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 Lodging Vacation Rentals - Page 4 of 8

Go to page 1 2 3 4 5 6 7 8 (151-200 of 368) First Previous Next Last
Sort by: Show rentals per page

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
Back to Top

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
Back to Top

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
Back to Top

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
Back to Top

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
Back to Top
Go to page 1 2 3 4 5 6 7 8 (151-200 of 368) First Previous 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.