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Listings in "Key West"

Near Duval – Tiki Bar – Private Beach – 2BR Condo – Old Town Key West – Sleeps 6
$ 464 /night
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Key West, Galleon Resort, Marina, In Town, Pool, Hot Tub
$ 789 /night
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The Galleon Resort, Waterfront Location, Well-equipped Two Bedroom Villa!
$ 535 /night
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Heart of Key West – 2BR Waterfront at the Galleon Resort
$ 459 /night
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Luxury Waterfront at Galion Resort in Old Town
$ 493 /night
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★Family Friendly 2BR Condo at Heart of Old Town Key West- Sleeps 6!
$ 630 /night
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Heart of Key West – 2BR Waterfront at the Galleon Resort
$ 450 /night
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Modern 2BR Condo Old Town/Balcony & Pool
$ 130 /night
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Southard Retreat- 2 bed 2 bath townhome downtown w/ pool, parking
$ 121 /night
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Old Town Key West Home w/ Pool! Walkable to Everything!
$ 180 /night
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Leo’s Lodge by Brightwild | Newly Updated!
$ 161 /night
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Chagall’s Studio by Brightwild | Newly Remodeled!
$ 163 /night
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Pierre’s Perch | Updated Studio, Heated Pool!
$ 179 /night
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Claude Monet Suite by Brightwild | Pool & Patio
$ 199 /night
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Hemingways Atlantic Retreat overlooks Smathers Beach upgrades galore Key West
$ 299 /night
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Affordable Key West Beach Front Condo
$ 395 /night
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Our Nautical Home in Key West is available for amazing prices Summer of 2023
$ 267 /night
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Moonlight Paradise Upgraded Family oasis Tropical views expansive balcony
$ 281 /night
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Atlantic Paradise by AvantStay | Great Location w/ & Shared Pool and hot tub!
$ 221 /night
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Poolside Breeze a Tropical Retreat has a wrap around Balcony best location
$ 267 /night
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Anchor Drop modern elegance upgrades throughout views of Atlantic Ocean
$ 345 /night
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Available for Winter Season 2024 – Don’t wait Book now wont last long.
$ 116 /night
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Sundial Luxurious 2 Bedroom Ocean View Condominium- Quality at its Best.
$ 344 /night
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️3 Bdrm – Ocean View Every Room-Secluded -Quiet-OCEAN FRONT- 90 FT BALCONY
$ 344 /night
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Comfortable Waterfront Condo at 1800 Atlantic Condo in Key West & a Sunset Sail
$ 134 /night
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~AZUR PALM~ Oceanfront elegance with pools, peace, and a designer interior!
$ 449 /night
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**CIELO AZUL @ THE BEACH CLUB** Oceanfront Condo / Pools + LAST KEY SERVICES…
$ 300 /night
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Beach Club #112 – Unique Oceanfront living
$ 320 /night
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NEW LISTING! Oceanfront luxury awaits!
$ 501 /night
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Exclusive Key West Beach Front
$ 353 /night
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“Beachy Keen Too” by the beach in Key West
$ 394 /night
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Key Lime Pie by AvantStay | Ideal Location w/ Splash Pool & Out Door Dining
$ 114 /night
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NEW! Treasure Trove | One-of-a-Kind Key West Loft
$ 137 /night
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Hyatt Sunset Harbor, overlooking the stunning and beautiful Gulf of Mexico.
$ 532 /night
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Hyatt Vacation Club at Sunset Harbor2 Bedroom
$ 867 /night
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ROYAL POINCIENA at The Truman Annex in Key West
$ 242 /night
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**GARDEN OF EMMA @ THE ANNEX** Private Home & Pool + LAST KEY SERVICES…
$ 688 /night
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A SALTWATER REMEDY ~ 2 BR/2.5 Ba Townhome Truman Annex w/ Shared Pool!
$ 121 /night
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SWEET’S SPOT at The Truman Annex in Key West
$ 346 /night
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**ANGELFISH REEF @ THE FOUNDRY** Villa Near Duval & Beach + LAST KEY SERVICES…
$ 306 /night
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Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterpark, Beach & Pool!
$ 232 /night
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Banyan Court downtown condo- 2 bedroom, 2 bath, walkable, parking, pool
$ 148 /night
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Craig & Cindy Key West Truman Annex Fleming House 2 bdrm 2.5 bath private house
$ 361 /night
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ARCHIPELAGO at The Truman Annex in Key West
$ 597 /night
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Southern snowbird-friendly house with pool, stunning backyard & great location
$ 1,526 /night
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DOLPHIN WATCH in Key West @ The Truman Annex Compass Realty
$ 811 /night
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**DIAMOND GIRL @ THE ANNEX** Elegant Private Home & Pool + LAST KEY SERVICES…
$ 786 /night
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A LICENSE TO CHILL at the Truman Annex in Key West
$ 360 /night
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Conch House in Key West
$ 1,150 /night
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A Touch Of Cuba In Key West
$ 296 /night
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QUEEN EMMA in the Truman Annex Key West
$ 825 /night
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ANGLER’S RETREAT at The Truman Annex in Key West
$ 268 /night
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**NATURES EDGE @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES…
$ 224 /night
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Botanical Island Delight Key West fantastic discounts for Summer & Fall
$ 271 /night
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Serene 4bed 3bath home w/ private heated pool&jacuzzi, parking, privacy fence
$ 361 /night
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Private Resort Oasis
$ 458 /night
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SOUTHERNMOST SWIM AND SOCIAL CLUB
$ 315 /night
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A Bella Capri in Key West by the Beach!
$ 233 /night
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**BELLE OF THE BEACH @ CASA EAST** Beach House + LAST KEY SERVICES…
$ 876 /night
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**BEAUTY OF THE BEACH** Monthly Beach House Rental + LAST KEY SERVICES…
$ 581 /night
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CAPTAINS WHEEL at The Truman Annex in Key West
$ 305 /night
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BLUE LAGOON at The Truman Annex in Key West
$ 590 /night
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**THE ROYAL COMPOUND @ THE ANNEX** Lush Estate & Pool + LAST KEY SERVICES…
$ 1,769 /night
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**OLD TOWN OASIS @ THE ANNEX** Oceanside 2BR/2BA Condo & Pool + LAST KEY SERVICE
$ 296 /night
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A SUNSET BREEZE in Key West
$ 654 /night
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AMBERJACK at The Truman Annex in Key West
$ 299 /night
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ALMOST PARADISE at The Truman Annex in Key West
$ 265 /night
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A Buccaneer Bay at The Truman Annex in Key West
$ 595 /night
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**CONCH CASA GRANDE @ THE ANNEX** Home+ Pool near Duval + LAST KEY SERVICES…
$ 1,722 /night
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Craig & Cindy Key West Truman Annex Shipyard Condo w/ balcony at Mile Marker 0!
$ 205 /night
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Treasure Cove- 2BDR/2.5BA | 2 Bed, 2.5 Bath
$ 197 /night
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AHOY MATE! at The Truman Annex in Key West – Monthly Rental
$ 190 /night
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ARCHIPELAGO l at The Truman Annex in Key West
$ 299 /night
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A GULFSTREAM DRIFT at The Truman Annex in Key West
$ 647 /night
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Noah’s Retreat in Key West
$ 631 /night
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**CONCH GET ENOUGH at The Truman Annex in Key West**
$ 338 /night
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LIFE IN THE SLOW LANE at the Truman Annex in Key West
$ 338 /night
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ADRIFT in Key West at the Truman Annex
$ 281 /night
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Tropical State of Mind Key West FL
$ 602 /night
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Bahamian Reed by AvantStay | Walk to Everything! w/ Community Pool
$ 242 /night
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POOLSIDE HANGOVER at The Truman Annex in Key West
$ 276 /night
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ADMIRAL’S PARADISE in Key West
$ 372 /night
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THE PLANTATION at The Truman Annex in Key West
$ 461 /night
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A Fish Bowl Too at the Truman Annex in Key West
$ 302 /night
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Beach House Condo by AvantStay | Communal Pool, Gated Community | Great Location
$ 276 /night
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A CONCH ESCAPE at The Truman Annex in Key West
$ 280 /night
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ARCHIPELAGO ll at The Truman Annex in Key West
$ 299 /night
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Key West Casa by AvantStay | Communal Pool | BBQ & Patio | Near Duval Street
$ 257 /night
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**PROMENADE TO PARADISE @ THE ANNEX** Ocean Condo & Pool + LAST KEY SERVICES…
$ 364 /night
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TROPICAL EXECUTIVE at The Truman Annex in Key West
$ 462 /night
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Craig & Cindy Key West Truman Annex Shipyard Condo with balcony at Mile Marker 0
$ 226 /night
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Craig & Cindy Key West Truman Annex 2 bedroom 2 bath Shipyard Condo at MM 0!
$ 248 /night
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**BRISA FRESCA @ THE ANNEX** Airy Home by Duval & Beach + LAST KEY SERVICES…
$ 691 /night
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ISLAND OASIS at the Truman Annex in Key West
$ 394 /night
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A Place on Emma at the Truman Annex in Key West
$ 926 /night
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ABOUT TIME at The Truman Annex in Key West
$ 265 /night
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Truman’s Hideaway by AvantStay | Great Location w/ Patio, Outdoor Dining & BBQ
$ 253 /night
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BLUE HEAVEN at The Truman Annex in Key West
$ 246 /night
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Palms and Pool Paradise
$ 296 /night
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Villa Paradiso: A unique mid-town paradise
$ 680 /night
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