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Search over 150,000 vacation rentals properties now! Click here to see more Vacation Homes
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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'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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Southard Street: House — Property 20888
- House
- 4 bedrooms , sleeps 8
- 4 bathrooms
- clothes dryer
- grill
- Rates (shown in USD)
- $4760 - $7350 per house per week
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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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Truman Annex (Gated 4BR's/4Bath's-private Pool) — Property 146133
- House
- 4 bedrooms , sleeps 8
- 4 bathrooms
- downtown, resort
- terrace
- Rates (shown in USD)
- $5500 - $7500 per property per week
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Cold's Milk Farm — Property 7028687
- House
- 4 bedrooms , sleeps 12
- 4 bathrooms
- 1 half bathroom
- adventure
- beach
- Rates (shown in USD)
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Size Does Matter! Biggest Luxury Vacation Home on the Island — Property 265312
- House
- 5 bedrooms , sleeps 10
- 4 bathrooms
- near the ocean
- pool
- Rates (shown in USD)
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Duval St. 6 bedroom Compound
Duval St. 6 bedroom Compound w/ 2 Private Heated Pools, Parking & Huge Roof Deck — Property 228157
- Villa
- 6 bedrooms , sleeps 14
- 5 bathrooms
- 2 half bathroom
- downtown, near the ocean
- pool
- Rates (shown in USD)
- $8000 per property per week
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Southernmost Southernmost Home
The ultimate place to stay in Key West — Property 256853
- Villa
- 4 bedrooms , sleeps 8
- 5 bathrooms
- 1 half bathroom
- town, waterfront
- pool
- Rates (shown in USD)
- $7000 - $8500 per property per week
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Admirals Treasure in Key West-Luxurious 4500sq ft 4BR/4BA Private Vacation Home — Property 229940
- House
- 4 bedrooms , sleeps 8
- 4 bathrooms
- beach, near the ocean
- pool
- Rates (shown in USD)
- $5500 - $7000 per property per week
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Caroline's Treasure (Key West) — Property 7022406
- House
- 7 bedrooms , sleeps 14
- 5 bathrooms
- children welcome
- pets not allowed
- Rates (shown in USD)
- $7700 - $21960 per house per week
Refine Your Search
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Bedrooms
- 3 bedrooms (2)
- 4+ bedrooms (27)
Sleeps
- Sleeps 5-8 (10)
- Sleeps 9-12 (12)
- Sleeps 13 or more (6)
Lodging Type
- estate rentals (1)
- house rentals (25)
- villa rentals (2)
Amenities
- air conditioning (22)
- satellite or cable tv (23)
- pool (28)
- internet access (15)
- dishwasher (26)
- washing machine (26)
Leisure Activities
Suitability
- suitable for elderly or infirm (7)
- pet friendly (7)
- non smoking only (24)
