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Listings in "Key West"

Pool View Two Queen Beds at The Gates Hotel Key West, Swimming Pool!
$ 148 /night
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Hidden Gem In Tropical Key West! Stay Just Minutes Away From The Beach!
$ 145 /night
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Perfect Staycation! Outdoor Recreation, Minutes Away from the Beach
$ 132 /night
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You Found it! Amazing Room w/ 2 Queen Beds, Outdoor Swimming Pool
$ 139 /night
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Key West Getaway! Pool, Restaurant, Bar, Gym, Parking!
$ 133 /night
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Tropical Dream! Pool, Restaurant, Bar, Gym, Bike Rental, Parking!
$ 140 /night
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Standard Two Queen Beds at The Gates Hotel Key West, Onsite Pool, Bike Rental!
$ 140 /night
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Double Lot Private Villa with Pool and Direct Boat Entry to Gulf and Atlantic
$ 315 /night
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Standard King Accessible w/ Roll In Shower at The Gates Hotel Key West
$ 123 /night
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Margarita Villa-3 bedroom 3 bath home in prime location w/backyard pool oasis
$ 196 /night
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3
Fantastic Land and Sea Vacation! Outdoor Pool, Short Drive To The Beach!
$ 183 /night
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Less Than 5 Miles to Beach! Gorgeous Room w/ King Bed, Fantastic Views, Pool
$ 116 /night
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CASA DE CANAL ~ 3 BR, 2 Ba. Canal Front Home!
$ 158 /night
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Flagler’s Oasis by AvantStay | Private Pool in Key West | Month Long Stays Only
$ 109 /night
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BAREFOOT BUNGALOW~2 Bedroom, 2 Bathroom Home w/ Office, Pool and Tiki Hut!
$ 183 /night
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Uptown quiet cottage close to beaches, restaurant & shopping.
$ 80 /night
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~ BOHEMIAN HOUSE ~ Come enjoy this well-located, carefree home with a pool!
$ 218 /night
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Dog-friendly home w/ large private pool only a short walk to Historic Seaport
$ 202 /night
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Cottage in Paradise, Old Town. Walk to Duval & beaches. Hot tub, Pet Friendly.
$ 236 /night
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SEAHORSE COVE ~ Tropical Luxury Located In The Heart Of Old Town Key West!
$ 345 /night
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Angela’s Conch Cottage – Old Town “Extraordinary Home & heated Pool”
$ 650 /night
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Quaint, Quiet & Convenient – CasaBianca is The Perfect Old Town Sanctuary
$ 220 /night
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**SOUL OF THE SOUTH @ OLD TOWN** Adorable Historic Home & Pool + LAST KEY SERVIC
$ 179 /night
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3
Ashe St Serenade: 3BD/3.5BA Luxury Retreat, Private Pool in an Island Oasis.
$ 265 /night
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**MAISON TROPICALE @ OLD TOWN** Historic Home + LAST KEY SERVICES…
$ 274 /night
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LUXURY Retreat in Old Town, Key West!
$ 423 /night
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A Bit of Heaven is the perfect monthly rental in Key West
$ 172 /night
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**SPIRIT OF KEY WEST @ OLD TOWN** Exquisite Home & Pool + LAST KEY SERVICES…
$ 283 /night
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OLD TOWN SUMMER’24! Private pool, stunning decor, 5-star reviews. NO PETS
$ 236 /night
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La Hacienda in Key West
$ 105 /night
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Old Town Classic with plenty of charm, porch swing and parking
$ 247 /night
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Little Paradise, Historic Harbor Old Town Key West 2/2
$ 283 /night
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NEW LISTING Old Town Private Pool in Garden Of Eden tropical spa-like Oasis
$ 993 /night
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Somewhere on the Beach a dream property all amenities included simply amazing
$ 375 /night
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Key West Affordable Ocean View Condo. Total Renovation will be done July 24
$ 278 /night
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**FOLLOW THE SUN @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
$ 262 /night
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**SHANG-RI-LA @ THE BEACH** Oceanview Condo / Pool & Tennis + LAST KEY SERVICES.
$ 282 /night
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Henry’s Piece of Paradise on the Ocean in Key West – Weekly / Nightly
$ 320 /night
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**RIVIERA AMERICANA @ THE BEACH** Ocean Views + LAST KEY SERVICES…
$ 478 /night
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Tropical Paradise Key West – Upgraded Master Bath – Best Value Discounts
$ 282 /night
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Frost Free at 1800 Atlantic overlooking Smathers Beach top floor & upgrades
$ 352 /night
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Just Restored One Bedroom Hideaway with Garden and Hot Tub 5 No Need For A Car
$ 127 /night
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**ANGELA’S ECLECTIC GALLERY @ SOLARIS HILL** Exceptional Home & Pool + LAST KEY
$ 222 /night
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Land Of Love by AvantStay | Pets Allowed! Shared Pool! Great Location!
$ 93 /night
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New home for rent located two blocks away from Duval and the beach
$ 315 /night
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613 Fleming. St. Unit 1
$ 239 /night
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Campbell Eyebrow House
$ 184 /night
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Campbell Cottage in Key West
$ 80 /night
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Cubana Casita in Key West
$ 81 /night
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3 blocks from waterfront and 1 block off Duval in heart of Old Town Key West
$ 323 /night
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Ultimate Vacay! 4 Modern Units, Pools, Fitness Center, Restaurant, Bar, Parking!
$ 3,153 /night
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Luxurious Vacation! 4 Snug Units, Pools, Tiki Bar, Bike Rentals, Parking!
$ 3,308 /night
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Dream Getaway! 4 Modish Units, Pools, Restaurant with Latin Cuisine, Bar!
$ 3,190 /night
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Best Vacation Ever! 2 Spacious Suites for 8, Pools, Tiki Bar, Gym, Bike Rentals!
$ 2,251 /night
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2
Amazing Stay, Great Location! 2 Modish Units, 3 Pools, Bike Rental, Pets Allowed
$ 1,447 /night
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2
Key West At It’s Best! 3 Modish Units, 3 Pools, Tiki Bar, Pets Allowed, Cycling!
$ 2,422 /night
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3
Key West At It’s Best! 2 Modern Units, Pools, Bike Rental, Bar!
$ 2,212 /night
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Tropical Getaway! 2 Spacious Suites for 8, 3 Pools, Bike Rental, Pets Allowed!
$ 2,841 /night
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Amazing Vacation! 4 Spacious Units! 3 Pools, Tiki Bar, Bike Rental!
$ 4,503 /night
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4
Great Location! 2 Snug Suites for 8, Pools, Bar!
$ 2,172 /night
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Amazing Stay, Great Location! 2 Spacious Units, Restaurant with Latin Cuisine
$ 1,447 /night
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Amazing Vacation for 16 Guests! 3 Pools, Onsite Dining Pets Allowed!
$ 4,344 /night
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4 x Serenity Suite – One Bedroom ADA at The Marker Waterfront Resort Key West
$ 4,653 /night
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Best Vacation, 4 Spacious Units, Bar, Pools, Tiki Bar, Bike Rentals, Parking!
$ 3,149 /night
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4
Tropical Getaway! 3 Modish Units, 3 Pools, Bike Rentals, Onsite Restaurant!
$ 2,354 /night
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Best Vacation Ever! 4 Modish Units! 3 Pools, Restaurant with Latin Cuisine!
$ 3,301 /night
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Amazing Vacation! 3 Spacious Units! 3 Pools, Restaurant, Tiki Bar, Bike Rental!
$ 2,476 /night
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3 blocks from waterfront and 1 block off Duval in Old Town Key West
$ 323 /night
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MONTHLY – 1 block from the Seaport and 2 blocks from Duval Street
$ 158 /night
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ISLAND PEARL – Cozy Nightly Rental just off Duval RealKeyWest
$ 118 /night
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2 x Marker Residences One Bedroom at The Marker Waterfront Resort Key West
$ 1,495 /night
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Perfect Location to Key West Action! 2 Modish Units, 3 Pools, Bar, Bike Rental!
$ 1,474 /night
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Look No Further! 3 Pools, Restaurant, Tiki Bar, Bike Rental, Pets Allowed!
$ 726 /night
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Dream Vacation! 2 Spacious Units, 3 Pools, Restaurant & Bar, Bike Rental!
$ 1,637 /night
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Ultimate Getaway! 2 Modern Units, Pools, Bike Rental, Onsite Bar!
$ 1,556 /night
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2
Perfect Escape! Pools, Onsite Bar, Bike Rental, Pets Allowed!
$ 801 /night
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Wonderful Beach Vacation! Pool, Onsite Restaurant & Bar, Parking, Bike Rental
$ 332 /night
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Luxurious Vacation! Pools, Tiki Bar, Bike Rental
$ 314 /night
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Perfect Vacation, 3 Spacious Units, Pools, Tiki Bar, Bike Rentals, Parking!
$ 2,208 /night
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3
Dream Getaway, 4 Tropical Units, 3 Pools, Tiki Bar, Bike Rentals, Parking!
$ 2,434 /night
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Perfect Escape! Pools, Onsite Restaurant & Bar, Bike Rental, Pets Allowed!
$ 466 /night
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Perfect Location to Key West Action! Garden View, Pool, Bike Rental!
$ 348 /night
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Friends or Family Vacation! 3 Spacious Units, Pools, Bike Rentals!
$ 2,337 /night
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Superb Location! 4 Spacious Units, 3 Pools
$ 2,577 /night
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Fantastic Stay, Best Location! 3 Spacious Units for 12, Pools, Bar!
$ 924 /night
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Perfectly Located to Everything! 4 Modish Units, 3 Pools & Bar!
$ 2,564 /night
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Close to Attractions! 2 Modern Units, Pools, Pets Allowed, Onsite Restaurant!
$ 687 /night
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Perfect Location to Key West Action! Pools, Restaurant & Bar, Cycling, Pool View
$ 344 /night
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image
$ 283 /night
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Casa Papa Del Mar formerly Ocean Extravaganza – Totally Renovated in 2022.
$ 464 /night
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**NEPTUNE’S PENTHOUSE @ THE BEACH** Oceanfront Condo / Pool + LAST KEY SERVICE.
$ 338 /night
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Sea Breeze at 1800 Atlantic
$ 140 /night
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Amazing Stay, Great Location! Bike Rental, Pools, Onsite Bar
$ 351 /night
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Tropical Experience! Pools, Restaurant with Latin Cuisine, Cycling, Pet-friendly
$ 743 /night
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Ultimate Vacation! 4 Spacious Units, 3 Pools, Tiki Bar, Bike Rentals, Parking!
$ 2,887 /night
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Adventure Awaits! Partial Harbor View, Onsite Dining, 2 Blocks Away From Duval!
$ 334 /night
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Pool & Garden View King at The Marker Waterfront Resort Key West
$ 274 /night
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4 Tropical Units, 3 Pools, Fitness Center, On-site Restaurant & Bar, Parking!
$ 2,720 /night
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Paradise Escape! 3 Pools, Restaurant with Latin Cuisine, Tiki Bar, Cycling!
$ 399 /night
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Amazing Stay, Great Location! 4 Modish Units, 3 Pools, Bar, Cycling
$ 1,392 /night
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