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Key West 2 BR Rentals

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SPECIAL OFFER! LAST MINUTE SPECIALS...SAVE HUNDREDS May 10 - August 29

Key West Oceanfront Condominium - Key West Oceanfront at the Coral Reef

  • 2 BR/2 BA Condo (sleeps 6)
    $250 - $485/nt
    $1,395 - $3,395/wk
    per property, accept credit card, wheelchair accessible, Beach, Near The Ocean, Resort, Waterfront, Private Pool, Jacuzzi, Sauna, Tennis Court, terrace

Key West Garden of Eden - Papas Hideaway Historic Inn's 2br/2ba cottage

  • 2 BR/2 BA House (sleeps 6)
    $268 - $468/nt
    per property, Communal Pool, Air Conditioning, Internet, Satellite / Cable

Key West A Zen Ocean Garden

  • 2 BR/2 BA Condo (sleeps 6)
    $300 - $487/nt
    $1,800 - $3,250/wk
    per property, Hot Tub, Communal Pool, Air Conditioning, Internet, Television, DVD Player, Parking

Key West 4 Palms: 2 BR / 2.0 BA condo in Key West, Sleeps 6

  • 2 BR/2 BA Condo (sleeps 6)
    $220 - $381/nt
    $1,250 - $2,406/wk
    per property, Hot Tub, Near The Ocean, Communal Pool, Air Conditioning, Internet, Television, DVD Player, Parking

Key West Truman Annex: Paradise Lost Self Catering Unique ground floor condominium

  • 2 BR/2 BA Condo (sleeps 6)
    $214 - $400/nt
    $1,500 - $2,800/wk
    $4,500/month
    per property, Near The Ocean, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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 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 Condo in Truman Annex with Whirlpool Tub, 2 Bikes, & Access to Pool!

  • 2 BR/1 BA Condo (sleeps 4)
    $1,400 - $2,050/wk
    $4,800 - $7,000/month
    per property, accept credit card, Beach, Downtown, Communal Pool, Balcony, Air Conditioning, Internet, 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 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 Villa Soleil: 2 BR / 2.5 BA condo in Key West, Sleeps 6

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $1,650 - $3,552/wk
    per property, Communal Pool, Air Conditioning, Internet, DVD Player, Parking

Key West Papaya Place: 2 BR / 2.0 BA condo in Key West, Sleeps 6

  • 2 BR/2 BA Condo (sleeps 6)
    $220 - $381/nt
    $1,250 - $2,406/wk
    per property, Hot Tub, Communal Pool, Air Conditioning, Internet, Television, Parking

Key West Duval Street Hideaway

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $240 - $478/nt
    $1,450 - $3,275/wk
    per property, Hot Tub, Communal Pool, Air Conditioning, Internet, Television, DVD Player, Parking

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 'GULFSIDE VISTAS @ TRUMAN ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo...

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $3,500 - $5,750/wk
    $9,900 - $19,500/month
    per property, accept credit card, Downtown, Near The Ocean, Waterfront, Communal Pool, Jacuzzi, terrace, Balcony, Air Conditioning, Internet

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 'WINDOWS ON THE GULF @ THE ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo..

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $3,250 - $5,500/wk
    $9,000 - $19,000/month
    per property, accept credit card, Downtown, Near The Ocean, Town, Village, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'EDEN @ THE ANNEX': 2BR/1.5BA Old Town Villa near Beach & Sunset Pier...

  • 2 BR/1 BA, 1 half bath Villa (sleeps 6)
    $1,850 - $3,100/wk
    $6,000 - $10,800/month
    per property, accept credit card, Downtown, Near The Ocean, Communal Pool, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Key West 'PUERTA CORALINA @ SOLARES HILL': Charming 2BR/3BA Cottage + Private Pool...

  • 2 BR/3 BA House (sleeps 6)
    $390 - $750/nt
    $2,150 - $3,950/wk
    $6,600 - $14,000/month
    per property, accept credit card, pets considered, Downtown, Town, Village, Private Pool, terrace, Balcony, Air Conditioning, Internet

Key West 'COOL BREEZE @ THE ANNEX': Meticulously Furnished 2BR/2.5BA Old Town Villa...

  • 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, Waterfront, Communal Pool, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Key West Rare Penthouse 2 bed/2bath additional King in loft

  • 2 BR/2 BA Condo (sleeps 8)
    $495 - $750/nt
    $3,465 - $5,250/wk
    $14,850 - $19,350/month
    per property, accept credit card, Downtown, Waterfront, Communal Pool, Jacuzzi, Sauna, Balcony, Fitness Room / Equipment, Air Conditioning

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 Spacious Two Bedroom In Casa Marina Resort

  • 2 BR/2 BA Villa (sleeps 8)
    $400/nt
    $2,800/wk
    $11,000/month
    per property, Hot Tub, Communal Pool, Sauna, Internet, Satellite / Cable, 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 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 Coral Caribe: 2 BR / 2.5 BA condo in Key West, Sleeps 6

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $150 - $337/nt
    $900 - $2,093/wk
    per property, pets considered, Hot Tub, Private Pool, Communal Pool, Air Conditioning, Internet, 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 Parrot Perch: 2 BR / 2.0 BA condo in KEY WEST, Sleeps 5

  • 2 BR/2 BA Condo (sleeps 5)
    $1,175 - $2,718/wk
    per property, Communal Pool, Air Conditioning, Television, Parking

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 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 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 Bargain Rates in Truman Annex - Heart of Old Town, Key West

  • 2 BR/1 BA Condo (sleeps 6)
    $245 - $425/nt
    $1,395 - $2,400/wk
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West Key West vacation townhouse rental in the Truman Annex

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 6)
    $1,400 - $3,300/wk
    $5,500 - $9,500/month
    per property, accept credit card, Downtown, Near The Ocean, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West

  • 2 BR/2 BA Bungalow (sleeps 6)
    $995 - $1,600/wk
    per property, accept credit card, Hot Tub, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Key West Coral Hammock - Beautiful Home at the entrance to Key West (35)

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 4)
    $225 - $275/nt
    $1,200 - $1,500/wk
    per property, accept credit card, Near The Ocean, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Key West A little piece of Paradise in the Truman Annex

  • 2 BR/1 BA Condo (sleeps 6)
    $980 - $3,000/wk
    per property, Beach, Downtown, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Key West Namaste Key West - Tropical Retreat in a Key West Conch Cottage

  • 2 BR/1 BA Cottage (sleeps 4)
    $2,500 - $5,000/month
    per property, accept credit card, pets considered, Beach, Downtown, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Key West Key West Ginger House

  • 2 BR/2 BA House (sleeps 6)
    $215 - $435/nt
    $1,300 - $2,718/wk
    per property, pets considered, Hot Tub, Air Conditioning, Internet, Television, DVD Player, Parking

Key West Finn Key: 2 BR / 1.0 BA condo in Key West, Sleeps 4

  • 2 BR/1 BA Condo (sleeps 4)
    $1,175 - $2,682/wk
    per property, Communal Pool, Air Conditioning, Internet, Television, Parking

Key West Artist Garden: 2 BR / 2.5 BA house in Key West, Sleeps 6

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $1,800 - $3,697/wk
    per property, Communal Pool, Air Conditioning, Internet, DVD Player, Parking

Key West Duval Breeze: 2 BR / 2.5 BA condo in Key West, Sleeps 6

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $225 - $456/nt
    $1,350 - $2,863/wk
    per property, Communal Pool, Air Conditioning, Television, DVD Player, Parking

Key West Duval Sea Turtle: 2 BR / 2.5 BA condo in Key West, Sleeps 6

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $225 - $456/nt
    $1,350 - $2,863/wk
    per property, Communal Pool, Air Conditioning, Internet, DVD Player, Parking

Key West Garden Oasis Has A Large Tranquil Garden For Outside Enjoyment.

  • 2 BR/1 BA Condo (sleeps 4)
    $200 - $250/nt
    per property, Beach, Near The Ocean, Village, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

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 Charming Yacht Located in Exclusive, Beautiful Key West Harbour Yacht Club

  • 2 BR/1 BA Yacht (sleeps 4)
    $190 - $225/nt
    per property, accept credit card, Beach, Waterfront, Communal Pool, Sauna, Fitness Room / Equipment, Air Conditioning, Satellite / Cable, Television

Key West "Royal Oasis" - Beautiful 2/2 Monthly Rental W/ Heated Pool.

  • 2 BR/2 BA House (sleeps 4)
    $5,000 - $8,000/month
    per property, Private Pool, Air Conditioning, Internet

Key West Windward Isle

  • 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 Shipyard Perch - Weekly or Monthly (Truman Annex)

  • 2 BR/2 BA Condo (sleeps 4)
    $1,400 - $2,400/wk
    $3,750 - $5,500/month
    per property, Communal Pool, Balcony, Air Conditioning, Internet
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