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Listings in "Key West"

Designer Octagon House of Key West
$ 684 /night
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4
Delancey Hall in Old Town with a pool and privacy!
$ 394 /night
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2
Sweet Caroline Historic Seaport Key West Home Rental Floor 1
$ 214 /night
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Ohana Paradise At The Historic Seaport , Old Town. Private Home.
$ 212 /night
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Frogmore on Fleming in Downtown Key West
$ 361 /night
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Island Time in Key West
$ 128 /night
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SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West!
$ 266 /night
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4
Find Sanity in the Heart of Key West
$ 577 /night
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Boater’s Dream 2Bed 2Bath Condo, 30 night stay w/ water views, balcony, pool
$ 128 /night
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Dog-friendly home with pool & walk to parks & beach – snowbirds welcome
$ 155 /night
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Ocean Front Key West Oasis Island Tones Charming Historical Downtown area
$ 138 /night
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Escape the Snow – Paradise awaits. A month in Key West Jan 15th- Feb 18th 22
$ 125 /night
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Island charm, Keys in the Conch Shell, Short bike ride to Heart of Key West.
$ 125 /night
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Dog-friendly, Gulf-front condo with pool, hot tub & gorgeous sunset views
$ 136 /night
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Casa Coastal East, Morning sunrises, Evening night time vibes An Island home.
$ 126 /night
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Sunset Marina | 2 Bed, 2 Bath
$ 144 /night
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Crystal blue seas, Island Breezes, Morning Sunrises & Key West Island days.
$ 118 /night
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Kemp House in Key West
$ 648 /night
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The Gideon Lowe House – Old Town Key West
$ 552 /night
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ISLAND TIME – 5 Bed/3 Bath OldTown Complex – MONTHLY – Private pool
$ 427 /night
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**THE ARTISTS’ MUSE @ LOVE LANE** Immaculate Home & Pool + LAST KEY SERVICES…
$ 263 /night
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LOVE IS IN THE AIR – Charming Home-On private lane w/pool sleeps 6
$ 267 /night
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Snowbird-friendly oasis with private heated pool, lush yard, & ample parking
$ 239 /night
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Island Time Hideaway at Old Town Key West Historic Seaport – 3 Blocks to Duval
$ 315 /night
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~Bahari House, Seaport~Walk to the harbor from this quintessential conch home
$ 164 /night
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Townhouse Suite with 1 Bed, 1 Bath, Kitchen, and Pullout Sofa
$ 471 /night
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A Topside View at The Truman Annex in Key West
$ 276 /night
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524 Elizabeth St. #2
$ 239 /night
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The Leonella, Old Town Key West.
$ 392 /night
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2
Ananda – Discover Your Blissful Getaway, Steps from Smathers Beach, Shared Pool & Dog-Friendly Vibe!
$ 139 /night
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2
Casa de Playa
$ 118 /night
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Atlantic Ocean Breezes, Tropical Island Sunrises, Downtown 10 minutes away
$ 118 /night
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Hyatt Beach House- 2 Bedroom Located On The Gulf With Private White Sand Beach!
$ 489 /night
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Dune Wind South by AvantStay | Gated Community | Close to Beach
$ 110 /night
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Key West Morning reflections, Balmy Ocean Breezes, Downtown family fun
$ 114 /night
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Gorgeous Home with Lush Patio & Private Pool – Two Blocks to Higgs Beach
$ 137 /night
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ALMOST HEAVEN ~ 2 Bedroom, 2 Bathroom Condo with Community Pool!
$ 97 /night
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Beautiful Marina location. Gated community. Quite and secure. SUNSETS !!
$ 120 /night
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Garden of Eden Cottage | 1 Bed, 1.5 Bath
$ 107 /night
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Salt Pond Hideaway | Cute Condo w/ Pool, Hot Tub
$ 110 /night
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Ocean-breeze Key West Cottage
$ 107 /night
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**DRIFTWOOD DREAMS @ 1800 ATLANTIC** Beachside Condo & Pool + LAST KEY SERVICES.
$ 99 /night
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**THE OSPREY’S NEST @ SUNRISE SUITES** Condo & Pool + LAST KEY SERVICES…
$ 179 /night
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Place to Relax by AvantStay | Shared Pool | 3 Miles to Smather’s Beach
$ 95 /night
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3
Make Your Trip More Enjoyable! 3 Perfect Units for Large Group! On-site Pool
$ 1,179 /night
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Enjoy a Hassle-Free and Soothing Stay! 4 Amazing Units w/ Terrace! Pool, Parking
$ 1,572 /night
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3 x King with Pool View & Terrace at The Gates Hotel Key West
$ 1,079 /night
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4 x King with Pool View & Terrace at The Gates Hotel Key West
$ 1,572 /night
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Private luxury retreat all included.
$ 789 /night
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Close to Nearest Beach! Four Premium Ocean View Rooms (w/ 2 Queen Beds), Pool
$ 837 /night
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Perfect Key West Staycation Perfect For Your Family! Four Relaxing Rooms, Pool
$ 782 /night
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You Found it! Amazing Stay w/ 4 Deluxe Pool View (w/ Two Queen Beds Each)
$ 744 /night
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Perfect Beach Getaway! Four Convenient Rooms, Driving Distance to the Beach!
$ 654 /night
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Perfect Staycation! Four Fantastic Ocean View Rooms, Outdoor Pool
$ 620 /night
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Close to the Nearest Beach! Four Amazing Rooms w/ Pool View
$ 550 /night
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4 Standard 2 Queens Rooms at The Gates Hotel Key West
$ 531 /night
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Amazing Stay w/ Fantastic View in Key West! 3 Convenient Rooms, Outdoor Pool
$ 506 /night
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Amazing Land and Sea Getaway! Four Convenient Rooms, Close to Nearest Beach
$ 882 /night
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Ideal Location! Three Spacious Spaces, Close to Beach, Outdoor Pool
$ 662 /night
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Perfect Staycation! Two Convenient Rooms, Onsite Pool, Minutes to Closest Beach
$ 441 /night
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Fantastic Land and Sea Vacation! 3 Convenient Units, Onsite Pool
$ 436 /night
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Perfect Staycation! Four Spacious Rooms, Outdoor Swimming Pool
$ 501 /night
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New Rental in New Town
$ 355 /night
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Your Next Getaway is Here! Three Premium Ocean View (w/ 2 Queens Each), Pool
$ 628 /night
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Your Next Beach Getaway is Here! Two Premium Ocean View Rooms, Close to Beach
$ 419 /night
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Fantastic Land and Sea Vacation! 4 Relaxing Rooms, Minutes to the Closest Beach!
$ 710 /night
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Amazing Stay Perfect for the Whole Family! Four Convenient Rooms, Outdoor Pool
$ 693 /night
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3x Deluxe Pool View Two Queen Beds at 24 North Hotel Key West
$ 412 /night
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Cozy Key West Beach Cottage: Walk to Beaches!
$ 427 /night
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Fantastic Land & Sea Vacation! 2 Convenient Rooms, Close from the Nearest Beach
$ 371 /night
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4x Pool View Two Queen Beds at The Gates Hotel Key West, Onsite Swimming Pool!
$ 582 /night
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Fantastic Land and Sea Vacation! Two Convenient Rooms, Outdoor Pool!
$ 355 /night
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Island Song – Paradise in the Keys
$ 276 /night
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CORAZON: Old Town MONTHLY – Private Pool – LARGE 2BD/2.5BA – RealKeyWest
$ 222 /night
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The Maria Luz, a Key West Monthly Rental
$ 226 /night
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~QUEEN CONCH ~ Amazing location with pool and room for family and friends!
$ 1,033 /night
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WATSON HOUSE GRAND ESTATE on Simonton St
$ 2,362 /night
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PERFECTION…STEPS FROM DUVAL ~
$ 618 /night
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CLASSIC KEY WEST – Grand home in Old Town location
$ 1,290 /night
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Villa Fleur at Shipyard Condominiums
$ 220 /night
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The Cordelia, a Key West Monthly Rental
$ 239 /night
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Villa Nomade at Shipyard Condominiums
$ 217 /night
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SEA CONCH~ Amazing location with shared pool, deck, and parking!
$ 386 /night
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Elizabeth Retreat: A three bedroom historic home in Old Town
$ 217 /night
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Elegant Condo with Entertainment & Private Parking – Great Central Location
$ 251 /night
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The Marguerite, 603 #3 Elizabeth Street, Old Town Key West monthly Rental
$ 140 /night
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Stay Minutes From Duval Street! 4 Serene Units In the Heart of Key West!
$ 1,272 /night
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Oceanfront and Adult Only Pool, Bike Rental, Beach Bar, Near Duval Street!
$ 320 /night
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Welcome to a Sun-Soaked Paradise! Discover the History and Soul of Key West!
$ 238 /night
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Your Beach Adventure Awaits! Pool View, 3 Pools, Short Drive to Jackson Square!
$ 255 /night
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4 Deluxe 2 Queen Beds Rooms at Southernmost Beach Resort
$ 1,272 /night
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Multi-home tropical paradise with large, heated pool, & wraparound sundeck
$ 1,827 /night
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Tropical studio with pool – 2 blocks to beach & 1 block to Duval St dining/shops
$ 228 /night
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Classic Key West cottage with pool & courtyard – walk to beach & Duval St dining
$ 371 /night
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Deluxe ground-floor studio – pool, courtyard, walk to Duval St shops & beach
$ 228 /night
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Perfect For Family and Friends! Four Spacious Rooms (w/ 2 Queen Beds Each)
$ 581 /night
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Fantastic Land and Sea Vacation! 2 Spacious Rooms, Close to Nearest Beach
$ 345 /night
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Ideal Location! 3 Great Units, Near Beach, Pool and Attractions
$ 557 /night
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Perfect Beach Getaway! 3 Amazing Rooms Rooms, Driving Distance to the Beach!
$ 397 /night
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Ideal Location! Two Relaxing Rooms, Outdoor Pool, Minutes Away from the Beach
$ 327 /night
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