Key West Vacation Rentals

59 Properties, sort by:  Availability Last Updated Bedrooms: Least to Most Bedrooms: Most to Least Price: High to Low Price: Low to High Special Offers First

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• Bathrooms
  • 1 bathroom (1)
  • 2 bathrooms (34)
  • 3 bathrooms (22)
  • 4+ bathrooms (1)

• Property Type
  • condo rentals (8)
  • cottage rentals (1)
  • house rentals (17)
  • townhome rentals (5)
  • villa rentals (2)

• Accessibility
  • long term renters welcome (16)
  • non smoking only (22)
  • pet friendly (12)
  • wheelchair accessible (3)

• Location Type
  • beach rentals (38)
  • downtown rentals (9)
  • near the ocean rentals (15)
  • waterfront rentals (8)

• Travel Style
  • luxury rentals (12)

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Casa de Cuba

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 20884

3 Bedrooms, Sleeps 6

• Private Home
• 2 Bathrooms

Rates per Private Home (USD)

$600 - $6,451/night

$5,040/week

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Luxury Townhome in Paradise - Stay for a month or more!

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 127027

3 Bedrooms, Sleeps 6

• Townhome
• 2 Bathrooms
• beach, near the ocean
• swimming pool

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Babalu Cottage

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 40056

3 Bedrooms, Sleeps 6

• Private Home
• 1 Bathroom, 1 Half Bath

Rates per Private Home (USD)

$392 - $990/night

$847 - $4,378/week

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Sunset Palm

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 40041

3 Bedrooms, Sleeps 8

• Private Home
• 3 Bathrooms

Rates per Private Home (USD)

$392 - $806/night

$847 - $3,308/week

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Historic Restored 'Eyebrow' Home

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 169698

3 Bedrooms, Sleeps 6

• House
• 3 Bathrooms
• near the ocean, town
• swimming pool

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Luxury Truman Annex Home - Classic Key West Charm

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 164696

3 Bedrooms, Sleeps 6

• House
• 3 Bathrooms
• beach, resort
• swimming pool

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Azul Escape

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 88159

3 Bedrooms, Sleeps 6

• Private Home
• 2 Bathrooms, 1 Half Bath

Rates per Private Home (USD)

$531 - $1,227/night

$1,543 - $5,951/week

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Lighthouse Keep

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 40029

3 Bedrooms, Sleeps 8

• Private Home
• 3 Bathrooms

Rates per Private Home (USD)

$392 - $806/night

$847 - $3,308/week

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Duval Roost

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 20887

3 Bedrooms, Sleeps 6

• Private Home
• 3 Bathrooms, 1 Half Bath

Rates per Private Home (USD)

$540 - $5,443/night

$2,660 - $4,536/week

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Coconut Cabana

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 20886

3 Bedrooms, Sleeps 6

• Private Home
• 2 Bathrooms

Rates per Private Home (USD)

$465 - $4,955/night

$2,310 - $4,032/week

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Secret Villa

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 76139

3 Bedrooms, Sleeps 6

• Private Home
• 3 Bathrooms

Rates per Private Home (USD)

$600 - $6,451/night

$5,040/week

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Sophisticated Elegance on Fleming Street

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 166595

3 Bedrooms, Sleeps 6

• House
• 2 Bathrooms, 3 Half Baths
• beach, downtown
• accept credit card

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Casa Margarita

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 56463

3 Bedrooms, Sleeps 6

• Private Home
• 3 Bathrooms

Rates per Private Home (USD)

$600 - $6,451/night

$5,040/week

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Bahama Dreaming

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 72846

3 Bedrooms, Sleeps 8

• Private Home
• 2 Bathrooms

Rates per Private Home (USD)

$531 - $1,425/night

$1,543 - $6,058/week

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Villa Paradiso

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 20874

3 Bedrooms, Sleeps 6

• Private Home
• 3 Bathrooms

Rates per Private Home (USD)

$565 - $4,975/night

$2,940 - $4,536/week

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Key West Casa

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 72841

3 Bedrooms, Sleeps 6

• Condo
• 2 Bathrooms

Rates per Condo (USD)

$1,863 - $5,688/week

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Direct Oceanfront Free Wireless Internet

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 149233

3 Bedrooms, Sleeps 6

• Condo
• 2 Bathrooms, 1 Half Bath
• beach
• accept credit card

Rates per property (USD)

$350/night

$2,350/week

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Gated Private Luxurious Getaway-Truman Annex (Private Pool)

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 177296

3 Bedrooms, Sleeps 7

• House
• 3 Bathrooms, 1 Half Bath
• air-conditioning
• washing machine

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Mar Y Sol

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 40007

3 Bedrooms, Sleeps 6

• Condo
• 2 Bathrooms, 1 Half Bath

Rates per Condo (USD)

$644 - $1,184/night

$1,558 - $4,969/week

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Whitehead House

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 20879

3 Bedrooms, Sleeps 6

• Private Home
• 2 Bathrooms

Rates per Private Home (USD)

$480 - $620/night

$2,240 - $3,780/week

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'Colorful Conch' @ the Sanctuary: 3 Bedrooms, 3 Baths & Private Pool

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 189356

3 Bedrooms, Sleeps 6

• House
• 3 Bathrooms
• beach, resort
• tennis

Rates per property (USD)

$11,000 - $13,000/month

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“Manatee Manor” at Geiger Key: 3BR 2BA Private Home, 60’ Dock

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 195245

3 Bedrooms, Sleeps 8

• House
• 2 Bathrooms
• near the ocean, waterfront
• accept credit card

Rates per property (USD)

$1,800 - $3,300/week

$3,600 - $6,600/month

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“Southern Star” @ William Street: Luxurious 3BR/3BA Historic Old Town Home

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 193075

3 Bedrooms, Sleeps 6

• House
• 3 Bathrooms
• village, waterfront
• accept credit card

Rates per property (USD)

$15,000 - $20,000/month

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Beach Club #108

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 20892

3 Bedrooms, Sleeps 6

• Condo
• 2 Bathrooms

Rates per Condo (USD)

$340 - $4,453/night

$2,310 - $3,234/week

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Key West Tropical Townhouse

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 120270

3 Bedrooms, Sleeps 8

• Townhome
• 3 Bathrooms
• beach, near the ocean
• accept credit card

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Old Town Key West Hideaway

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 210478

3 Bedrooms, Sleeps 6

• House
• 2 Bathrooms
• swimming pool
• air-conditioning

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Casa Louisa

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 72847

3 Bedrooms, Sleeps 6

• Private Home
• 2 Bathrooms

Rates per Private Home (USD)

$472 - $1,302/night

$1,596 - $5,255/week

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Villa Bon Bini

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 88179

3 Bedrooms, Sleeps 6

• Private Home
• 2 Bathrooms, 1 Half Bath

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Isla Paraiso

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 88180

3 Bedrooms, Sleeps 6

• Private Home
• 3 Bathrooms, 1 Half Bath

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Key West Manor

1. Florida Keys,
2. Lower Florida Keys,
3. Key West Vacation Rentals

— Property 88186

3 Bedrooms, Sleeps 6

• Private Home
• 2 Bathrooms, 1 Half Bath

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