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Key West Accommodations Vacation Rentals - Page 3 of 9

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Key West 'THE SEAFARER'S REFUGE @ PARADISE HARBOR': Old Town Home By Water + Pool & Dock.

  • 4 BR/3 BA, 1 half bath House (sleeps 12)
    $7,000 - $13,067/month
    per property, pets considered, Downtown, Village, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West The Hemingway: 2 BR / 2.0 BA condo in Key West, Sleeps 6

  • 2 BR/2 BA Condo (sleeps 6)
    $1,350 - $3,045/wk
    per property, Private Pool, Communal Pool, Air Conditioning

Key West Brisa del Mar: 2 BR / 2.0 BA condo in Key West, Sleeps 6

  • 2 BR/2 BA Condo (sleeps 6)
    $225 - $387/nt
    $1,300 - $2,381/wk
    per property, Hot Tub, Communal Pool, Air Conditioning, Internet, Television, Parking

Key West Boli Townhouse - a Key West Luxury Rental close to everything ! ! !

  • 2 BR/2 BA Townhome (sleeps 6)
    $1,600 - $2,200/wk
    $6,000 - $8,000/month
    per property, accept credit card, Downtown, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West Galleon Resort Efficiency in Old Town

  • 1 BA Studio (sleeps 2)
    $185 - $265/nt
    $1,100 - $1,600/wk
    per property, accept credit card, wheelchair accessible, Resort, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Island Escape Condo in Beautiful Truman Annex

  • 1 BR/1 BA Condo (sleeps 3)
    $1,200 - $1,750/wk
    $4,080 - $5,950/month
    per property, accept credit card, Beach, Downtown, Near The Ocean, Town, Waterfront, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West The Heart Of Key West

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $7,467/month
    per property, pets considered, Hot Tub, Downtown, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access

  • 2 BR/1 BA Condo (sleeps 4)
    $1,400 - $2,050/wk
    $4,800 - $7,000/month
    per property, accept credit card, Near The Ocean, Town, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West Tom's Chicken Coop: Ocean View, Heated Pool, Close to Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $226 - $290/nt
    $1,500 - $1,820/wk
    $4,000 - $6,300/month
    per property, accept credit card, Hot Tub, Waterfront, Communal Pool, Sauna, Tennis Court, Lawn / Garden, Balcony

Key West Luxury 2 Bedroom 2.5 Bath Condo On Duval Street. Great Location 'NEW LISTING'

  • 2 BR/2 BA, 1 half bath Condo (sleeps 4)
    $365 - $495/nt
    $2,236 - $3,150/wk
    $8,944 - $12,150/month
    per property, wheelchair accessible, Downtown, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West My Condo by the Beach with Ocean View

  • 1 BR/1 BA Condo (sleeps 4)
    $1,015 - $1,600/wk
    per property, accept credit card, Hot Tub, Beach, Town, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Margaux's Hideaway - Spacious Private Tropical Home with Pool - KEY WEST LIVING!

  • 3 BR/3 BA House (sleeps 6)
    $2,500 - $5,300/wk
    $5,500 - $8,500/month
    per property, Near The Ocean, Town, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'VILLA BAHAMA @ THE FOUNDRY': Luxury 2BR/2.5BA Townhome in Truman Annex...

  • 2 BR/2 BA, 1 half bath Villa (sleeps 6)
    $2,000 - $3,750/wk
    $6,600 - $13,500/month
    per property, accept credit card, Downtown, Near The Ocean, Resort, Town, Village, Communal Pool, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Key West 'THE COMMANDER'S SANCTUARY @ PARADISE HARBOR': Waterfront 4BR/3.5BA Home + Dock

  • 4 BR/3 BA, 1 half bath Townhome (sleeps 12)
    $750 - $1,200/nt
    $4,400 - $6,600/wk
    $15,400 - $23,000/month
    per property, pets considered, wheelchair accessible, Downtown, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West 2 Bed / 2 Bath Luxury Condo on the Ocean - Sleeps 6 (next to Smather's Beach)

  • 2 BR/2 BA Condo (sleeps 6)
    $220 - $400/nt
    $1,540 - $2,520/wk
    $4,500 - $7,500/month
    per property, accept credit card, Hot Tub, wheelchair accessible, Beach, Near The Ocean, Resort, Communal Pool, Jacuzzi, Sauna, Tennis Court

Key West “THE MELLOW MACAW @ SOUTHERNMOST”: Cheerful 2BR/1BA + Spa Off Duval…

  • 2 BR/1 BA Condo (sleeps 6)
    $290 - $450/nt
    $1,450 - $2,350/wk
    $4,900 - $8,250/month
    per property, Hot Tub, Downtown, Village, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Key West Southard Charm: 3 BR / 2.0 BA house in Key West, Sleeps 8

  • 3 BR/2 BA House (sleeps 8)
    $400 - $855/nt
    $2,650 - $5,872/wk
    per property, pets considered, Private Pool, Air Conditioning, Television, DVD Player

Key West Amelia Home: 2 BR / 2.5 BA house in Key West, Sleeps 6

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $340 - $681/nt
    $2,100 - $4,350/wk
    per property, pets considered, Private Pool, Air Conditioning, Internet, Television, DVD Player, Parking

Key West A Place in Paradise: 2 BR / 2.5 BA condo in Key West, Sleeps 6

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $1,550 - $3,443/wk
    per property, Communal Pool, Air Conditioning, Television, DVD Player, Parking

Key West Crowner's Jewel: 2 BR / 2.5 BA condo in KEY WEST, Sleeps 6

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $1,550 - $3,081/wk
    per property, Communal Pool, Air Conditioning, Internet, DVD Player, Parking

Key West Bahama Dreaming: 3 BR / 2.0 BA house in Key West, Sleeps 8

  • 3 BR/2 BA House (sleeps 8)
    $465 - $906/nt
    $2,925 - $6,017/wk
    per property, pets considered, Private Pool, Air Conditioning, Internet, Television, DVD Player, Parking

Key West Bahamian Reed: 2 BR / 1.5 BA condo in Key West, Sleeps 5

  • 2 BR/1 BA, 1 half bath Condo (sleeps 5)
    $1,350 - $3,045/wk
    per property, Communal Pool, Air Conditioning, Internet, Television, DVD Player, Parking

Key West Conch Condo: 2 BR / 2.0 BA condo in Key West, Sleeps 4

  • 2 BR/2 BA Condo (sleeps 4)
    $1,350 - $2,972/wk
    per property, Communal Pool, Air Conditioning, Parking

Key West 'AZURE MORNING @ OCEANSIDE MARINA': Lavish Oceanfront Condo + Pool....

  • 3 BR/2 BA Condo (sleeps 6)
    $2,100 - $3,200/wk
    $7,500 - $11,750/month
    per property, accept credit card, Near The Ocean, Waterfront, Communal Pool, Jacuzzi, terrace, Balcony, Fitness Room / Equipment, Air Conditioning

Key West 'OLD TOWN OASIS @ TRUMAN ANNEX': Luxurious 2BR/2BA Condo + Oceanside Pool...

  • 2 BR/2 BA Condo (sleeps 6)
    $2,400 - $3,950/wk
    $8,750 - $14,500/month
    per property, accept credit card, wheelchair accessible, Downtown, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West GREAT PRICE FOR OLD TOWN COTTAGE - SWEET COTTAGE!

  • 2 BR/1 BA House (sleeps 4)
    $3,267 - $5,600/month
    per property, pets considered, Beach, Downtown, Near The Ocean, Town, Lawn / Garden, Balcony, Air Conditioning, Satellite / Cable, Television

Key West Relax on the Spacious Porch with Ocean Views for a Great Value!

  • 2 BR/2 BA Condo (sleeps 4)
    $245 - $375/nt
    $1,470 - $2,250/wk
    per property, Beach, Waterfront, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West Enchanting Historic Home in the Heart of Old Town Key West

  • 4 BR/2 BA, 1 half bath House (sleeps 8)
    $5,133 - $12,133/month
    per property, accept credit card, Downtown, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Perfect Old Town Getaway - SPECIAL PLACE FOR FAMILY GATHERINGS!

  • 3 BR/3 BA, 1 half bath House (sleeps 6)
    $5,133 - $9,800/month
    per property, pets considered, Downtown, Near The Ocean, Private Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Key West Cute Cottage with Pool - Perfect Location - Minutes to the Beach!

  • 2 BR/2 BA Condo (sleeps 4)
    $3,267 - $7,000/month
    per property, Downtown, Near The Ocean, Resort, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West JANUARY SPECIAL - $5,000 plus taxes/fees!!!! BOOK NOW!

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $4,667 - $7,933/month
    per property, Downtown, Resort, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking

Key West Southernmost Belle - PERFECT HOME TO BRING YOUR FAMILY TOGETHER FOR THE HOLIDAYS

  • 5 BR/4 BA House (sleeps 10)
    $800 - $960/nt
    $5,300 - $6,500/wk
    per property, accept credit card, Downtown, Near The Ocean, Town, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Amazing and Unique Space in this Town home - Stylish and Comfortable

  • 2 BR/2 BA Condo (sleeps 4)
    $3,733 - $7,420/month
    per property, Downtown, Communal Pool, Air Conditioning, Internet, Television, Parking

Key West Beautiful Truman Annex Townhome near the Pool!

  • 2 BR/2 BA Townhome (sleeps 4)
    $2,160 - $2,760/wk
    $6,000 - $10,200/month
    per property, accept credit card, Downtown, Near The Ocean, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Excellent Value - Coral Cabana - Beautiful Townhome overlooking Pool and Tiki

  • 3 BR/3 BA Townhome (sleeps 8)
    $230 - $400/nt
    $1,360 - $2,500/wk
    per property, accept credit card, Resort, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Key West Leeward Isle - Half a block from Duval!

  • 2 BR/1 BA House (sleeps 6)
    $258 - $448/nt
    $3,136/wk
    per property, pets considered, Hot Tub, Air Conditioning, Internet, Satellite / Cable

Key West Oceanfront Acre Heated Private Pool Sandy Area Dock 15 Min Key West

  • 3 BR/2 BA House (sleeps 10)
    $1,900 - $2,900/wk
    per property, accept credit card, Beach, Waterfront, Private Pool, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Key West Dock 80'Heated Pool Deep Channel Tennis 15 Min Key West

  • 2 BR/1 BA Bungalow (sleeps 5)
    $114 - $171/nt
    $800 - $1,200/wk
    per property, accept credit card, Hot Tub, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Key West Tom's 2000sf Direct Oceanfront Penthouse. Renovated, Heated Pool, Close To Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $350/nt
    $2,200/wk
    $7,500/month
    per property, Hot Tub, Communal Pool, Sauna, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Tom's Parrot Perch: Gut Renovation, Ocean View, Heated Pool, Close to Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $216 - $270/nt
    $1,680/wk
    $5,800/month
    per property, accept credit card, Downtown, Waterfront, Communal Pool, Sauna, Tennis Court, Balcony, Air Conditioning, Internet

Key West KEY WEST LIVIN' Beautiful 50' Yacht 3 Bed, 2 Bath Sleeps 6 WIFI,Beach,Pool, Gym

  • 3 BR/2 BA Yacht (sleeps 8)
    $275 - $450/nt
    per property, pets considered, Resort, Communal Pool, Sauna, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Key West Top-floor Smathers Beach condo with gorgeous pool, tennis and steps from beach.

  • 2 BR/2 BA Condo (sleeps 4)
    $225 - $350/nt
    $4,850 - $4,900/month
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Sauna, Tennis Court, Air Conditioning, Satellite / Cable, Television

Key West Enjoy More Privacy in a Truman Annex End Unit Townhome

  • 2 BR/1 BA, 1 half bath Townhome (sleeps 5)
    $200 - $425/nt
    $1,400 - $2,800/wk
    $4,200 - $7,800/month
    per property, Village, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West “SOUTHERNMOST HOSPITALITY @ UPPER DUVAL”: Superlative 5BR/5.5BA Estate + Pool..

  • 5 BR/5 BA Estate (sleeps 12)
    $1,200 - $2,100/nt
    $7,000 - $12,000/wk
    $25,500 - $41,000/month
    per property, pets considered, Downtown, Village, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Classic Old Town Key West GEM!

  • 3 BR/3 BA House (sleeps 6)
    $6,533 - $16,800/month
    per property, accept credit card, Town, Waterfront, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'CONCH CASITA @ THE HISTORIC SEAPORT': Lovely 1BR/1BA Private Cottage + Spa...

  • 1 BR/1 BA Cottage (sleeps 4)
    $2,940 - $5,787/month
    per property, pets considered, Hot Tub, Downtown, Village, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Key West Excellent Price for an Amazing Townhome with Pool and Tiki Bar

  • 3 BR/3 BA Townhome (sleeps 8)
    $230 - $400/nt
    $1,360 - $2,500/wk
    per property, accept credit card, Near The Ocean, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Key West 'CARIBBEAN FLING @ SOUTHARD': Delightful 2BR/1.5BA Island Cottage + Private Pool

  • 2 BR/1 BA, 1 half bath House (sleeps 6)
    $3,733 - $6,813/month
    per property, pets considered, Downtown, Village, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West 'SUZY'S PARROT PERCH @ SOUTHERNMOST': Cozy 2BR/1BA Suite Near Duval...

  • 2 BR/1 BA Apartment (sleeps 6)
    $290 - $450/nt
    $1,450 - $2,350/wk
    $4,900 - $8,250/month
    per property, accept credit card, pets considered, Downtown, Near The Ocean, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'AVALYNN HOUSE @ THE ANNEX': The Ideal 5BR Key West Home + Large Pool..

  • 5 BR/3 BA, 1 half bath House (sleeps 8)
    $8,800 - $12,000/wk
    $30,000 - $44,500/month
    per property, pets considered, Downtown, Near The Ocean, Private Pool, Jacuzzi, Tennis Court, terrace, Fitness Room / Equipment, Air Conditioning
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