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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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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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'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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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 - $14000 per property per week
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Luxury 4BR home, private pool
'COLORFUL CONCH' @ the Sanctuary: Decorator Home with 4BR/3BA & Private Pool — Property 189356
- House
- 4 bedrooms , sleeps 6
- 3 bathrooms
- beach, resort
- Rates (shown in USD)
- $1750 - $2750 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 - $2750 per property per week
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'Noona’s Mansion-by-the-Sea”
“NOONA'S MANSION-by-the-SEA”: Oceanfront 6BR/5.5BA @ Truman Annex, Private Pool — Property 254512
- House
- 6 bedrooms , sleeps 14
- 5 bathrooms
- 1 half bathroom
- pool
- garden
- Rates (shown in USD)
- $7700 - $16000 per property per week
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'Southernmost Belle'
'SOUTHERNMOST BELLE' @ The Annex: 7 Bedrooms, Huge Porches & Large Private Pool — Property 225064
- House
- 7 bedrooms , sleeps 14
- 5 bathrooms
- downtown, resort
- pool
- Rates (shown in USD)
- $6600 - $14000 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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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)
- $4250 - $8250 per property per week
Refine Your Search
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Sleeps
- Sleeps 5-8 (27)
- Sleeps 9-12 (19)
- Sleeps 13 or more (6)
Baths
- 1 bathroom (1)
- 2 bathrooms (7)
- 3 bathrooms (16)
- 4+ bathrooms (28)
Lodging Type
- estate rentals (2)
- house rentals (47)
- townhome rentals (1)
- villa rentals (2)
Amenities
- air conditioning (39)
- satellite or cable tv (39)
- pool (45)
- internet access (24)
- dishwasher (46)
- washing machine (43)
Leisure Activities
Suitability
- suitable for elderly or infirm (10)
- pet friendly (12)
- non smoking only (43)
