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Listings in "Key West"

Beautiful sunsets!! Harbour Place, Truman Annex. Walk or bike to everything!
$ 312 /night
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One Bedroom Suite Queens, Pier House, Roomy Elegance, Beachside Bliss, Key West
$ 538 /night
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Relaxing Key West Haven with Full-Service Spa and Legendary Dining
$ 538 /night
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One Bedroom Suite King, Pier House, Spacious Comfort, Spa Access, Ocean Breeze
$ 750 /night
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Serene Resort Room with Private Beach & Spa – Perfect Key West Escape
$ 378 /night
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Beachfront Bliss with Water Activities & Next to Vibrant Nightlife Attractions
$ 348 /night
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Lanai Two Queen, Pier House, Tropical Views, Beachfront Access, Key West Charm
$ 378 /night
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4 Key West Stays with Spa, Private Beach & Culinary Delights – On Duval St.
$ 1,362 /night
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4 Traditional Two Queen, Pier House Resort, Island Elegance, Duval St. Access
$ 1,418 /night
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3 Traditional Two Queen, Pier House Resort, Fine Dining, Near Mallory Square
$ 1,046 /night
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3 Island-Chic Rooms Offering Private White Sand Beach on Duval St. in Key West
$ 1,085 /night
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3 Oceanfront Two Queen, Pier House Resort, Beachfront Leisure, Key West Sunset
$ 1,875 /night
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3 Charming Resort Stays with Private Beach & Spa Treatments – Key West Retreat
$ 1,875 /night
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2 Traditional Two Queen, Pier House Resort, Beachside, Key West Vibe
$ 698 /night
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2 Sophisticated Resort Rooms Perfect for Family Relaxation! Spa Access
$ 1,452 /night
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2 Oceanfront Two Queen, Pier House Resort, Beach Access, Pet-Friendly, Duval St.
$ 1,279 /night
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Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
$ 236 /night
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Cozy, Dog-Friendly Townhome with Shared Pool & Courtyard – Walkable Locale
$ 310 /night
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2 Serene Beachside Accommodations with Enhanced Spa Experience in Key West
$ 723 /night
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2-Bedroom Suite at a 4⭐️ Hotel
$ 943 /night
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2-Bedroom Suite at a 4⭐️ Hotel
$ 943 /night
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2
1-Bedroom Suite at a 4⭐️ Hotel
$ 818 /night
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1-Bedroom Suite at a 4⭐️ Hotel
$ 818 /night
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Dog-friendly condo in prime location – walk to dining & sights, near the beach
$ 166 /night
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Downtown Sunset Harbor Studio!
$ 243 /night
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Luxury 4BDR/4BA Penthouse | 4 Bed, 4 Bath
$ 217 /night
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Cottage in Old Town Key West w/ Pool, Parking and Privacy. One block from Duval!
$ 229 /night
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Escape to Key West: Stylish Boutique Hotel by Duval Street | Pool & Breakfast
$ 397 /night
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Bohemian Retreat with Pool in Old Town Key West | Walk to Duval | Breakfast & Paid Parking
$ 286 /night
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Bohemian Key West Boutique Hotel with Pool & Free Breakfast | Near Sunset Pier
$ 330 /night
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Relaxing Key West Getaway with Heated Pool, Patio & Breakfast | Near Sunset Pier
$ 354 /night
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Bright Keys Cottage with Enclosed Yard, Deck, Porch, Partial, AC, & WiFi
$ 115 /night
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HELLO GORGEOUS! – Old Town Key West
$ 236 /night
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Stylish and Cozy 2BR Unit Near Old Town | Pet-Friendly + Pool + Breakfast
$ 411 /night
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coral stone
$ 91 /night
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Old Town Beauty built in 1883
$ 123 /night
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Luxurious Key West Pool Home block from Duval! Pool & Patio Recently Renovated!
$ 154 /night
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Room w/ Queen Bed in Vibrant Key West! Enjoy cozy Ambience near Attractions
$ 255 /night
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Coastal Inspired Cottage in Bahama Village Key West
$ 169 /night
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1st year for this gorgeous 4Bd 4Ba all ensuite, 2 parking spots, backyard oasis!
$ 280 /night
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LATITUDE ADJUSTMENT ~ Prestigious 3 Bedroom, 3.5 Bathroom Home with Pool!
$ 275 /night
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**OCTOPUS’S GARDEN @ CORAL HAMMOCK** Spacious Home & Pool + LAST KEY SERVICES…
$ 277 /night
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Sailor’s Son: Waterfront 4 Bedroom 4 bath Luxury Home in Key Cove Landings
$ 758 /night
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3/4 Time: Oceanfront, luxury home with private pool & lush landscaping
$ 825 /night
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~ SOUTHARD COMFORT ~ Feel the Key West vibe in Old Town with a private pool.
$ 587 /night
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**LA GRANDE REUNION @ OLD TOWN** Estate & Pool + LAST KEY SERVICES…
$ 554 /night
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**WINDSWEPT PALMS @ THE BEACH** Oceanfront / Pool & Jacuzzi + LAST KEY SERVICE
$ 478 /night
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Aquaria House by Brightwild | Pool & Boat Dock
$ 1,256 /night
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Nautical Wheeler: Waterfront Home with private Pool & lush landscaping
$ 666 /night
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The Key West Bougain Villa, a Monthly Vacation Rental
$ 324 /night
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Oceanfront Marina Condo With All Luxuries
$ 394 /night
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ABSOLUTE KEY WEST in Truman Annex
$ 368 /night
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Truman Annex end-unit home, private outdoor spaces, pool, close to Duval & beach
$ 375 /night
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LA CASA ROSADA ~ Perfectly Located 2 BR, 2.5 Ba Home w/ Hot Tub!
$ 122 /night
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Conch Adventure by AvantStay | Great Location w/ Patio, Outdoor Dining
$ 237 /night
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ANOTHER THREE HOUR TOUR at The Truman Annex in Key West
$ 242 /night
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PALMS AWAY ~ Truman Annex Townhome with Outdoor Patio and Community Pool!
$ 271 /night
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Boli Townhouse – Luxury Rental in gated Truman Annex – Saturday to Saturday only
$ 217 /night
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JASMINE PLACE:1 block to Duval – Private Pool – Parking! – RealKeyWest
$ 428 /night
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Keys to Paradise – Shipyard Truman Annex
$ 227 /night
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Roosters Perch at Truman Annex
$ 231 /night
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Beautiful Condo with Deck, Patio, & Pool – Walk to Duval Street & Beaches
$ 212 /night
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Linger Longer by AvantStay | Key West Walkable | Gated Community, Shared Pool
$ 176 /night
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Salvador’s Studio by Brightwild | Heated Pool!
$ 162 /night
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**THE SMILING IBIS @ OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES…
$ 494 /night
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Adorable Key West cottage!
$ 176 /night
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PEARL COTTAGE ~ 3 Bedroom, 3.5 Bathroom Home with Pool!
$ 374 /night
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MAJESTIC PARADISE @ Truman Annex – Heart of Old Town, Key West
$ 233 /night
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Oceanfront
$ 463 /night
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**COASTAL LOVING @ OLD TOWN** Chic 4BR Home & Pool + LAST KEY SERVICES…
$ 240 /night
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Stylish 2/2 pool/gym/tennis/hot tub
$ 355 /night
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Takeover at the Grand Maloney by Brightwild
$ 2,515 /night
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Experience Key West! Suite with Private Terrace & Free Shuttle Service!
$ 643 /night
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The Curry House by Brightwild | Historic Guesthome
$ 1,607 /night
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**THE IBIS & THE CRANE @ OLD TOWN** Compound Near Duval + LAST KEY SERVICES…
$ 1,144 /night
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**THE TOASTED COCONUT @ OLD TOWN** Fully Restored + Pool + LAST KEY SERVICES…
$ 479 /night
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Sailing Catamaran in Key West with Captain and Mate
$ 2,562 /night
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Harborwalk Hideaways by Brightwild |Prime Location
$ 1,357 /night
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~ VILLA JOSINE ~ 4 B/4.5 BA large designer home with pool in a great location
$ 1,180 /night
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Island Time Family & Dog Friendly Getaway- Big Coppitt Key seasonal discount 15%
$ 190 /night
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**CASA VICTORIA @ OLD TOWN** Historic 5BR Home & Pool + LAST KEY SERVICES…
$ 1,013 /night
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**THE CONTENTED CRANE @ OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES…
$ 468 /night
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Fully renovated Condo with Private Balcony, Shared Pool, Hot Tub and Parking
$ 271 /night
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Heart of Old Town; 2 Bicycles, Grill, High Speed WiFi, 1st Floor, Pool!
$ 217 /night
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BELLA VITA ~ 2/1.5 located in the Truman Annex with a community pool!
$ 95 /night
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Private Pool Garden Villa
$ 553 /night
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Duval balcony – street suite
$ 214 /night
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Conch Cottage Retreat in the heart of Old Town Key West
$ 229 /night
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**ISLAND BLISS @ CASA MARINA** Spacious Home / Pool + LAST KEY SERVICES…
$ 176 /night
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Bayview South: 4 Bedroom 3 Bath Waterfront Condo at Bayfront Suites & Marina
$ 864 /night
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~Reel Paradise~Beautiful private townhouse in a small gated community.
$ 207 /night
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Charming + Circa 1889 Historic Eyebrow Home
$ 157 /night
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Key West Oasis, Seperate Cottage, Very Private Pool and Back Yard
$ 512 /night
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Casa Azul by Brightwild|Open Concept, Pool & Pets!
$ 169 /night
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Our Key West Dream in Seaport.
$ 184 /night
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Spacious Updated Waterfront Condo, 2/2 Pool, Dock
$ 400 /night
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Ashe Splashe: A beautiful restoration of a historic Key West property
$ 162 /night
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Airy & Bright Home with Pool in Old Town
$ 158 /night
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Paradise: Beautifully Updated Conch Home, Pool, Quiet But Close Enough To Walk To Duval St & Beach!
$ 201 /night
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~MISS SUNSHINE~Pool, privacy and palms abound at this 3B/3BA sensation!
$ 161 /night
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