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Key West Rentals with Pools

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0+ rooms, 2+ guests
Distance from
1 mi
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$1,000+
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220 rentals in Key West.
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Verandah
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Perfect Pineapple
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Emma's Secret
2 bedrooms
1 bathroom
Sleeps 4
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Emma's Escape
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Tropical Dreaming
2 bedrooms
2 bathrooms
Sleeps 6
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Leeward Isle Key West Retreat
2 bedrooms
2 bathrooms
Sleeps 4
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Crowner's Jewel
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Amelia Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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A Place In Paradise
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Linger Longer
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, All pools
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Conch Condo
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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A Siesta Bay
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Parrot Perch
2 bedrooms
2 bathrooms
Sleeps 5
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Shipyard Treasure
2 bedrooms
1 bathroom
Sleeps 4
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Key West Charming
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Key West Casa
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Finn Key
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Brisa Del Mar
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Beach House Condo
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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Papaya Place
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Nautical Dreams
2 bedrooms
2 bathrooms
Sleeps 4
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Artist Garden
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Key West Found
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Lavender Jungle
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Duval Sea Turtle
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Duval Breeze
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Ecco Domani
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Key Lime Pie
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Tee by the Sea - Luxury 2/2 1/2 with huge pool, parking and 7 Bikes FREE
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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7 other travelers have booked this property
HISTORIC KEY WEST - Main House - Sleeps 8
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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2 other travelers have booked this property
HISTORIC KEY WEST - Turtle House - Sleeps 6
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, All pools
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1 other traveler has booked this property
HISTORIC KEY WEST - Conch House - Sleeps 5
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, All pools
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1 other traveler has booked this property
Alluring Porches
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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HISTORIC KEY WEST - Cigar House - Sleeps 4
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Paradise Place
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Conch Wind
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Osprey
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Ibis
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Coconut Cottage
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps, All pools
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Seaside Place Key West FL 5 Bedroom House 4 Baths
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
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2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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** Totally Renovated Ocean View Condo Great Prices **
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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3 other travelers have booked this property
* Book today Anchor drop key west short bike ride from old Town*
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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5 other travelers have booked this property
Real World MTV House Key West
10 bedrooms
6 bathrooms
Sleeps 22
Match: Sleeps, All pools
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11 other travelers have booked this property
** Steps from Duval 1 Bedroom Townhouse in great complex Hidden secret **
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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2 other travelers have booked this property
Artist Cottage in Truman Annex
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Tropical Escape
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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112 other travelers have booked this property
** Fantastic Spring& Summer Stay Downtown walk everywhere **
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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1 other traveler has booked this property
Easy Livin'
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Henry's Piece Of Paradise On The Ocean In Key West
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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