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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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'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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Unique Old Town 4 bedroom home
“HEAVENLY ZEN @ GRINNELL”: 4BR Private Home @ The Historic Seaport — Property 238200
- House
- 4 bedrooms , sleeps 8
- 3 bathrooms
- downtown, resort
- pool
- Rates (shown in USD)
- $1925 - $2750 per property per week
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New Key West Condo 2/BR - 2.5/BA — Property 246336
- Condo
- 2 bedrooms , sleeps 4
- 2 bathrooms
- 1 half bathroom
- beach, near the ocean
- pool
- Rates (shown in USD)
- $1500 - $2000 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)
- $1750 - $2475 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 - $3000 per property per week
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3BR Key West oceanfront condo
'AZURE MORNING' @ Kings Pointe: Luxurious 3 Bedroom Condo on the Atlantic — Property 202314
- Condo
- 3 bedrooms , sleeps 8
- near the ocean, waterfront
- pool
- Rates (shown in USD)
- $1600 - $3300 per property per week
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Truman Annex - Renovated with Private Garden - Discounted Mid Dec Rates!!! — Property 151840
- Condo
- 1 bedroom , sleeps 4
- 1 bathroom
- beach, downtown
- garden
- Rates (shown in USD)
- $895 - $1600 per property per week
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'Old Town Oasis' @ The Annex
'OLD TOWN OASIS' @ Truman Annex: Spacious 2 BR Oceanfront Condo — Property 181289
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- downtown, waterfront
- balcony
- Rates (shown in USD)
- $2400 - $3950 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 - $3500 per property per week
Refine Your Search
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Bedrooms
- Studio (9)
- 1 bedroom (34)
- 2 bedrooms (151)
- 3 bedrooms (89)
- 4+ bedrooms (53)
Sleeps
- Sleeps 1-4 (112)
- Sleeps 5-8 (192)
- Sleeps 9-12 (23)
- Sleeps 13 or more (7)
Baths
- 1 bathroom (85)
- 2 bathrooms (168)
- 3 bathrooms (52)
- 4+ bathrooms (29)
Lodging Type
- apartment rentals (1)
- boat rentals (1)
- bungalow rentals (1)
- condo rentals (107)
- cottage rentals (18)
- estate rentals (1)
- house rentals (178)
- studio rentals (3)
- townhome rentals (14)
- villa rentals (4)
- yacht rentals (1)
Amenities
- air conditioning (236)
- satellite or cable tv (208)
- pool (271)
- internet access (136)
- dishwasher (231)
- washing machine (229)
Leisure Activities
- Key West rentals near fishing (292)
- Key West rentals near golf (276)
- Key West rentals near skiing (4)
Suitability
- wheelchair accessible (24)
- suitable for elderly or infirm (55)
- pet friendly (57)
- non smoking only (285)

