottage Old Town Studio MONTHLY Rental

Key West apartment

1 bedroom
1 bathroom

sleeps 2

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$108

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

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$107

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.

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$87

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.

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$98

Southernmost Beauty

Key West house

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 3 hours 38 minutes

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Price per night from

$268

Harbour Dream~3/2..DKKB24~McGinnis

Duck Key house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 2 hours 17 minutes

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Price per night from

$675

Historic Carriage House

Key West cottage

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 38 minutes

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Price per night from

$230

Coconuts on the Water

Stock Island house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 38 minutes

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Price per night from

$206

Cabanas Key Largo Unit 2

Key Largo apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 2 hours 15 minutes

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Price per night from

$172

Cabanas Key Largo Unit 6

Key Largo apartment

1 bedroom
1 bathroom

sleeps 4

“Pleasant place to stay for a few days” We got off on a bad foot as the room had not been cleaned before our arrival at 4:30PM (we were told we could check in a 3PM). The management was very responsive however, and paid for a complementary dinner at a fun, nearby restaurant by way of apology. The room was well designed and comfortable, if not spacious; the kitchenette and living/bedroom are all in one layout. It was fine for 2 guests but there would be no privacy if there were more. The cabana is right on the canals; boats pass frequently but it's not noisy. This was our first visit to the Florida Keys, and this cabana was a comfortable base for seeing Key Largo. It's not as convenient if you want to go as far south as Key West.

Responds fast! avg. 2 hours 15 minutes

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Price per night from

$172

Cabanas Key Largo Unit 3

Key Largo apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 2 hours 15 minutes

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Price per night from

$172

Clean Apartment in Old Town Key West (Best Downtown Locations)

Key West apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 46 minutes

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Price per night from

$384

Islamorada Waterfront Paradise | 5br | Dock | Pool

Tavernier house

5 bedrooms
3 bathrooms

sleeps 12

Responds fast! avg. 3 hours 58 minutes

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Price per night from

$344

Clean Apartment in Old Town Key West (Best Downtown Locations)

Key West apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 46 minutes

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Price per night from

$384

American Shoal Lighthouse Suite Duval St. and Pool

Key West condo

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 1 hour 30 minutes

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Price per night from

$430

Key West Suites Hotel unit 201

Key West apartment

1 bedroom
1 bathroom

sleeps 6

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Price per night from

$1,145

Key Largo Oceanfront Condo with Dock and Spectacular views

Key Largo apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 2 hours 23 minutes

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Price per night from

$402

Gorgeous waterfront home

Islamorada house

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$459

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!!!!

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Price per night from

$134

Bayfront Cottage Vacation Home Rental Bayside Beach Renovated 2019 Sunset Cove

Key Largo cottage

2 bedrooms
2 bathrooms

sleeps 6

“Perfect” Great house. Very clean and simple. You share the beach and dock with the two other houses in the property but was never an issue. Location is great in Largo. Martha was a great host and very friendly. Will definetly be going back.

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Price per night from

$316