Destination: Search
Great Rentals is part of HomeAway.com, the world's leading vacation rentals marketplace. Search over 170,000 vacation rentals properties now! Click here to see more Key West Vacation Rentals

Key West Home Rentals by Owner

Go to page 1 2 3 4 (1-50 of 158) Next Last
Sort by: Show rentals per page

Key West Bahama Dreaming

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

Key West Casa Marina Oasis

  • 2 BR/2 BA House (sleeps 6)
    $3,000 - $7,000/month
    per property, Beach, Downtown, Near The Ocean, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Key West Private Luxury in Prestigious Casa Marina Neighborhood

  • 3 BR/3 BA, 1 half bath House (sleeps 7)
    $3,500 - $8,800/month
    per property, Downtown, Near The Ocean, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West William Skelton -- Location, location, location -- in Old Town Key West!

  • 6 BR/3 BA House (sleeps 16)
    $650 - $1,200/nt
    per property, accept credit card, Downtown, Near The Ocean, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

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

  • 3 BR/2 BA House (sleeps 10)
    $1,800 - $2,950/wk
    per property, accept credit card, Beach, Waterfront, Private Pool, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Key West Paradise Manor with private pool available June 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 Easy Livin'

  • 3 BR/4 BA House (sleeps 8)
    $4,000 - $9,200/wk
    per property, Private Pool, Air Conditioning, Television, DVD Player, Parking

Key West Artist Garden

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $1,700 - $3,425/wk
    per property, Communal Pool, Air Conditioning, Internet, DVD Player, Parking

Key West Tranquility

  • 1 BR/1 BA, 1 half bath House (sleeps 3)
    $210 - $413/nt
    $1,130 - $2,414/wk
    per property, Communal Pool, Air Conditioning, Internet, Television, DVD Player

Key West Egret Cottage

  • 1 BR/1 BA House (sleeps 4)
    $190 - $384/nt
    $1,050 - $2,247/wk
    per property, Communal Pool, Air Conditioning, Internet, Television, DVD Player
Back to Top

Key West Large private home just 2 blocks to Duval St

  • 4 BR/4 BA House (sleeps 10)
    $4,400 - $6,500/wk
    per property, accept credit card, Downtown, Town, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, Parking

Key West Walking to everything, Close to Beach, Old town

  • 3 BR/3 BA, 1 half bath House (sleeps 6) Downtown, Near The Ocean, Private Pool, Balcony, Air Conditioning, Television, Parking

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

  • 4 BR House (sleeps 8) accept credit card, Downtown, Near The Ocean, Private Pool, Air Conditioning, Satellite / Cable, DVD Player

Key West Tropical Dreaming

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

Key West Southern Wind

  • 2 BR/2 BA House (sleeps 4)
    $265 - $471/nt
    $1,575 - $2,900/wk
    per property, Communal Pool, Air Conditioning, Television, DVD Player, Parking

Key West 'TOBA'S TREE HOUSE @ CASA EAST': Breezy 2BR/2BA Cottage & Pool near Beach...

  • 2 BR/2 BA House (sleeps 6)
    $4,000 - $7,700/month
    per property, Near The Ocean, Resort, Private Pool, terrace, Balcony, pets considered, 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)
    $4,000 - $7,000/month
    per property, Downtown, Village, Private Pool, pets considered, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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

  • 7 BR/7 BA House (sleeps 12)
    $9,500 - $12,900/wk
    $30,000 - $48,000/month
    per property, accept credit card, Downtown, Near The Ocean, Village, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Key West Exquisite 3BR Home on Shark Key - Enjoy the Best Tropical Sunsets of Your Life!

  • 3 BR/3 BA, 1 half bath House (sleeps 8)
    $2,250/wk
    per property, Beach, Lawn / Garden, Balcony, Internet, Television

Key West Island Pearl

  • 1 BR/1 BA House (sleeps 2)
    $210 - $391/nt
    $1,200 - $2,320/wk
    per property, Private Pool, Air Conditioning, Internet, DVD Player
Back to Top

Key West Stunning Brand New SleepAfloat HOUSEBOAT in Paradise!

  • 4 BR/2 BA House Boat (sleeps 8) Resort, Communal Pool, Sauna, Balcony, pets considered, Fitness Room / Equipment, Air Conditioning, Internet

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

  • 5 BR/3 BA House (sleeps 10)
    $7,000 - $8,000/month
    per property, Downtown, Near The Ocean, Air Conditioning, Internet, Satellite / Cable, Television

Key West Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach

  • 2 BR/2 BA House (sleeps 6) Beach, Near The Ocean, Town, Waterfront, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $5,500 - $8,200/month
    per property, Near The Ocean, Town, Private Pool, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Key West Ocean Paradise

  • 3 BR/4 BA House (sleeps 8) Beach, Near The Ocean, Private Pool, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

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

  • 3 BR/1 BA, 1 half bath House (sleeps 6)
    $2,500 - $4,000/month
    per property, accept credit card, Beach, Town, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Key West The Victoria House

  • 5 BR/5 BA, 1 half bath House (sleeps 12)
    $865 - $1,776/nt
    $5,800 - $12,035/wk
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player, Parking

Key West Amelia Home

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

Key West Key West Ginger House

  • 2 BR/2 BA House (sleeps 6)
    $210 - $413/nt
    $1,200 - $2,465/wk
    per property, pets considered, Air Conditioning, Internet, Television, DVD Player, Parking

Key West Coral Hammock - Beautiful Poolside Home (28)

  • 3 BR/3 BA House (sleeps 6)
    $250 - $350/nt
    $1,400 - $2,000/wk
    $4,200 - $7,000/month
    per property, accept credit card, Communal Pool, Balcony, pets considered, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable
Back to Top

Key West Bahama Gardens - Private Historic Old Town

  • 4 BR/1 BA, 1 half bath House (sleeps 8)
    $3,000 - $4,000/wk
    $8,000 - $9,000/month
    per property, accept credit card, Near The Ocean, Town, Jacuzzi, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West 'NOONA'S MANSION-by-the-SEA @ THE ANNEX' Sumptuous 7BR/5.5BA Home with Pool...

  • 7 BR/5 BA, 1 half bath House (sleeps 14)
    $11,000 - $14,900/wk
    $39,000 - $55,000/month
    per property, accept credit card, Downtown, Near The Ocean, Private Pool, Jacuzzi, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West New Potter's Cottage -Private Pool, Quiet, Yet Steps Off Duval

  • 2 BR House (sleeps 5)
    $375 - $400/nt
    $2,200 - $2,675/wk
    per property, Downtown, Near The Ocean, Private Pool, pets considered, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Treehouse Island: Private Home with Pool & Internet, Walk to Key West Hot Spots!

  • 3 BR/4 BA House (sleeps 8)
    $4,500/wk
    per property, Beach, Near The Ocean, Private Pool, Balcony, pets considered, Air Conditioning, Internet, DVD Player, Parking

Key West Luxury on Garrison Bight: 3 BR/3.5 BA Waterfront Home Sleeps 8

  • 3 BR/3 BA, 1 half bath House (sleeps 8)
    $495 - $695/nt
    per property, accept credit card, Near The Ocean, Town, Waterfront, Private Pool, Balcony, pets considered, Internet, Satellite / Cable, Television

Key West Ocean Perch , Dock 80'Heated Pool Deep Channel Tennis 15 min Key West

  • 2 BR/2 BA House (sleeps 6)
    $975 - $1,600/wk
    per property, accept credit card, Resort, Communal Pool, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Beach house exclusive private resort island 500 yards from heart of Key West

  • 3 BR House (sleeps 6)
    $20,000 - $25,000/month
    per property, accept credit card, Beach, Resort, Private Pool, Tennis Court, 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 Location, Location, Location! Ocean View, Lagoon Beach Front

  • 3 BR/2 BA House Boat (sleeps 10) accept credit card, Beach, Downtown, Near The Ocean, Resort, Waterfront, Communal Pool, Jacuzzi, Sauna, Balcony, Air Conditioning, Internet

Key West Canal-front home with ocean access in beautiful Key West, Florida

  • 4 BR House (sleeps 10)
    $2,800 - $3,500/wk
    $10,000/month
    per property, wheelchair accessible, Beach, Downtown, Near The Ocean, Town, Waterfront, Private Pool, Air Conditioning, Satellite / Cable, Television, DVD Player, barbecue
Back to Top

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

  • 3 BR/2 BA House (sleeps 6)
    $6,200/month
    per property, Near The Ocean, Waterfront, Jacuzzi, Lawn / Garden, terrace, Balcony, pets considered, Air Conditioning, Internet

Key West 'OCTOPUS'S GARDEN @ CORAL HAMMOCK': 3BR/3BA Spacious Home w Pool & Gym

  • 3 BR/3 BA House (sleeps 8)
    $1,800 - $2,750/wk
    $6,600 - $10,500/month
    per property, Beach, Near The Ocean, Town, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Key West 'PUERTA CORALINA @ SOLARES HILL': Charming 2BR/3BA Cottage, 2 Master Suites...

  • 2 BR/3 BA House (sleeps 6)
    $350 - $700/nt
    $1,950 - $3,600/wk
    $6,600 - $12,500/month
    per property, accept credit card, Downtown, Town, Village, Private Pool, terrace, Balcony, pets considered, Air Conditioning, Internet

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

  • 6 BR/6 BA House (sleeps 14)
    $15,000 - $26,000/month
    per property, accept credit card, Downtown, Near The Ocean, Private Pool, Lawn / Garden, terrace, Balcony, pets considered, Air Conditioning

Key West 'LA CASA AZUL @ SOLARES HILL': Elegantly Renovated 3BR/3BA Home + Heated Pool...

  • 3 BR/3 BA House (sleeps 6)
    $5,500 - $15,000/month
    per property, accept credit card, Downtown, Resort, Village, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'HIDDEN TREASURE @ CASA EAST': Luxurious 3BR 3BA Villa & Huge Pool near Beach...

  • 3 BR/3 BA House (sleeps 6)
    $5,500 - $14,000/month
    per property, accept credit card, Beach, Near The Ocean, Resort, Village, Private Pool, Lawn / Garden, terrace, Balcony, pets considered, Air Conditioning
Back to Top
Go to page 1 2 3 4 (1-50 of 158) Next Last

© 1996-Present HomeAway.com, Inc. All rights reserved.

Use of this Web site constitutes acceptance of the GreatRentals.com Terms and Conditions and Privacy Policy.