The Vacation Rental Search Engine

Over 1.8 million vacation home listings in a single click!

Where do you want to go?

Towns near Key West · Show vacation rentals in all these towns
Sort by:

Search results: 105 vacation rentals in Key West!

OCEANFRONT VIEW LARGE EXPANSIVE DECK GREAT SUNSETS 2WK-MONTHLY - Photo YAHOO.otalo.o0gu2hut5m_Arr - Click to see details about this awesome vacation rental...
«   1  of  13   »
2 BR / -- BA
Inquire for rates
Inquire about this vacation rental at
LUXURY LIVING IN KEY WEST ABOARD YOUR OWN PRIVATE 58FT HATTERAS YACH - Photo YAHOO.otalo.m70twjfskf_Arr - Click to see details about this awesome vacation rental...
«   1  of  24   »
3 BR / 2 BA
$1,925-2,275/wk
Inquire about this vacation rental at
CONCH RETREAT IN KEY WEST TRUMAN ANNEX WITH 2 BIKES - Photo YAHOO.otalo.wwlwt2mzhp_Arr - Click to see details about this awesome vacation rental...
«   1  of  24   »
2 BR / 1 BA
$1,200-1,850/wk
Inquire about this vacation rental at
KEY WEST SAILING CHARTERS AND EXCURSIONS AT DOCK OR AT ANCHOR. - Photo YAHOO.otalo.cuchs1imla_Arr - Click to see details about this awesome vacation rental...
«   1  of  24   »
2 BR / 2 BA
$2,310/wk
Inquire about this vacation rental at
SEA BREEZE COTTAGE-GULF VIEW IN TRUMAN ANNEX - Photo YAHOO.otalo.owe0anm0pj_Arr - Click to see details about this awesome vacation rental...
«   1  of  24   »
3 BR / 2 BA
$2,500/wk
Inquire about this vacation rental at
HGTV FEATURED HOME - BOATERS PARADISE! WATERFRONT KEY WEST HOME - Photo YAHOO.otalo.gljte4gdzr_Arr - Click to see details about this awesome vacation rental...
«   1  of  24   »
3 BR / 2 BA
Inquire for rates
Inquire about this vacation rental at
'WINDOWS ON THE GULF @ THE ANNEX': LAVISH OCEANFRONT 2BR/2.5BA PENTHOUSE CONDO.. - Photo YAHOO.otalo.j4zt692dfu_Arr - Click to see details about this awesome vacation rental...
«   1  of  18   »
2 BR / 2 BA
$3,250-5,000/wk
Inquire about this vacation rental at
WATERFRONT PENTHOUSE, KEY WEST BETWEEN MM 10 JUST 5 MIN TO KW - Photo YAHOO.otalo.p2nqewrxqg_Arr - Click to see details about this awesome vacation rental...
«   1  of  12   »
2 BR / 1 BA
$850/wk
Inquire about this vacation rental at
CHARMING WATERFRONT HOME ON PRIVATE 2 ACRE LOT WITH POOL AND DOCK. - Photo YAHOO.otalo.mbua0st1k7_Arr - Click to see details about this awesome vacation rental...
«   1  of  4   »
3 BR / 2 BA
Inquire for rates
Inquire about this vacation rental at
Havana Hideaway - Photo YAHOO.otalo.za2rnb5ltr_Arr - Click to see details about this awesome vacation rental...
«   1  of  16   »
2 BR / 3 BA
$1,785-3,150/wk
Inquire about this vacation rental at
CANAL-FRONT HOME WITH OCEAN ACCESS IN BEAUTIFUL KEY WEST, FLORIDA - Photo YAHOO.otalo.pz8naqprqp_Arr - Click to see details about this awesome vacation rental...
«   1  of  15   »
4 BR / -- BA
$2,800/wk
Inquire about this vacation rental at
'OLD TOWN OASIS @ TRUMAN ANNEX': LUXURIOUS 2BR/2BA CONDO + OCEANSIDE POOL... - Photo YAHOO.otalo.qlkcbbttvo_Arr - Click to see details about this awesome vacation rental...
«   1  of  18   »
2 BR / 2 BA
$2,400-3,800/wk
Inquire about this vacation rental at
BEAUTIFUL SUNSET VIEWS, 2 BEDROOM 2 BATH, WATERFRONT CONDO - Photo YAHOO.otalo.emhjcpflsh_Arr - Click to see details about this awesome vacation rental...
«   1  of  9   »
2 BR / 2 BA
Inquire for rates
Inquire about this vacation rental at
KEY WEST HARBOUR OCEANFRONT SUITES - Photo YAHOO.otalo.mhlq0dtjsz_Arr - Click to see details about this awesome vacation rental...
«   1  of  21   »
2 BR / 2 BA
$2,233-2,933/wk
Inquire about this vacation rental at
HENRY'S PIECE OF PARADISE ON THE OCEAN IN KEY WEST (NIGHTLY / WEEKLY) - Photo YAHOO.otalo.jgkvsuzp95_Arr - Click to see details about this awesome vacation rental...
«   1  of  12   »
2 BR / 2 BA
$1,544-2,552/wk
Inquire about this vacation rental at
THE SANCTUARY HOUSE SUMMER $DEALS !!BEST BOATING TIME! - Photo YAHOO.otalo.unynbxcopa_Arr - Click to see details about this awesome vacation rental...
«   1  of  5   »
4 BR / -- BA
Inquire for rates
Inquire about this vacation rental at
BEAUTIFUL WATERFRONT SINGLE FAMILY HOME - 5 MILES FROM KEY WEST - Photo YAHOO.otalo.qjqqgdjjeg_Arr - Click to see details about this awesome vacation rental...
«   1  of  14   »
3 BR / 3 BA
$1,705-1,840/wk
Inquire about this vacation rental at
COZY COTTAGE - BOOK FOR YOUR OCTOBER STAY AND FANTASY FEST! - Photo YAHOO.otalo.wcqvrauxzz_Arr - Click to see details about this awesome vacation rental...
«   1  of  13   »
1 BR / 1 BA
Inquire for rates
Inquire about this vacation rental at
GULF / WATERFRONT LUXURY CONDO; POOL, HOT TUB, MARINA, SUNSETS - Photo YAHOO.otalo.luhjsgafy8_Arr - Click to see details about this awesome vacation rental...
«   1  of  21   »
2 BR / 2 BA
Inquire for rates
Inquire about this vacation rental at
$185 A DAY STAY ABOVE THE SEA 3BR/3BA COOL A/C FULL KITCHEN LARGE LIVINGROOM - Photo YAHOO.otalo.f1gtfuqkkn_Arr - Click to see details about this awesome vacation rental...
«   1  of  16   »
3 BR / 3 BA
$1,295/wk
Inquire about this vacation rental at
'AZURE AFTERNOON @ OCEANSIDE MARINA': SERENE OCEANFRONT CONDO + POOL & SPA... - Photo YAHOO.otalo.bfrtqmirt1_Arr - Click to see details about this awesome vacation rental...
«   1  of  23   »
3 BR / 2 BA
$2,100-3,300/wk
Inquire about this vacation rental at
Oceanfront - Photo YAHOO.otalo.x7tehs6rw6_Arr - Click to see details about this awesome vacation rental...
«   1  of  3   »
2 BR / 2 BA
Inquire for rates
Inquire about this vacation rental at
TOM'S PARROT PERCH: GUT RENOVATION, OCEAN VIEW, HEATED POOL, CLOSE TO BEACH - Photo YAHOO.otalo.ymiqytz5wm_Arr - Click to see details about this awesome vacation rental...
«   1  of  24   »
2 BR / 2 BA
$1,680/wk
Inquire about this vacation rental at
'SUNSET POINT @ SUNSET MARINA': IMMACULATE 3BR/2BA WATERFRONT CONDO... - Photo YAHOO.otalo.s67vv7onei_Arr - Click to see details about this awesome vacation rental...
«   1  of  19   »
3 BR / 2 BA
Inquire for rates
Inquire about this vacation rental at
« Previous 1 2 3 4 5

About Key West, Florida

Key West is a city in Monroe County, Florida, United States. The city encompasses the island of Key West, the part of Stock Island north of U.S. 1 (the Overseas Highway) (east), Sigsbee Park (north, originally known as Dredgers Key), Fleming Key (north), and Sunset Key (west, originally known as Tank Island). Both Fleming Key and Sigsbee Park are part of Naval Air Station Key West and are inaccessible by civilians. Key West is the county seat of Monroe County. Key West is known as the southernmost city in the Continental United States. It is also the southern terminus of U.S. 1, State Road A1A, the East Coast Greenway and before 1935, the Florida East Coast Railway.

Key West is 129 miles (207 km) southwest (229.9 degrees) of Miami, Florida, (about 160 driving miles) and 106 miles (170 km) north-northeast (21.2 degrees) of Havana, Cuba. Cuba, at its closest point, is 94 statute (81 nautical) miles south.

Key West is a seaport destination for many passenger cruise ships. The Key West International Airport provides airline service. Hotels and guest houses are available for lodging. Naval Air Station Key West is an important year round training site for naval aviation due to the superb weather conditions. It is also a reason the city was chosen as the Winter White House of President Harry S. Truman. The central business district primarily comprises Duval Street, and includes much of the northwest corner of the island along Whitehead, Simonton, Front, Greene, Caroline, and Eaton Streets and Truman Avenue. The official city motto is "One Human Family."

Visit Wikipedia for more information about Key West, Florida.   Check out PlacesAroundFlorida.com for a great guide to Key West.