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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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Largest home at Truman Annex
'CONCH CASA GRANDE' @ Truman Annex: 11' Ceilings, Private Pool & 6 Master Suites — Property 177191
- House
- 7 bedrooms , sleeps 12
- 7 bathrooms
- downtown, near the ocean
- balcony
- Rates (shown in USD)
- $7000 - $15000 per property per week
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Large Old Town 5BR home w/pool
“FALLING WATER” @ Old Town: Breathtaking 5BR Private Compound with Private Pool — Property 180171
- House
- 5 bedrooms , sleeps 12
- 4 bathrooms
- 1 half bathroom
- downtown, near the ocean
- pool
- Rates (shown in USD)
- $3750 - $8250 per property per week
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'Casa Blanca 1888' @ White St
“CASA BLANCA 1888' @ White Street: Private Home in Old Town, 4BR & Large Pool — Property 238180
- House
- 4 bedrooms , sleeps 10
- 3 bathrooms
- downtown, resort
- pool
- Rates (shown in USD)
- $1750 - $3000 per property per week
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'Water's Edge'
'WATER'S EDGE' @ Gulfview Pointe: Luxurious 4BR Home on Florida Bay — Property 230758
- House
- 4 bedrooms , sleeps 10
- 2 bathrooms
- 1 half bathroom
- near the ocean, waterfront
- pool
- Rates (shown in USD)
- $1650 - $3000 per property per week
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The Victoria House — Property 72851
- House
- 5 bedrooms , sleeps 12
- 5 bathrooms
- 1 half bathroom
- adventure
- air-conditioning
- Rates (shown in USD)
- $500 - $8200 per house per week
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Beautiful Retreat in Key West Area — Property 188664
- House
- 5 bedrooms , sleeps 12
- 3 bathrooms
- 1 half bathroom
- beach, waterfront
- pool
- Rates (shown in USD)
- $4000 - $4500 per property per week
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'Georgia Peach'
'GEORGIA PEACH' in Old Town: 4BR Luxury Home @ the Meadows — Property 225229
- House
- 4 bedrooms , sleeps 10
- 4 bathrooms
- 1 half bathroom
- downtown, resort
- pool
- Rates (shown in USD)
- $1750 - $2750 per property per week
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Bird of Paradise — Property 88173
- House
- 5 bedrooms , sleeps 10
- 3 bathrooms
- adventure
- beach
- Rates (shown in USD)
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Heron Estate
Heron Estate -- Luxury Rental on water with dock. — Property 188043
- Estate
- 4 bedrooms , sleeps 9
- 4 bathrooms
- near the ocean, waterfront
- garden
- Rates (shown in USD)
- $4000 - $5500 per property per week
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Key West By Beach & Duval Street Old Town — Property 241481
- House
- 5 bedrooms , sleeps 12
- 4 bathrooms
- downtown, near the ocean
- pool
- Rates (shown in USD)
- $5700 - $6700 per property per week
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Bedrooms
- 3 bedrooms (1)
- 4+ bedrooms (19)
Baths
- 2 bathrooms (2)
- 3 bathrooms (6)
- 4+ bathrooms (12)
Lodging Type
- estate rentals (1)
- house rentals (19)
Amenities
- air conditioning (12)
- satellite or cable tv (14)
- internet access (11)
- dishwasher (19)
- washing machine (17)
Leisure Activities
Suitability
- suitable for elderly or infirm (6)
- pet friendly (5)
- non smoking only (17)
