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Villas in Key West

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265 rentals in Key West.
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Oceanfront 2 Bedroom 2 Bath Condo Key West Florida

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sunrise Suite Key West 2 Bed Rooms 2 Full Baths

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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LOTUS BLOSSOM - Updated 3 BR Home With Tropical Courtyard & Hot Tub, Convenient

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean Breezes, Morning Sunrises, Excellent nightly rental condo on the ocean.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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ATLANTIC PARADISE Condo 1800 Atlantic, shared pool, jacuzi, BBQ, family fun!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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KEY WEST CASA Large Condo, Truman Annex, Shared Pool, Downtown Key West

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Craig & Cindy Key West Truman Annex Shipyard Condo with a deck at Mile Marker 0!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Clean Apartment in Old Town Key West (Best Downtown Locations)

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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AMELIA HOME Spacious Private Home with Private Pool, BBQ Grill + Pet Friendly

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Casa Cay West ~ Beautiful Tropical House - 2 King Beds! Sleeps 8

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Artist Cottage in Truman Annex

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Casa Del Sol, a Key West Vacation (Truman Annex)

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Truman Annex: The Plantation SELF CATERING beautifully landscaped rear patio

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Tom's Chicken Coop: Nice Ocean View, Pool, Renovated, Close to Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Attitude Key West (2 Bikes and Wireless Internet)

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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'Oceanside Oasis' * Kings Pointe: Direct Ocean Views & 3 BR'S

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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'LOST SHAKER OF SALT' ~ 3 Bed, 2 Bath Pet Friendly Home with 40' Private Pool

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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STARFISH - SUNNY TOWNHOME in QUIET TRUMAN ANNEX TWO BLOCKS FROM DUVAL ST.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Secret Villa I * Old Town with Private Pool, close to Duval!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Harbour Place 115 in Truman Annex Key West

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Seaside Place Key West FL 5 Bedroom House 4 Baths

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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My Condo by the Beach with Ocean View

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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The Mermaids House, Historic Old Town Key West

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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'CORAL CABANA' ~ Lush Porch Views of the Pool & Gardens, near Golf Course!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Top Floor Ocean Views from every window Olympic Size Pool-Jacuzzi- Sauna-Tennis

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Tom's 2000sf Direct Oceanfront Penthouse. Renovated, Heated Pool, Close To Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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William Skelton House - Available Easter Weekend!

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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Catherine House: A charming Old Town Key West cottage

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Attitude Key West at the Beach, 2 Bikes and Internet, Pool, Whirl Pool, Sauna

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Sea Breeze Cottage- in Beautiful Truman Annex

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Boli Townhouse - Luxury Rental in gated Truman Annex

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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'LADY ADMIRAL' ~ Sweet cottage & guest house with private pool off Duval

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Azure Morning- Oceanfront, near Marina, Pool & Jacuzzi

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEWLY RENOVATED ...LAST MINUTE SPECIALS...CHECK DATES

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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'CASA DE VINO' ~ Excellent Price for an Amazing Townhouse with Pool & Tiki!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Majestic Escape near Duval! Pool, wifi, renovated 2/2 1/2, private courtyard.

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Villa Paradiso: A unique mid-town paradise

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Henry's Piece Of Paradise On The Ocean In Key West

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Enjoy More Privacy in a Truman Annex End Unit Townhome

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Beach House with Ocean View-No Contact Check-In

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Apple of Your Eye in Paradise (Truman Annex)!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Truman Annex Best Location in Town

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Ann Street Cottage: A bright and airy home near Duval Street

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Rose Lane Villas - Villa Vista - 2 bedrooms - Downtown Key West

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Tropical Key West Get Away

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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BEST DEAL IN THE KEYS!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Frequently Asked Questions about Key West