Vacation Rentals & House Rentals in Key West

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17 house rentals

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SEAPORT SUMMIT in Old Town—Beach-Pool-BBQ-Hot Tub

Key West condo

2 bedrooms
2 bathrooms

sleeps 8

Match: Boat available Housekeeping Included

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Price per night from

$998

SEAPORT SAILING—Beach-Pool-BBQ-55”TV-HotTub

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Housekeeping Included

1 of 2 filters match

Price per night from

$998

NEW LISTING! 40’ Luxury Catamaran Yacht!

Key West yacht

3 bedrooms
3 bathrooms

sleeps 7

1 of 2 match: Housekeeping Included, Boat available

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Price per night from

$1,948

LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH

Key West apartment

1 bedroom
1 bathroom

sleeps 4

“Fantastic Stay!” My husband and two sons (21 & 24) stayed in this condo over Christmas. This was our first stay in Key West and we wanted to be close to everything, but yet not right on Duval St. This location was perfect; literally a stones throw away from Duval St. The unit inside was decorated very lovely and had all the amenities one would need. I found the owners were nice to do business with, especially Deb who I mostly communicated with. My family and I enjoyed our stay in Key West immensely, we had so much fun! We met many very friendly people out and about town. We would love to visit again, if we do, we would like to stay in this condo or the Bella Vita, the owner's other condo.

Responds fast! avg. 14 minutes

1 of 2 match: Housekeeping Included, Boat available

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Price per night from

$287

Casa Coastal East, Morning sunrises, Evening night time vibes An Island home.

Key West apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Housekeeping Included, Boat available

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Price per night from

$478

Best Downtown Location Monthly Rental Open Nov 2023- Jan 2024

Key West apartment

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Housekeeping Included, Boat available

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Price per night from

$382

Mar Y Sol a spectacular Ocean Front Oasis 10 minutes to Historic District

Key West apartment

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Housekeeping Included, Boat available

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Price per night from

$1,720

Moveable Feast

Key West house

4 bedrooms
5 bathrooms

sleeps 10

1 of 2 match: Boat available, Housekeeping Included

1 of 2 filters match

Price per night from

$430

Botanical Island Delight Key West fantastic discounts for Summer & Fall

Key West apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Housekeeping Included, Boat available

1 of 2 filters match

Price per night from

$745

Poolside Breeze a Tropical Retreat has a wrap around Balcony best location

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Boat available

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Price per night from

$860

Anchor Drop modern elegance upgrades throughout views of Atlantic Ocean

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Boat available

1 of 2 filters match

Price per night from

$1,376

Top floor Ocean Views, Spacious 2 Bedroom Condo, Views from every room

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Boat available

1 of 2 filters match

Price per night from

$975

High Tide awaits your next visit upgraded condo close to Smathers Beach

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Boat available

1 of 2 filters match

Price per night from

$860

Our Nautical Home in Key West is available for amazing prices Summer of 2023

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Boat available

1 of 2 filters match

Price per night from

$860

SEAPORT PANORAMA at Galleon Resort (Beach-Pool & Hot Tub-BBQ-55” TV-Jacuzzi)

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Housekeeping Included

1 of 2 filters match

Price per night from

$998

Great rentals within 20 miles that match your search

80' luxury yacht

Stock Island house

3 bedrooms
4 bathrooms

sleeps 6

Match: Boat available Housekeeping Included

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Price per night from

$4,012

All-Inclusive Yacht Margarita Flaca: Marina OR Anchor on the Ocean: Free Charter

Stock Island yacht

1 bedroom
1 bathroom

sleeps 6

Match: Boat available Housekeeping Included

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Price per night from

$263

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