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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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'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)
- $6500 - $14000 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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Villa Tropicale — Property 56462
- House
- 4 bedrooms , sleeps 8
- 4 bathrooms
- adventure
- air-conditioning
- Rates (shown in USD)
- $4830 - $8540 per house 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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Duval Square Penthouse — Property 20897
- House
- 4 bedrooms , sleeps 8
- 4 bathrooms
- 1 half bathroom
- adventure
- air-conditioning
- Rates (shown in USD)
- $2730 - $5040 per house per week
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The Lobster Lodge
Quiet, Waterfront, Boat Dock, Tropical — Property 259299
- House
- 9 bedrooms , sleeps 16
- 4 bathrooms
- near the ocean, waterfront
- terrace
- Rates (shown in USD)
- $3500 - $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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Ocean Paradise - 1 Week Minimum — Property 14224
- House
- 3 bedrooms , sleeps 8
- 4 bathrooms
- adventure
- air-conditioning
- Rates (shown in USD)
- $3400 - $5900 per house per week
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Bedrooms
- 3 bedrooms (2)
- 4+ bedrooms (20)
Sleeps
- Sleeps 5-8 (9)
- Sleeps 9-12 (6)
- Sleeps 13 or more (6)
Lodging Type
- house rentals (19)
- villa rentals (2)
Amenities
- satellite or cable tv (19)
- pool (21)
- internet access (14)
- dishwasher (21)
- washing machine (21)
Leisure Activities
Suitability
- suitable for elderly or infirm (6)
- pet friendly (7)
- non smoking only (18)
