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Search over 150,000 vacation rentals properties now! Click here to see more Vacation Homes
Search for vacation rental homes in Key West
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Wow*Key West's Best Luxury 'Oceanfront' Marina/Condo/Pool — Property 256569
- Condo
- 3 bedrooms , sleeps 8
- 2 bathrooms
- near the ocean
- pool
- Rates (shown in USD)
- $2000 per property per week
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The Mermaids House
The Mermaids House - Old Town, Historic Bahama Conch House — Property 249095
- House
- 2 bedrooms , sleeps 6
- 1 bathroom
- near the ocean
- garden
- Rates (shown in USD)
- $1000 - $2000 per property per week
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Truman Annex - Two-Story Shipyard Cottage — Property 212151
- Condo
- 2 bedrooms , sleeps 5
- 2 bathrooms
- beach, downtown
- pool
- Rates (shown in USD)
- $1300 - $1900 per property per week
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keywestsailingadventure
Key West Boat & Breakfast, Reef Sailing Trips, Island Hopping — Property 229193
- Yacht
- 2 bedrooms , sleeps 4
- 2 bathrooms
- downtown, waterfront
- pool
- Rates (shown in USD)
- $2065 per property per week
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Beach, Bath & Tennis!
Top-floor Smathers Beach condo with gorgeous pool, tennis and steps from beach. — Property 254856
- Condo
- 2 bedrooms , sleeps 4
- 2 bathrooms
- beach
- pool
- Rates (shown in USD)
- $1325 - $2450 per property per week
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The Hollinsed House
'Old Town' Key West Charmer — Property 255411
- House
- 3 bedrooms , sleeps 14
- 3 bathrooms
- near the ocean, town
- balcony
- Rates (shown in USD)
- $1113 - $1813 per property per week
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Havana Lane — Property 20875
- House
- 2 bedrooms , sleeps 4
- 2 bathrooms
- clothes dryer
- deck wood
- Rates (shown in USD)
- $2100 - $3710 per house per week
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Duval Sea Turtle — Property 40019
- House
- 2 bedrooms , sleeps 6
- 2 bathrooms
- 1 half bathroom
- adventure
- air-conditioning
- Rates (shown in USD)
- $500 - $2610 per house per week
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Tropical Oasis
Luxurious tropical courtyard view Condominium at 1800 Atlantic on the Ocean. — Property 257555
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- beach, resort
- jacuzzi
- Rates (shown in USD)
- $1400 - $2400 per property per week
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Luxurious 4 bedroom/3 full bath home with private pool in Old Town Truman Annex — Property 220630
- Townhome
- 4 bedrooms , sleeps 8
- 3 bathrooms
- downtown, near the ocean
- pool
- Rates (shown in USD)
- $3000 - $4700 per property per week
Refine Your Search
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Bedrooms
- Studio (9)
- 1 bedroom (35)
- 2 bedrooms (150)
- 3 bedrooms (88)
- 4+ bedrooms (53)
Sleeps
- Sleeps 1-4 (113)
- Sleeps 5-8 (191)
- Sleeps 9-12 (22)
- Sleeps 13 or more (7)
Baths
- 1 bathroom (87)
- 2 bathrooms (166)
- 3 bathrooms (50)
- 4+ bathrooms (30)
Lodging Type
- apartment rentals (1)
- boat rentals (1)
- bungalow rentals (1)
- condo rentals (104)
- cottage rentals (18)
- estate rentals (2)
- house rentals (176)
- studio rentals (3)
- townhome rentals (17)
- villa rentals (4)
- yacht rentals (1)
Amenities
- air conditioning (236)
- satellite or cable tv (208)
- pool (269)
- internet access (136)
- dishwasher (229)
- washing machine (227)
Leisure Activities
- Key West rentals near fishing (294)
- Key West rentals near golf (278)
- Key West rentals near skiing (5)
Suitability
- wheelchair accessible (22)
- suitable for elderly or infirm (55)
- pet friendly (58)
- non smoking only (285)

