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Key West Lodging Vacation Rentals - Page 4 of 8

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Key West 'MAISON TROPICALE @ SOLARES HILL': Lush 3BR/3BA Old Town Home, Pool & Spa...

  • 3 BR/3 BA House (sleeps 8)
    $6,600 - $15,000/month
    per property, accept credit card, Downtown, Near The Ocean, Town, Village, Jacuzzi, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

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

  • 3 BR/3 BA House (sleeps 6)
    $7,000 - $16,000/month
    per property, Downtown, Near The Ocean, Village, Waterfront, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'TOP O' THE TOWN @ THE HISTORIC SEAPORT': 3BR/3.5BA FIVE STAR LUXURY CONDO...

  • 3 BR/3 BA, 1 half bath Condo (sleeps 8)
    $5,500 - $14,000/month
    per property, accept credit card, Beach, Downtown, Near The Ocean, Waterfront, Private Pool, terrace, Balcony, pets considered, Air Conditioning, Internet

Key West 'NATALIE'S BAHAMA CONCH' @ THE SANCTUARY': Lush 3BR/2.5BA Home, Pool...

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $5,000 - $9,500/month
    per property, accept credit card, Near The Ocean, Resort, Village, Private Pool, Communal Pool, Lawn / Garden, terrace, Balcony, pets considered

Key West 'PARADISE PERFECTED @ SMATHERS BEACH': Handsome Beach House + Pool...

  • 3 BR/2 BA House (sleeps 8)
    $5,500 - $14,000/month
    per property, wheelchair accessible, Near The Ocean, Town, Private Pool, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable

Key West 'BELLA PETRONIA @ THE MEADOWS: 3BR/3.5BA Private Home With Pool & Jacuzzi...

  • 3 BR/3 BA, 1 half bath House (sleeps 6)
    $5,000 - $14,000/month
    per property, accept credit card, Downtown, Near The Ocean, Resort, Private Pool, Jacuzzi, Lawn / Garden, terrace, Balcony, Air Conditioning

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

  • 2 BR/1 BA, 1 half bath House (sleeps 6)
    $4,000 - $7,000/month
    per property, Downtown, Village, Private Pool, pets considered, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West 'SUNSET DREAMS 2 @ FLORIDA BAY': Luxurious 2BR/2BA Waterfront Condo...

  • 2 BR/2 BA Condo (sleeps 4)
    $3,000 - $6,600/month
    per property, accept credit card, wheelchair accessible, Near The Ocean, Resort, Waterfront, Private Pool, Communal Pool, Balcony, pets considered, Air Conditioning

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)
    $1,650 - $2,500/wk
    $5,500 - $9,900/month
    per property, accept credit card, Downtown, Near The Ocean, Communal Pool, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Key West 'LA PROVENCE @ THE SANCTUARY': 2 Master Suites, Spa Pool with Walled Yard...

  • 2 BR/3 BA House (sleeps 6)
    $3,000 - $6,900/month
    per property, accept credit card, Near The Ocean, Resort, Private Pool, Communal Pool, Balcony, pets considered, 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)
    $2,100 - $3,800/wk
    $8,500 - $14,000/month
    per property, accept credit card, wheelchair accessible, Downtown, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West 'THE ARTIST'S HIDEAWAY @ OLD TOWN': Airy & Spacious Villa + Large Pool..

  • 2 BR/2 BA Villa (sleeps 6)
    $4,000 - $7,700/month
    per property, Downtown, Near The Ocean, Private Pool, Jacuzzi, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'AVALYNN HOUSE @ THE ANNEX': Incredibly Spacious 5BR Home, Large Pool..

  • 5 BR/3 BA, 1 half bath House (sleeps 12)
    $8,000 - $11,900/wk
    $30,000 - $44,000/month
    per property, Downtown, Near The Ocean, Private Pool, Jacuzzi, Tennis Court, terrace, pets considered, Fitness Room / Equipment, Air Conditioning

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

  • 2 BR/2 BA, 1 half bath Villa (sleeps 6)
    $1,950 - $3,500/wk
    $6,600 - $11,500/month
    per property, accept credit card, Downtown, Near The Ocean, Resort, Town, Village, Communal Pool, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Key West Carpe Diem- a tropical Conch Cottage in old town Key West -

  • 2 BR/2 BA Cottage (sleeps 6)
    $2,950 - $5,500/month
    per property, accept credit card, Beach, Near The Ocean, Town, Lawn / Garden, terrace, Balcony, pets considered, Air Conditioning, Internet

Key West 'MAISON SUR LA MER' / Private Enclave With Pool

  • 4 BR/3 BA Villa (sleeps 10)
    $15,000 - $20,000/month
    per property, Near The Ocean, Private Pool, Lawn / Garden, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking

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

  • 2 BR/1 BA Bungalow (sleeps 6) Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, Parking

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

  • 3 BR/3 BA Townhome (sleeps 6)
    $2,700 - $5,200/month
    per property, accept credit card, Beach, Lake, Near The Ocean, Resort, Communal Pool, Balcony, pets considered, Fitness Room / Equipment, Air Conditioning, Internet

Key West 'FAT NANCY'S VILLA @ THE CLUB': Airy 2BR/2BA Townhome near Community Pool...

  • 2 BR/2 BA House (sleeps 6)
    $2,350 - $4,900/month
    per property, accept credit card, Near The Ocean, Resort, Communal Pool, Lawn / Garden, Balcony, pets considered, Fitness Room / Equipment, Air Conditioning

Key West 'POOLSIDE RETREAT @ THE POOL': Poolside 2BR/2.5BA Villa with 2 Master Suites...

  • 3 BR/2 BA, 1 half bath Villa (sleeps 6)
    $3,000 - $5,750/month
    per property, accept credit card, Near The Ocean, Resort, Communal Pool, Jacuzzi, Lawn / Garden, Balcony, pets considered, Fitness Room / Equipment

Key West Cozy Cottage for Two

  • 1 BR/1 BA Condo (sleeps 2)
    $4,500/month
    per property, Near The Ocean, Waterfront, Communal Pool, Sauna, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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

  • 2 BR/1 BA, 1 half bath Townhome (sleeps 5) Village, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'CASA DE ROSALIE @ BAYVIEW PARK': 3BR/2BA Classic Conch Home W/ Pool...

  • 3 BR/2 BA House (sleeps 8)
    $4,800 - $9,900/month
    per property, Beach, Downtown, Near The Ocean, Town, Private Pool, Lawn / Garden, Balcony, pets considered, 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)
    $1,475 - $2,450/wk
    $4,500 - $4,900/month
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Sauna, Tennis Court, Air Conditioning, Satellite / Cable, Television

Key West Beautiful Waterfront Single Family Home - 5 miles from Key West

  • 3 BR/3 BA House (sleeps 6) Near The Ocean, Waterfront, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Key West Sea Breeze Cottage-Gulf View in Truman Annex

  • 3 BR/2 BA Condo (sleeps 6)
    $2,500/wk
    per property, Beach, Downtown, Near The Ocean, Town, Waterfront, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

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

  • 2 BR/1 BA Cottage (sleeps 4)
    $3,500 - $5,000/month
    per property, accept credit card, Beach, Downtown, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Key West Charming Condo in Old Twon

  • 2 BR/2 BA Condo (sleeps 4)
    $4,000 - $6,000/month
    per property, Downtown, Communal Pool, Air Conditioning, Internet, Television, Parking

Key West Casa Marina Elegance! Beautiful!

  • 4 BR/4 BA, 1 half bath House (sleeps 8)
    $5,500 - $8,500/month
    per property, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking

Key West Southernmost Belle - Grand Old Town Key West Home - Newly Renovated!

  • 5 BR/3 BA House (sleeps 10) accept credit card, Downtown, Near The Ocean, Town, Private Pool, Air Conditioning, Internet

Key West Historic Seaport District

  • 3 BR/2 BA House (sleeps 6)
    $4,500 - $9,500/month
    per property, Downtown, Near The Ocean, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Key West Perfect Old Town Getaway

  • 3 BR/3 BA (sleeps 6)
    $4,500 - $9,000/month
    per property, Downtown, Near The Ocean, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Key West Oceanside Condo

  • 2 BR/2 BA Condo (sleeps 4) Beach, Waterfront

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

  • 2 BR/1 BA House (sleeps 4)
    $3,000 - $5,000/month
    per property, Beach, Downtown, Near The Ocean, Town, Lawn / Garden, Balcony, pets considered, Air Conditioning, Satellite / Cable, Television

Key West Beautiful Truman Annex Townhome near the Pool!

  • 2 BR/2 BA Townhome (sleeps 4)
    $1,800 - $2,600/wk
    per property, accept credit card, Downtown, Near The Ocean, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

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

  • 3 BR/3 BA Townhome (sleeps 8)
    $230 - $310/nt
    $1,395 - $1,995/wk
    per property, accept credit card, Near The Ocean, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Key West Sweet Cottage with Large Pool - RELAX AND UNWIND HERE!

  • 2 BR/1 BA, 1 half bath House (sleeps 6)
    $350 - $650/nt
    $2,250 - $4,550/wk
    per property, accept credit card, Downtown, Private Pool, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Key West Premiere Old Town Home

  • 4 BR/2 BA, 1 half bath House (sleeps 10)
    $6,000 - $9,500/month
    per property, accept credit card, Downtown, Private Pool, Air Conditioning, Internet

Key West Most Unique Rental in Town! Stay on a SleepAfloat Trawler!

  • 3 BR/2 BA House Boat (sleeps 4) Communal Pool, Balcony, pets considered, Fitness Room / Equipment, Air Conditioning, Satellite / Cable, Television, Parking

Key West Paradise Manor with private pool available fall 2013

  • 4 BR/2 BA House (sleeps 9)
    $100 - $400/nt
    $1,790 - $1,990/wk
    $3,490 - $4,450/month
    per property, accept credit card, Beach, Near The Ocean, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Key West Luxury Living in Key West Aboard Your Own Private 58ft Hatteras Yach

  • 3 BR/2 BA, 1 half bath Yacht (sleeps 6)
    $275 - $325/nt
    $1,800/wk
    per property, Waterfront, Communal Pool, Balcony, pets considered, Satellite / Cable, Television, Parking

Key West Stunning Brand New SleepAfloat HOUSEBOAT in Paradise!

  • 4 BR/2 BA House Boat (sleeps 8)
    $275 - $450/nt
    $1,925 - $3,100/wk
    per property, accept credit card, Resort, Communal Pool, Sauna, Balcony, pets considered, Fitness Room / Equipment, Air Conditioning

Key West 5 bedroom property in the heart of Old Town!

  • 5 BR/3 BA House (sleeps 10)
    $7,000/month
    per property, Downtown, Near The Ocean, Air Conditioning, Internet, Satellite / Cable, Television

Key West Pink Iguana - Beautiful Fairway View...Location...Location

  • 2 BR/1 BA, 1 half bath Townhome (sleeps 6) Resort, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West Tom's Parrot Perch: GUT RENOVATION COMPLETED 9/16/11!!

  • 2 BR/2 BA Condo (sleeps 6)
    $270/nt
    per property, accept credit card, Waterfront, Communal Pool, Sauna, Tennis Court, Balcony, Air Conditioning, Internet

Key West Old Town Key West 2 bedroom Cottage with Private Pool

  • 2 BR/2 BA Cottage (sleeps 6) accept credit card, Downtown, Private Pool, Lawn / Garden, Air Conditioning, Television, DVD Player

Key West Perfectly Located Monthly Rentals

  • Studio Condo (sleeps 6) Downtown, pets considered

Key West Enjoy an Authentic Key West Experience

  • 2 BR/2 BA House (sleeps 4)
    $3,500 - $5,500/month
    per property, Downtown, Near The Ocean, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West HISTORIC RESTORED 'EYEBROW' HOME. REDUCED PRICES!!!

  • 3 BR/3 BA House (sleeps 6)
    $5,500 - $6,500/month
    per property, Downtown, Near The Ocean, Town, Private Pool, Jacuzzi, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

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

  • 2 BR/2 BA House (sleeps 4) Downtown, Near The Ocean, Resort, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player
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