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Key West Rental Accommodations for Vacations - Page 6 of 9

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Key West 'SOUTHERNMOST COMFORT @ THE ANNEX': Stunning 5BR/4BA Private Home + Pool...

  • 5 BR/4 BA House (sleeps 8)
    $7,000 - $12,000/wk
    $25,500 - $42,000/month
    per property, pets considered, Downtown, Resort, Village, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Luxurious 4 bedroom/3 full bath home with private pool in Old Town Truman Annex

  • 4 BR/3 BA Townhome (sleeps 8)
    $414 - $786/nt
    $2,900 - $4,900/wk
    per property, accept credit card, Downtown, Near The Ocean, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Real World MTV House---Not Just a House Your Own Private Resort

  • 10 BR/5 BA, 1 half bath House (sleeps 20)
    $1,500 - $2,500/nt
    $10,000 - $12,500/wk
    $40,000 - $50,000/month
    per property, accept credit card, pets considered, Hot Tub, Resort, Waterfront, Jacuzzi, Tennis Court, Lawn / Garden, Balcony

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 'CASA, SUITE CASA @ CASA MARINA': Lavish New Home W/ 4 Suites + Pool...

  • 4 BR/5 BA House (sleeps 10)
    $8,400 - $18,667/month
    per property, accept credit card, Hot Tub, Beach, Downtown, Near The Ocean, Town, Private Pool, Lawn / Garden, 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 “VILLA OLIVIETTA @ SOLARES HILL” - Exceptional 4BR/5BA Home + Private Pool...

  • 4 BR/4 BA, 1 half bath House (sleeps 8)
    $8,867 - $18,667/month
    per property, pets considered, Downtown, Village, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West 'CASA OLIVIANA @ SOLARES HILL': Stunning Restored 6BR/6BA Old Town Home & Pool..

  • 6 BR/6 BA House (sleeps 14)
    $11,200 - $22,400/month
    per property, accept credit card, pets considered, Downtown, Near The Ocean, Private Pool, Lawn / Garden, terrace, Balcony, Air Conditioning

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

  • 2 BR/1 BA, 1 half bath Townhome (sleeps 6)
    $1,300 - $1,990/wk
    per property, Resort, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West HGTV Featured Home - Boaters Paradise! Waterfront Key West Home

  • 3 BR/2 BA House (sleeps 6)
    $5,000/month
    per property, Hot Tub, wheelchair accessible, Near The Ocean, Waterfront, Jacuzzi, Lawn / Garden, terrace, Balcony, Air Conditioning

Key West 'CIELO TROPICALE @ CASA MARINA' Lush & Spacious 4BR/4BA Estate + Large Pool...

  • 4 BR/4 BA House (sleeps 8)
    $12,133 - $20,533/month
    per property, Near The Ocean, Town, Private Pool, Jacuzzi, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Key West 'THE LILAC COTTAGE @ SOLARES HILL': 2.5BR/2BA Old Town Cottage, Quiet Street...

  • 2 BR/2 BA House (sleeps 7)
    $4,667 - $10,733/month
    per property, accept credit card, pets considered, Downtown, Near The Ocean, Town, Village, Private Pool, Lawn / Garden, terrace, Air Conditioning, Internet

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 'CONCH CASA GRANDE @ THE ANNEX': Enormous 7BR/7BA in Truman Annex...

  • 7 BR/7 BA House (sleeps 12)
    $9,500 - $13,500/wk
    $30,000 - $49,000/month
    per property, accept credit card, pets considered, Downtown, Near The Ocean, Village, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West 'AZURE AFTERNOON @ OCEANSIDE MARINA': Serene Oceanfront Condo + Pool & Spa...

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

Key West 'TROPICAL JEWEL @ THE SEAPORT': 2BR/2BA Lovely Old Town Cottage + Pool...

  • 3 BR/2 BA House (sleeps 7)
    $5,133 - $10,733/month
    per property, accept credit card, pets considered, Downtown, Near The Ocean, Town, Village, Private Pool, Lawn / Garden, Air Conditioning, Internet, Television

Key West “MURIEL'S WHIMSICAL GALLERIA @ DUVAL STREET”: Dreamy 2BR/2BA Downtown Condo...

  • 2 BR/2 BA Condo (sleeps 6)
    $2,940 - $6,300/month
    per property, accept credit card, Downtown, Resort, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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 'Amberjack' A Little Slice of Key West Heaven

  • 2 BR/2 BA Townhome (sleeps 6) pets considered, Downtown, Near The Ocean, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

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

  • 2 BR/2 BA, 1 half bath Villa (sleeps 6)
    $2,940 - $5,600/month
    per property, accept credit card, pets considered, Near The Ocean, Resort, Communal Pool, Jacuzzi, Lawn / Garden, Balcony, Fitness Room / Equipment

Key West “THE CAPTAIN'S ANNEX @ PARADISE HARBOR”: Ample 4BR Home + Pool & Boat Slip...

  • 4 BR/3 BA, 1 half bath House (sleeps 12)
    $650 - $1,000/nt
    $4,000 - $6,000/wk
    $14,000 - $21,000/month
    per property, pets considered, Village, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West Love Lane - private cottage on a quiet lane in Old Town

  • Studio House (sleeps 6)
    $5,600 - $11,200/month
    per property, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Key West 'Mango Gardens' Charming, Walking Distance to Duval, and Historic Seaport Area

  • 4 BR House (sleeps 8)
    $4,480 - $6,907/month
    per property, accept credit card, Downtown, Near The Ocean, Private Pool, Air Conditioning, Satellite / Cable, DVD Player

Key West Four Bedroom Private Home

  • 4 BR/2 BA House (sleeps 8)
    $4,667 - $7,933/month
    per property, Near The Ocean, Resort, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West 'SUNSET DREAMS @ FLORIDA BAY': Luxury 3BR/2BA Waterfront Condo by Marina...

  • 3 BR/2 BA Condo (sleeps 8)
    $3,920 - $7,233/month
    per property, accept credit card, pets considered, Hot Tub, wheelchair accessible, Near The Ocean, Waterfront, Communal Pool, Jacuzzi, terrace

Key West SWEET COTTAGE IN THE MEADOWS!

  • 3 BR/2 BA House (sleeps 6)
    $3,547 - $7,000/month
    per property, Resort, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'CASA BLANCA 1888 @ WHITE': Historic 4BR/3BA Old Town Home + Very Large Pool....

  • 4 BR/3 BA House (sleeps 10)
    $7,467 - $16,333/month
    per property, accept credit card, pets considered, Downtown, Near The Ocean, Resort, Private Pool, Lawn / Garden, terrace, Balcony, Air Conditioning

Key West Casa Marina - True Island Elegance!

  • 4 BR/3 BA, 1 half bath House (sleeps 8)
    $6,067 - $10,733/month
    per property, pets considered, Resort, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

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

  • 2 BR/2 BA House (sleeps 6)
    $2,800 - $5,320/month
    per property, accept credit card, pets considered, Near The Ocean, Resort, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning

Key West 'BRISA FRESCA @ THE ANNEX': Bright & Airy 3BR/3BA Private Home + Pool...

  • 3 BR/3 BA House (sleeps 8)
    $4,800 - $6,975/wk
    $18,000 - $27,000/month
    per property, Downtown, Resort, Village, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West Large private home in the heart of Old Town Key West!

  • 5 BR/5 BA House (sleeps 8)
    $5,300 - $6,700/wk
    per property, accept credit card, Downtown, Near The Ocean, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Key West 'SUNSET POINT @ SUNSET MARINA': Immaculate 3BR/2BA Waterfront Condo...

  • 3 BR/2 BA Condo (sleeps 8)
    $3,920 - $7,233/month
    per property, accept credit card, pets considered, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'SUNSET VISTAS @ SUNSET MARINA': Lovely 2BR/2BA Waterfront Condo + Pool...

  • 2 BR/2 BA Condo (sleeps 4)
    $2,940 - $6,160/month
    per property, pets considered, wheelchair accessible, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'PROMENADE TO PARADISE @ THE ANNEX': Spacious 2BR/2BA Waterfront Condo...

  • 2 BR/2 BA Condo (sleeps 6)
    $2,650 - $4,800/wk
    $8,900 - $16,500/month
    per property, accept credit card, pets considered, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'FLAMINGO DREAMS @ SOLARES HILL': Pristine 3BR/2BA Conch Home in Old Town...

  • 3 BR/2 BA House (sleeps 6)
    $5,320 - $14,000/month
    per property, accept credit card, pets considered, Downtown, Town, Village, Private Pool, Lawn / Garden, terrace, Balcony, Air Conditioning

Key West 'CASA FELIZ @ THE SEAPORT': Lushly Furnished 3BR/3.5BA Private Home + Pool...

  • 3 BR/3 BA House (sleeps 8)
    $6,160 - $14,933/month
    per property, accept credit card, Downtown, Near The Ocean, Village, Private Pool, Jacuzzi, Lawn / Garden, terrace, Air Conditioning, Internet

Key West 'IRMA'S ESCAPE @ THE BUTTERFLY GARDEN': Tasteful 2BR/2.5BA Villa + Resort Pool

  • 2 BR/2 BA, 1 half bath Villa (sleeps 4)
    $2,800 - $5,460/month
    per property, pets considered, Village, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

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

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $4,667 - $8,913/month
    per property, accept credit card, pets considered, Near The Ocean, Resort, Village, Private Pool, Communal Pool, Lawn / Garden, terrace, Balcony

Key West 'NANCY'S SEASIDE RETREAT @ THE FLORIDA BAY': Waterfront 4BR/4BA Home + Pool..

  • 4 BR/4 BA House (sleeps 10)
    $5,600 - $11,667/month
    per property, pets considered, Village, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West 'NANCY'S COASTAL COMFORT @ THE FLORIDA BAY': Waterfront 4BR/3.5BA Home + Pool..

  • 4 BR/3 BA, 1 half bath House (sleeps 10)
    $5,600 - $11,667/month
    per property, pets considered, Downtown, Village, Private Pool, Lawn / Garden, Balcony, 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 'OCTOPUS'S GARDEN @ CORAL HAMMOCK': 3BR/3BA Spacious Home w Pool & Gym

  • 3 BR/3 BA House (sleeps 7)
    $2,100 - $3,200/wk
    $7,500 - $11,750/month
    per property, Beach, Near The Ocean, Town, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Key West “BAHAMIAN BAMBOO @ THE ANNEX”: Beautifully Furnished 3BR/3BA Home + Pool...

  • 3 BR/3 BA House (sleeps 8)
    $4,800 - $6,975/wk
    $18,000 - $25,000/month
    per property, pets considered, Downtown, Village, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'HEAVENLY ZEN @ THE SEAPORT': Lavish 4BR/3BA Old Town Home + Pool....

  • 4 BR/3 BA House (sleeps 8)
    $9,333 - $18,667/month
    per property, accept credit card, Downtown, Near The Ocean, Resort, Private Pool, Jacuzzi, Lawn / Garden, terrace, Balcony, Air Conditioning

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)
    $5,133 - $14,000/month
    per property, accept credit card, pets considered, Beach, Downtown, Near The Ocean, Waterfront, Private Pool, terrace, Balcony, Air Conditioning, Internet

Key West Peaceful Palace w/ Gorgeous Surroundings In Old Town Key West. Windward Park #9

  • 2 BR/2 BA House (sleeps 4)
    $1,575 - $2,500/wk
    $5,000 - $9,000/month
    per property, Communal Pool, Air Conditioning, Internet, Television, DVD Player, Parking

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

  • 3 BR/2 BA Cottage (sleeps 6)
    $3,547 - $5,600/month
    per property, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, Parking

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 Charming Cottage located on quiet walking lane

  • 2 BR/1 BA Condo (sleeps 5)
    $1,100 - $1,300/wk
    per property, accept credit card, Downtown, Near The Ocean, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television
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