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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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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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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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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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Paradise manor with private pool and patio — Property 208558
- House
- 4 bedrooms , sleeps 9
- 2 bathrooms
- near the ocean
- garden
- Rates (shown in USD)
- $700 per property per week
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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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Isla Paraiso — Property 88180
- House
- 4 bedrooms , sleeps 6
- 3 bathrooms
- 1 half bathroom
- adventure
- beach
- Rates (shown in USD)
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Mermaid's Rock — Property 203762
- House
- 4 bedrooms , sleeps 8
- 3 bathrooms
- near the ocean
- jacuzzi
- Rates (shown in USD)
- $4000 - $6000 per property per week
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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
Refine Your Search
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Sleeps
- Sleeps 5-8 (26)
- Sleeps 9-12 (20)
- Sleeps 13 or more (6)
Baths
- 1 bathroom (1)
- 2 bathrooms (7)
- 3 bathrooms (17)
- 4+ bathrooms (27)
Lodging Type
- estate rentals (1)
- house rentals (48)
- townhome rentals (1)
- villa rentals (2)
Amenities
- air conditioning (39)
- satellite or cable tv (38)
- pool (45)
- internet access (23)
- dishwasher (46)
- washing machine (43)
Leisure Activities
Suitability
- suitable for elderly or infirm (10)
- pet friendly (12)
- non smoking only (43)
