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Key West Rentals, Sleeps 5-8

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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 'THE CONTENTED CRANE @ OLD TOWN': Pristine 3BR/3.5BA Home + Private Pool...

  • 3 BR/3 BA, 1 half bath Townhome (sleeps 8)
    $700 - $1,050/nt
    $3,850 - $5,950/wk
    $13,000 - $20,500/month
    per property, pets considered, wheelchair accessible, Downtown, Village, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

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 “GOOD DAY, SUNSHINE! @ OLD TOWN”: Sunny 2BR/2BA Cottage + Large Porch & Pool…

  • 2 BR/2 BA House (sleeps 6)
    $4,667 - $10,733/month
    per property, pets considered, Downtown, Village, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Key West Located in the Coveted Casa Marina Distict

  • 3 BR/1 BA House (sleeps 8)
    $5,600 - $9,800/month
    per property, pets considered, Hot Tub, Near The Ocean, Town, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West TREETOPS: Steps to DUVAL ST+3BR +2BA +POOL +WIFI+Private HOME+2 FREE Bikes+HDTVs

  • 3 BR/2 BA Cottage (sleeps 6)
    $3,547 - $5,413/month
    per property, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Key West EXCELLENT PRICE for an amazing townhouse 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 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 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 Beach house exclusive private resort island 500 yards from heart of Key West

  • 3 BR House (sleeps 6)
    $27,067 - $30,933/month
    per property, accept credit card, Beach, Resort, Private Pool, Tennis Court, Air Conditioning, Internet, Satellite / Cable, Television

Key West Waterfront Luxury in Old Town Key West

  • 1 BR/1 BA Condo (sleeps 5)
    $350 - $480/nt
    $2,125 - $2,900/wk
    per property, accept credit card, Hot Tub, Resort, Waterfront, Communal Pool, Sauna, Fitness Room / Equipment, Air Conditioning, Internet

Key West Brass Palm Villa, Private Luxury Home - ESCAPE TO PARADISE!!

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $5,500 - $20,000/month
    per property, pets considered, Near The Ocean, Town, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

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 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/month
    per property, accept credit card, Downtown, Near The Ocean, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West Key West ocean view 3 bedroom Truman Annex vacation condo

  • 3 BR/3 BA Condo (sleeps 6)
    $3,300 - $6,000/wk
    $11,000 - $17,000/month
    per property, accept credit card, wheelchair accessible, Downtown, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Modern home with great location - room for whole family - including pets

  • 3 BR/1 BA, 1 half bath House (sleeps 6)
    $83 - $133/nt
    per property, accept credit card, pets considered, Beach, Town, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Key West “Waterside Retreat @ Key Haven”: Private Spacious Home on Canal + 40' Dock…

  • 4 BR/3 BA, 1 half bath House (sleeps 8)
    $5,600 - $8,867/month
    per property, pets considered, Hot Tub, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West Quiet, elegant, Key West Condo close to the Ocean

  • 2 BR/2 BA Condo (sleeps 6)
    $235 - $255/nt
    $1,645 - $1,785/wk
    per property, accept credit card, pets considered, wheelchair accessible, Beach, Near The Ocean, Communal Pool, Tennis Court, Balcony, Fitness Room / Equipment

Key West Spacious Ocean Front Resort - 3 Bedroom Condo

  • 3 BR/3 BA Condo (sleeps 8)
    $350 - $500/nt
    $2,275 - $3,150/wk
    per property, accept credit card, Hot Tub, wheelchair accessible, Beach, Communal Pool, Jacuzzi, Sauna, Tennis Court

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 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 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 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 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 Coral Garden: 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, Communal Pool, Air Conditioning, Internet, Television, DVD Player, 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 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 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 Coral Hammock 39 - 3 Bedroom Townhouse with a Shared Pool

  • 3 BR/3 BA Townhome (sleeps 6)
    $250/nt
    $1,750 - $2,450/wk
    $7,500/month
    per property, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Pelican Landing Harbor Island Retreat

  • 2 BR/2 BA Condo (sleeps 6)
    $300 - $450/nt
    $2,100 - $3,150/wk
    $9,000/month
    per property, pets considered, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Pelican Landing Bermuda Retreat

  • 2 BR/2 BA Condo (sleeps 8)
    $300 - $450/nt
    $2,100 - $3,150/wk
    $9,000/month
    per property, pets considered, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Pelican Landing Flamingo Retreat

  • 2 BR/2 BA Condo (sleeps 8)
    $300 - $450/nt
    $2,100 - $3,150/wk
    $9,000/month
    per property, pets considered, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Pelican Landing Antigua Retreat

  • 2 BR/2 BA Condo (sleeps 8)
    $300 - $450/nt
    $2,100 - $3,150/wk
    $9,000/month
    per property, pets considered, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Pelican Landing Curacao Retreat

  • 2 BR/2 BA Condo (sleeps 8)
    $300 - $450/nt
    $2,100 - $3,150/wk
    $9,000/month
    per property, pets considered, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Pelican Landing Eleuthera Retreat

  • 2 BR/2 BA Condo (sleeps 8)
    $300 - $450/nt
    $2,100 - $3,150/wk
    $9,000/month
    per property, pets considered, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Pelican Landing Aruba Retreat

  • 2 BR/2 BA Condo (sleeps 8)
    $300 - $450/nt
    $2,100 - $3,150/wk
    $9,000/month
    per property, pets considered, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Pelican Landing Andros Retreat

  • 2 BR/2 BA Condo (sleeps 8)
    $300 - $450/nt
    $2,100 - $3,150/wk
    $9,000/month
    per property, pets considered, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West The Palms - 3 Bedroom House with a Swimming Pool

  • 3 BR/2 BA House (sleeps 8)
    $5,500 - $6,933/month
    per property, Private Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Sunset Lake@Key West Golf Club 3BR/3FullBA ~ 2 Master Suites ~ CREDIT CARDS ACCP

  • 3 BR/3 BA Townhome (sleeps 6)
    $3,200/month
    per property, accept credit card, pets considered, Beach, Lake, Near The Ocean, Resort, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Key West Quaint Houseboat with wet bar and awesome views - Key West Fishing Vacation

  • 2 BR/2 BA House Boat (sleeps 5)
    $240/nt
    $1,680/wk
    $7,200/month
    per property, accept credit card, Beach, Waterfront, Balcony, Air Conditioning, Satellite / Cable, Television, Parking

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 'SOUTHERN STAR @ THE SEAPORT'' Renovated Historic 3BR/3BA Home with Pool...

  • 3 BR/3 BA House (sleeps 6)
    $7,187 - $16,800/month
    per property, Downtown, Near The Ocean, Village, Waterfront, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television
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