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Key West Luxury Vacation Rentals

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40 rentals in Key West.
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Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach
2 bedrooms
3 bathrooms
Sleeps 6
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2 other travellers have booked this property
Casa Havana
3 bedrooms
2 bathrooms
Sleeps 8
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5 other travellers have booked this property
6 bedroom Duval Street Compound - Pool, Hot Tub, 2 parking spots - A++ Location
6 bedrooms
7 bathrooms
Sleeps 16
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Casa Del Sol, a Key West Vacation (Truman Annex)
2 bedrooms
3 bathrooms
Sleeps 6
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49 other travellers have booked this property
** Totally Renovated Ocean View Condo Great Prices **
2 bedrooms
2 bathrooms
Sleeps 6
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3 other travellers have booked this property
Seaside Place Key West FL 5 Bedroom House 4 Baths
5 bedrooms
4 bathrooms
Sleeps 12
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Key West Oasis - Private Pool, Separate Cottage - Great for Couples & Families
2 bedrooms
2 bathrooms
Sleeps 4
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5 other travellers have booked this property
Spacious 3BR/3BA Catamaran as Private Sailing Charter up to 7 nights in Key West
3 bedrooms
3 bathrooms
Sleeps 6
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HISTORIC KEY WEST - Cigar House - Sleeps 4
1 bedroom
1 bathroom
Sleeps 4
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2 bedrooms
2 bathrooms
Sleeps 6
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Casa Grande
5 bedrooms
5 bathrooms
Sleeps 10
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HISTORIC KEY WEST - Conch House - Sleeps 5
2 bedrooms
1 bathroom
Sleeps 5
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1 other traveller has booked this property
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2 bedrooms
2 bathrooms
Sleeps 6
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Real World MTV House Key West
10 bedrooms
6 bathrooms
Sleeps 22
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11 other travellers have booked this property
NEW LISTING! 40’ Luxury Catamaran Yacht!
3 bedrooms
2 bathrooms
Sleeps 7
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2 bedrooms
2 bathrooms
Sleeps 6
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1 other traveller has booked this property
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2 bedrooms
2 bathrooms
Sleeps 6
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3 other travellers have booked this property
The Blue Pelican - Comes With 6 Passenger Gas Golf Cart
3 bedrooms
3 bathrooms
Sleeps 8
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HISTORIC KEY WEST - Turtle House - Sleeps 6
2 bedrooms
1 bathroom
Sleeps 6
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1 other traveller has booked this property
Old Town Eyebrow:Luxurious/Private Home
3 bedrooms
3 bathrooms
Sleeps 8
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Octopus's Garden Off Duval
3 bedrooms
3 bathrooms
Sleeps 8
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<< AMAZING DEALS FOR LAST MINUTE BOOKINGS KEY WEST CONDO RENTAL ON THE OCEAN
2 bedrooms
2 bathrooms
Sleeps 6
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3 other travellers have booked this property
The Tiki Suite - soon to be a Key West icon
1 bedroom
1 bathroom
Sleeps 2
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Bahama House - A++ Location with private pool/parking - walk to everything!
3 bedrooms
4 bathrooms
Sleeps 8
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*Stay on the ocean with fantastic view, luxury finishes at great prices*
2 bedrooms
2 bathrooms
Sleeps 6
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SEAPORT PANORAMA in Old Town, Key West, FL (Beach-Pool-BBQ)
2 bedrooms
2 bathrooms
Sleeps 6
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Duval Penthouse - private pool/parking with roof deck - A++ Location
3 bedrooms
3 bathrooms
Sleeps 8
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SEAPORT SUMMIT in Old Town, Key West, FL (Beach-Pool-BBQ)
2 bedrooms
2 bathrooms
Sleeps 8
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SEAPORT SUNSETS in Old Town, Key West, FL (Beach-Pool-BBQ)
2 bedrooms
2 bathrooms
Sleeps 6
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1 other traveller has booked this property
Luxury 3BD/3B Penthouse Condo at Galleon Resort, Old Key West
3 bedrooms
3 bathrooms
Sleeps 8
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Harbor Walk Hideaways
4 bedrooms
3 bathrooms
Sleeps 8
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1 other traveller has booked this property
* Forever ocean front views expansive 3 bedroom key west condo*
3 bedrooms
2 bathrooms
Sleeps 8
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2 bedrooms
2 bathrooms
Sleeps 6
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1 other traveller has booked this property
HISTORIC KEY WEST - Main House - Sleeps 8
4 bedrooms
2 bathrooms
Sleeps 8
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2 other travellers have booked this property
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2 bedrooms
2 bathrooms
Sleeps 6
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1 other traveller has booked this property
Beachfront Villa Ambriana, Luxury Upscale Home Right on the Beach
3 bedrooms
3 bathrooms
Sleeps 8
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A Castle on An Island Your Santuary Retreat Key West Sleeps 24
8 bedrooms
8 bathrooms
Sleeps 24
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2 other travellers have booked this property
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2 bedrooms
2 bathrooms
Sleeps 6
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<< Book Your Key West Cabana Condo on Atlantic short bike ride to downtown
2 bedrooms
2 bathrooms
Sleeps 6
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Vacation house for a family for oct
3 bedrooms
1 bathroom
Sleeps 5
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