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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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Penny's Pompei
“PENNY'S POMPEI” @ Key West Golf Club: Elegant 2BR/1.5BA Townhome — Property 229104
- House
- 2 bedrooms , sleeps 6
- 1 bathroom
- 1 half bathroom
- near the ocean, resort
- pool
- Rates (shown in USD)
- $750 - $1125 per property per week
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'Top 'o the Copa'
'TOP 'O THE COPA' @ Duval: Gorgeous Old Town Penthouse, Available Nightly — Property 229160
- Condo
- 1 bedroom , sleeps 4
- 1 bathroom
- 1 half bathroom
- downtown, village
- terrace
- Rates (shown in USD)
- $1675 - $3500 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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Luxury home in gated community
“CONCH-by-the-POOL' 2BR 2.5BA Luxury Townhome @ Key West Golf Club — Property 230819
- Townhome
- 2 bedrooms , sleeps 6
- 2 bathrooms
- 1 half bathroom
- near the ocean, resort
- pool
- Rates (shown in USD)
- $700 - $1050 per property per week
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'Southernmost Arts & Crafts'
“SOUTHERNMOST ARTS & CRAFTS”, 2BR/2BA Private Home @ South Street — Property 238081
- House
- 2 bedrooms , sleeps 6
- 2 bathrooms
- downtown, near the ocean
- pool
- Rates (shown in USD)
- $1650 - $2200 per property per week
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Beachfront Penthouse 3BR Condo
“NINA'S PENTHOUSE on the BEACH” 3BR/3BA 2-Story Condo @ The Key West Beach Club — Property 238333
- Condo
- 3 bedrooms , sleeps 8
- 3 bathrooms
- beach, resort
- pool
- Rates (shown in USD)
- $1925 - $2625 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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Natalie's Bahama Conch
'NATALIE'S BAHAMA CONCH': Lavish 3BR/2.5BA Home w/ Private Pool @ the Sanctuary — Property 254555
- House
- 3 bedrooms , sleeps 7
- 2 bathrooms
- 1 half bathroom
- near the ocean, resort
- pool
- Rates (shown in USD)
- $1500 - $2475 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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'Angel Conch'
“ANGEL CONCH” @ Angela Street: Heavenly 3BR Home in Old Town — Property 233196
- House
- 3 bedrooms , sleeps 6
- 3 bathrooms
- downtown, resort
- jacuzzi
- Rates (shown in USD)
- $1375 - $2500 per property per week
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Bedrooms
- Studio (9)
- 1 bedroom (35)
- 2 bedrooms (150)
- 3 bedrooms (88)
- 4+ bedrooms (53)
Sleeps
- Sleeps 1-4 (113)
- Sleeps 5-8 (191)
- Sleeps 9-12 (22)
- Sleeps 13 or more (7)
Baths
- 1 bathroom (87)
- 2 bathrooms (166)
- 3 bathrooms (50)
- 4+ bathrooms (30)
Lodging Type
- apartment rentals (1)
- boat rentals (1)
- bungalow rentals (1)
- condo rentals (104)
- cottage rentals (18)
- estate rentals (2)
- house rentals (176)
- studio rentals (3)
- townhome rentals (17)
- villa rentals (4)
- yacht rentals (1)
Amenities
- air conditioning (236)
- satellite or cable tv (208)
- pool (269)
- internet access (136)
- dishwasher (229)
- washing machine (227)
Leisure Activities
- Key West rentals near fishing (294)
- Key West rentals near golf (278)
- Key West rentals near skiing (5)
Suitability
- wheelchair accessible (22)
- suitable for elderly or infirm (55)
- pet friendly (58)
- non smoking only (285)
