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Listings in "Key West"

PARADISE PLACE:A tastefully decorated space in the heart of Old Town Key West
$ 313 /night
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~ VILLA LUXE ~Privacy and upscale opulence abound in this tropical oasis.
$ 973 /night
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Dog-friendly Key West Cottage with Private Hot Tub & Unbeatable Location
$ 363 /night
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Beautiful Upper Duval – Uptown – 2 bedroom Condo
$ 104 /night
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Green Goddess – 4 BD/3 BA Amazing 360 Degree Rooftop Views! RealKeyWest
$ 220 /night
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Premier Ocean Front at La Brisa – Amazing views
$ 146 /night
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Colorful waterfront condo with pool & hot tub, AC, W/D, & WiFi – dogs OK
$ 239 /night
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205E La Brisa-2 bedroom condo oceanfront w/parking & shared pool
$ 263 /night
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The Breeze @ La Brisa 3 Bedroom Ocean front
$ 236 /night
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Island Time | Gorgeous Condo, Steps To The Beach!
$ 356 /night
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By the Beautiful Sea ~ A Key West Beach Front Condo
$ 417 /night
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Key West Oceanfront Condo – ‘The Sea Jay’
$ 299 /night
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Atlantic Ocean view across from Smathers Beach – La Brisa – Key West
$ 197 /night
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KEY WEST – Weekly Stay Only – 2 Bedroom 2 Bathrooms Sleeps 6
$ 334 /night
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2019 Fantasy Fest Week 2 Bedroom 2 Bath Sleeps 6
$ 394 /night
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Close enough to Bike Ride to Mallory Square,far away to sleep during FantasyFest
$ 296 /night
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Studio with kitchenette, free parking, marina available 3/12/22 to 3/19/22 only<br>
$ 248 /night
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Coconut Mallory Resort in Key West – 2 Bedroom Condo/Marina/Gumbos Bar & Grill
$ 205 /night
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Waterfront Property – Marina Access – Spacious – Excellent Key West Condo
$ 300 /night
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Coconut Mallory Resort Two Bedroom Condo with Full Kitchen
$ 354 /night
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KEY WEST PARADISE- YOUR HAPPY PLACE
$ 335 /night
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Waterfront Property – Marina Access – Spacious – Excellent Key West Condo
$ 221 /night
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2/2 Timeshare Rental – Only Available 12/19 to 12/22 and 12/29 to 12/30/2024
$ 264 /night
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Spacious Key West Condo at Coconut Mallory Resort & Marina
$ 276 /night
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Beautiful oceanfront Key West Resort Condo 2./2
$ 355 /night
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Penthouse in Paradise!
$ 355 /night
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Waterfront Property – Marina Access – Spacious – Excellent Key West Condo
$ 393 /night
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Poolside Cottage #412
$ 177 /night
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Beautiful views and close to Duval Street festivities and boat docks. Wks 29-30.
$ 315 /night
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THE GALLEON – UNIT B-42
$ 355 /night
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Luxury Waterfront Stay @ The Galleon, Mins from Downtown
$ 426 /night
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SEAPORT PANORAMA at Galleon Resort near Mallory Square—King Suite-Beach-Pool-BBQ
$ 591 /night
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SEAPORT SERENITY at Galleon Resort near Mallory Square—King Suite-Beach-Pool-BBQ
$ 591 /night
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The Galleon Resort Best Resort Location in KW
$ 394 /night
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The Galleon Resort Best Resort Location in Key West
$ 276 /night
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The Galleon Resort Nov 2 – Nov 9, 2019/ Boat Week 2019 Key West
$ 355 /night
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Deluxe Key West Ocean Front Condo Week – April 22 – 29, 2025
$ 441 /night
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Heart of Key West – 2BR Waterfront at the Galleon Resort
$ 601 /night
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Luxury Galleon Resort & Marina 2 Bed/2 Bath Marina View
$ 276 /night
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Galleon Key West Resort – Waterfront Marina 2-Bedroom Suite + Beach + Amenities
$ 630 /night
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Lock-Out Unit at the Galleon Resort – Best Resort Location In KW
$ 237 /night
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Beautiful Two-Bed, Two-Bath Suite at Galleon Resort Overlooking Harbor
$ 315 /night
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Galleon Resort – Balcony Overlooking Marina w/ Stair to Boardwalk, Sleeps 6
$ 394 /night
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TROPICAL RETREAT ~ 3 Bedroom, 3.5 Bath 1/2 Block From Duval St. w/ Pool!
$ 792 /night
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Bright condo with private hot tub – amazing walkable locale
$ 514 /night
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Catherine House: A charming Old Town Key West cottage
$ 471 /night
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VILLA SERENA@DUVAL SQUARE – A peaceful retreat in the heart of Old Town.
$ 387 /night
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A+ Location in Old Town Key West
$ 185 /night
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Coconut Cabana: A restored Old Town home with charm & tropical ambience
$ 624 /night
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Superior King ADA Accommodation at Southernmost Beach Resort
$ 269 /night
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Duval Square Retreat: A beautiful condo steps from the action
$ 295 /night
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Great for Getaways on the Lush Island of Key West! 3 Poos, Nightlife, Beach Bar!
$ 293 /night
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**SUZY’S PARROT PERCH @ OLD TOWN** Cozy 2nd Floor Condo + LAST KEY SERVICES…
$ 209 /night
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‘LA DOLCE VITA’ OLD TOWN, STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
$ 211 /night
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Beautifully Updated and Appointed; 1 block from Duval; Courtyard and Parking
$ 237 /night
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Key West Dreamin’ ~ Private Pool Near Duval
$ 461 /night
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LADY ADMIRAL ~ Sweet cottage & guest house with private pool off Duval!
$ 674 /night
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Overlook Duval St from your Cuban Club balcony
$ 334 /night
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Price Reduction!!! Penthouse Suite @ KW, Galleon Resort, Avail 6/29 – 7/6/2024
$ 473 /night
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Incredible 2BR Penthouse condo on Front Street with amazing amenities!
$ 394 /night
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SEAPORT SAILING at Galleon Resort—Southernmost Regatta-Marina-Beach-Pool-BBQ
$ 706 /night
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Beautiful Two-Bed, Two-Bath Suite at Galleon Resort – pool – harbor views
$ 315 /night
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5 Star Timeshare Resort – The Galleon located in Old Key West, Florida
$ 394 /night
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Priced to book! 2 Bdr/2Ba Walking distance to Duval St., Mallory Square, Trolley
$ 367 /night
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Heart of Key West – 2BR Waterfront at the Galleon Resort
$ 397 /night
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Priced to Book! 1BR/1BA Walking distance to Duval St.
$ 158 /night
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Priced to book! Sleeps 4- Walking Distance to Duval!
$ 276 /night
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Sunset views at the Galleon
$ 304 /night
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Stunning Views at The Galleon Resort in Beautiful Key West! Charming 2 Bed!
$ 540 /night
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The Galleon Resort in Beautiful Key West. Amazing Views! Over 500 Reviews!
$ 540 /night
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Galleon Resort, Pool, Hot Tub, In Town, Pool, Marina
$ 552 /night
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Galleon Resort, Pool, Hot Tub, In Town, Pool, Marina
$ 789 /night
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Key West, Galleon Resort, Marina, In Town, Pool, Hot Tub
$ 1,392 /night
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“LA DOLCE VITA”, OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!!
$ 209 /night
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Duval Corner | Updated Condo, Steps to Duval St!
$ 251 /night
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Outdoor Pool with Ocean View! Nightlife, Bar, Near Jackson Square & Sunset Pier!
$ 270 /night
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The LPA Jr. ,1 / 1 Southernmost Point Key West
$ 226 /night
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Amelia Home by AvantStay | In Historic Old Town w/ Pool
$ 421 /night
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SEAS THE DAY~ Newly Built Townhome in Perfect Location with Community Pool!
$ 192 /night
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Breezy Retreat – New Listing – 2/2 Windward Park – Pool, close to Duval
$ 265 /night
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Dog-friendly suite with WiFi, hot tubs, patio space & kitchenette
$ 196 /night
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Condo on Duval with WiFi, Hot Tub, & Private Parking – Dogs OK
$ 255 /night
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**DUKE OF CATHERINE @ DUVAL** Brand New Home & Hot Tub + LAST KEY SERVICES…
$ 363 /night
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The Publishers House -Southernmost Point Key West
$ 109 /night
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Dog-friendly home with private pool & washer/dryer – walk to pier & dining
$ 201 /night
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Condo in Historic District with Shared Hot Tub – Two Blocks to Ocean, Dogs OK
$ 273 /night
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Vintage Luxury Cottage On Duval
$ 358 /night
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Ecco Domani by AvantStay | Gorgeous Home w/ Pool, Balcony in Great Location
$ 162 /night
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Island Escape: Charming Condo Just Steps From Duval Street, Near Southernmost Point, Shared Pool!
$ 85 /night
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Cozy, dog-friendly suite in the heart of historic Key West with kitchenette & AC
$ 162 /night
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STAR OF THE SEA ~ Renovated 2 BR, 2.5 Ba Townhome w/ Shared Pool!
$ 123 /night
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Dog-friendly suite with kitchenette, patio & hot tubs – walk to everything
$ 221 /night
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A Stones Throw Away from Duval – Downtown -Caroline’s Cottage KW
$ 86 /night
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2/2 Fully Updated Old Town Waterfront Corner Condo
$ 400 /night
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Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval
$ 263 /night
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Magical Sunrises on the Atlantic, Upgraded Condo & 10 minutes to Downtown.
$ 293 /night
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Paradise Found in Key West upgrades throughout 5 minutes to Smathers Beach
$ 270 /night
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Caribbean Conch 5 Minutes to Smathers Beach & 10 minute Bike Downtown – Value
$ 265 /night
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Very Rare-The Galleon 3 King Bd, 3 Bath w/ 4th king bd in loft + sleeper sofa
$ 1,242 /night
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Rare Penthouse 2 bed/2bath additional King in loft
$ 913 /night
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