Destination: Search

Key West Vacation Rental Accommodations - Page 1 of 6

Go to page 1 2 3 4 5 6 (1-50 of 289) Next Last
Sort by: Show rentals per page
SPECIAL OFFER! $1,400/wk. August 8 - September 5

Key West Key West vacation townhouse rental in the Truman Annex

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 6)
    $1,600 - $2,500/wk
    $4,500 - $7,500/month
    per property, downtown, near the ocean, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing

Key West Casa Amor - 3BR Residence 2 Blocks from Duval Street

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $2,100 - $6,000/wk
    $4,500 - $7,800/month
    per property, near the ocean, town, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing, golf

Key West Henry's Penthouse on the Ocean in Key West (weekly / nightly rentals)

  • 2 BR/2 BA Condo (sleeps 6)
    $1,670 - $2,488/wk
    per property, beach, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, tennis court, fishing

Key West Key West ocean front luxury 3 bedroom vacation condo rental in the Truman Annex

  • 3 BR/3 BA Condo (sleeps 6)
    $3,000 - $4,500/wk
    $9,000 - $13,500/month
    per property, downtown, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing

Key West Island Spice

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $990 - $3,190/wk
    per house, children welcome, pets not allowed, broadband access, communal pool, beach, beach, clothes dryer, DVD

Key West Key West By Beach & Duval Street Old Town

  • 5 BR/4 BA House (sleeps 12)
    $750 - $1,000/nt
    $5,700 - $6,700/wk
    per property, downtown, near the ocean, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing

Key West Waterfront Luxury in Old Town Key West

  • 1 BR/1 BA Condo (sleeps 5)
    $275 - $370/nt
    $1,595 - $2,420/wk
    per property, resort, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, internet access, fishing, golf

Key West Contemporary Condo @ Truman Annex-Walk to Beach/Duval St. - $1222/wk total Aug

  • 2 BR/1 BA Condo (sleeps 5)
    $1,100 - $1,600/wk
    per property, beach, downtown, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing

Key West Best Deal in Truman Annex - Cead Mile Failte

  • 2 BR/1 BA Condo (sleeps 4)
    $1,100 - $1,750/wk
    $3,500 - $5,000/month
    per property, beach, downtown, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing

Key West Truman Annex 2bed/1bath condo, premier downtown Key West location and amenities

  • 2 BR/1 BA Condo (sleeps 4)
    $1,200 - $1,800/wk
    per property, downtown, near the ocean, swimming pool, air-conditioning, washing machine, internet access, fishing, golf, linens provided
Back to Top

Key West Duval Courtyard

  • 3 BR/2 BA House (sleeps 6)
    $184 - $872/nt
    $1,228 - $3,958/wk
    per house, children welcome, pets not allowed, Jetted Tub, private pool, adventure, air-conditioning, beach, Blender

Key West Key West Ocean Side Luxury w/ High Speed Internet

  • 2 BR/2 BA Condo (sleeps 6)
    $3,600 - $6,000/month
    per property, beach, near the ocean, swimming pool, washing machine, internet access, pets considered, tennis, tennis court, fishing, linens provided

Key West Key West Boat & Breakfast, Reef Sailing Trips, Island Hopping

  • 2 BR/2 BA Yacht (sleeps 4)
    $295/nt
    per property, downtown, waterfront, accept credit card, swimming pool, air-conditioning, fishing, golf, linens provided, stereo system

Key West Tropical Retreat 20%-50% Off Summer Rates!!!

  • 4 BR/3 BA House (sleeps 7)
    $4,500 - $7,500/month
    per property, downtown, accept credit card, swimming pool, air-conditioning, internet access, pets considered, tennis, fishing

Key West Truman Annex - Renovated with Private Garden - Discounted June 09 Rates !!!

  • 1 BR/1 BA Condo (sleeps 4)
    $950 - $1,600/wk
    $2,600 - $5,400/month
    per property, beach, downtown, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing, golf

Key West Beautiful Retreat in Key West Area

  • 5 BR/3 BA, 1 half bath House (sleeps 12)
    $3,500/wk
    per property, beach, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing

Key West (Quiet) House with Guest Cottage

  • 3 BR/3 BA, 1 half bath House (sleeps 8)
    $5,500 - $9,900/month
    per property, beach, near the ocean, accept credit card, swimming pool, air-conditioning, washing machine, internet access, pets considered, tennis

Key West Villa Nomade, Elegant Truman Annex condo in the heart of Old Town

  • 2 BR/1 BA Condo (sleeps 4)
    $1,200 - $2,000/wk
    per property, downtown, near the ocean, accept credit card, swimming pool, air-conditioning, washing machine, fishing, golf, linens provided

Key West Hurricane's Rebellion - a Key West Vacation Condo

  • 2 BR/1 BA Condo (sleeps 6)
    $1,200 - $1,800/wk
    per property, downtown, near the ocean, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing

Key West Duval Sea Turtle

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $135 - $435/nt
    $810 - $2,610/wk
    per house, children welcome, pets not allowed, broadband access, private pool, adventure, air-conditioning, balcony, beach
Back to Top

Key West “NINA'S PENTHOUSE on the BEACH” 3BR/3BA Duplex @ The Key West Beach Club

  • 3 BR/3 BA Condo (sleeps 8)
    $3,300 - $5,500/wk
    $7,000 - $12,000/month
    per property, beach, resort, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, tennis court, fishing

Key West “HEAVENLY ZEN @ GRINNELL”: 4BR Private Home @ The Historic Seaport

  • 4 BR/3 BA House (sleeps 8)
    $3,950 - $7,700/wk
    $8,800 - $14,000/month
    per property, downtown, resort, accept credit card, swimming pool, air-conditioning, washing machine, internet access, pets considered, tennis

Key West “THE WHITE HOUSE @ WHITE”: Private Home in Old Town, 4BR & Large Pool

  • 4 BR/3 BA House (sleeps 10)
    $3,600 - $6,600/wk
    $8,000 - $11,500/month
    per property, downtown, resort, accept credit card, swimming pool, air-conditioning, washing machine, internet access, pets considered, tennis

Key West “SOUTHERNMOST ARTS & CRAFTS”, 2BR/2BA Private Home @ South Street

  • 2 BR/2 BA House (sleeps 6)
    $2,800 - $5,500/wk
    $6,600 - $9,500/month
    per property, downtown, near the ocean, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing

Key West “ANGEL CONCH” @ Angela Street: Heavenly 3BR Home in Old Town

  • 3 BR/3 BA House (sleeps 6)
    $3,300 - $5,500/wk
    $7,700 - $9,900/month
    per property, downtown, resort, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing

Key West “FAIRWAY in PARADISE' 2BR 2.5BA Luxury Townhome @ Key West Golf Club

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 6)
    $1,400 - $3,000/wk
    $2,800 - $4,400/month
    per property, near the ocean, resort, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing

Key West 'WATER'S EDGE' @ Gulfview Pointe: Luxurious 4BR Home on Florida Bay

  • 4 BR/2 BA, 1 half bath House (sleeps 10)
    $3,600 - $6,000/wk
    $8,000 - $12,000/month
    per property, near the ocean, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, internet access, pets considered, tennis

Key West 'TOP 'O THE COPA' @ Duval: Gorgeous Old Town Penthouse, Available Nightly

  • 1 BR/1 BA, 1 half bath Condo (sleeps 6)
    $200 - $750/nt
    $1,300 - $3,500/wk
    $4,400 - $8,900/month
    per property, downtown, village, accept credit card, air-conditioning, washing machine, internet access, pets considered, tennis, fishing

Key West 'LA PROVENCE' @ the Sanctuary: Walled Yard & 2 Master Suites

  • 2 BR/2 BA House (sleeps 4)
    $2,400 - $3,800/wk
    $4,400 - $6,200/month
    per property, near the ocean, resort, accept credit card, swimming pool, air-conditioning, washing machine, internet access, pets considered, tennis

Key West 'FAT NANCY'S SPA' @ the Sanctuary: Walled Yard & 2 Master Suites

  • 2 BR/2 BA House (sleeps 6)
    $1,950 - $3,900/wk
    $3,900 - $6,200/month
    per property, near the ocean, resort, accept credit card, swimming pool, air-conditioning, washing machine, internet access, pets considered, tennis
Back to Top

Key West 'GEORGIA PEACH' 4BR Luxury Home in the Meadows @ Old Town

  • 4 BR/4 BA, 1 half bath House (sleeps 10)
    $3,600 - $6,900/wk
    $8,000 - $12,000/month
    per property, downtown, resort, accept credit card, swimming pool, air-conditioning, washing machine, internet access, pets considered, tennis

Key West 'SOUTHERNMOST BELLE' @ The Annex: 7 Bedrooms, Huge Porches & Large Private Pool

  • 7 BR/5 BA House (sleeps 14)
    $7,700 - $16,000/wk
    $20,000 - $35,000/month
    per property, downtown, resort, accept credit card, swimming pool, air-conditioning, washing machine, internet access, pets considered, tennis

Key West 'SIMPLY IRRESISTIBLE' @ The Pool: 2BR 2.5BA Luxurious Poolside Townhome

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 6)
    $1,500 - $3,300/wk
    $3,000 - $5,500/month
    per property, near the ocean, resort, accept credit card, swimming pool, air-conditioning, washing machine, internet access, pets considered, tennis

Key West “SOUTHWINDS” @ Key West Beach Club: 2 BR Beachfront Condo, Panoramic Ocean Views

  • 2 BR/2 BA Condo (sleeps 8)
    $1,850 - $3,300/wk
    $5,500 - $9,900/month
    per property, beach, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, internet access, pets considered, tennis, tennis court

Key West “AZURE MORNING” @ Kings Pointe: Luxurious 3 Bedroom Condo on the Atlantic

  • 3 BR Condo (sleeps 8)
    $1,650 - $3,600/wk
    $4,800 - $8,800/month
    per property, near the ocean, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, internet access, pets considered, tennis

Key West “MANATEE MANOR” @ Geiger Key: 3BR 2BA Luxurious Canalside Private Home, 60’ Dock

  • 3 BR/2 BA House (sleeps 8)
    $2,700 - $3,950/wk
    $6,000 - $8,800/month
    per property, near the ocean, waterfront, accept credit card, air-conditioning, washing machine, internet access, pets considered, tennis, fishing

Key West 'SOUTHERN STAR' @ William Street: Luxurious 3BR/3BA Historic Old Town Home

  • 3 BR/3 BA House (sleeps 6)
    $3,600 - $6,900/wk
    $7,700 - $14,000/month
    per property, village, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, internet access, pets considered, tennis

Key West 'COLORFUL CONCH' Luxury Home @ the Sanctuary: 4 Bedrooms, 3 Baths & Private Pool

  • 4 BR/3 BA House (sleeps 6)
    $3,600 - $6,000/wk
    $7,700 - $14,000/month
    per property, beach, resort, tennis, fishing, golf

Key West 'OLD TOWN OASIS' @ Truman Annex: Spacious 2 BR Oceanfront Condo

  • 2 BR/2 BA Condo (sleeps 6)
    $1,950 - $3,950/wk
    $6,600 - $10,000/month
    per property, downtown, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing

Key West “FALLING WATER” @ Old Town: Breathtaking 3-Home Compound with Large Private Pool

  • 5 BR/4 BA, 1 half bath House (sleeps 12)
    $7,000 - $12,750/wk
    $15,000 - $25,000/month
    per property, downtown, near the ocean, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, golf
Back to Top

Key West 'HIDDEN TREASURE' @ Casa East: Luxury 3BR's, Baby Grand Piano, Huge Private Pool

  • 3 BR/3 BA House (sleeps 6)
    $3,300 - $5,750/wk
    $6,600 - $13,000/month
    per property, beach, near the ocean, accept credit card, swimming pool, air-conditioning, washing machine, internet access, pets considered, tennis

Key West 'CONCH CASA GRANDE' @ Truman Annex: 11' Ceilings, Private Pool & 6 Master Suites

  • 7 BR/7 BA House (sleeps 12)
    $7,700 - $16,000/wk
    $20,000 - $35,000/month
    per property, downtown, near the ocean, accept credit card, swimming pool, air-conditioning, washing machine, internet access, pets considered, tennis

Key West Cute, cozy, clean & close to the beach and all. Special running now thru October

  • 1 BR/1 BA (sleeps 3)
    $109 - $225/nt
    $825 - $1,475/wk
    per property, beach, air-conditioning, internet access, tennis, fishing, golf, linens provided, satellite or cable

Key West Experience the Real Key West, Weekly Special Now thru October!

  • 1 BR/1 BA Cottage (sleeps 3)
    $125 - $225/nt
    $885 - $1,495/wk
    $2,395 - $2,695/month
    per property, beach, near the ocean, air-conditioning, internet access, tennis, fishing, golf, linens provided, satellite or cable

Key West Henry's Piece Of Paradise On The Ocean In Key West (nightly / weekly)

  • 2 BR/2 BA Condo (sleeps 5)
    $1,544 - $2,362/wk
    per property, beach, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, tennis court, fishing

Key West The Victoria House

  • 5 BR/6 BA House (sleeps 12)
    $800 - $1,305/nt
    $5,500 - $8,200/wk
    per house, coffee maker, toaster, children welcome, pets not allowed, broadband access, private pool, wireless broadband, adventure

Key West Casa de Cuba

  • 3 BR/2 BA House (sleeps 6)
    $450 - $790/nt
    $3,010 - $5,530/wk
    per house, pets not allowed, wireless broadband, heated pool, beach, Deck Furniture, Deck-Wood, family, Fully Equipped Kitchen

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

  • 4 BR House (sleeps 8)
    $550 - $700/nt
    $6,000/month
    per property, downtown, near the ocean, accept credit card, swimming pool, air-conditioning, fishing, linens provided, satellite or cable

Key West Pita Vacation Home: Book Now! For Low Summer rates.

  • 4 BR/2 BA House (sleeps 8)
    $400 - $550/nt
    $2,500 - $3,500/wk
    $5,500 - $7,500/month
    per property, beach, town, air-conditioning, washing machine, internet access, pets considered, tennis, fishing, golf

Key West Direct Oceanfront Free Wireless Internet & HBO

  • 3 BR/2 BA, 1 half bath Condo (sleeps 6)
    $350 - $550/nt
    $2,350 - $3,350/wk
    $7,050 - $10,050/month
    per property, beach, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, tennis court, fishing
Back to Top
Go to page 1 2 3 4 5 6 (1-50 of 289) 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.