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

We found 1,242 vacation rentals in Key West!

Key West Waterfront Rental - Photo 1
« Photo 1 of 10 »
9 BR / 4 BA
Inquire for rates
Inquire about this vacation rental at
Key West - Truman Annex Cottage-Best Location on the Island-Newly Renovated! - Photo 1
« Photo 1 of 22 »
2 BR / 2 BA
$1,600-2,500/wk
Inquire about this vacation rental at
Key West ocean view luxury 3 bedroom Truman Annex vacation condo - Photo 1
« Photo 1 of 24 »
3 BR / 3 BA
$2,500-5,000/wk
Inquire about this vacation rental at
Harbor Walk hideaways - Photo 1
« Photo 1 of 6 »
4 BR / 3 BA
$900/wk
Inquire about this vacation rental at
Suite Caroline - Splendor - Photo 1
« Photo 1 of 11 »
1 BR / 2 BA
Inquire for rates
Inquire about this vacation rental at
Beach Club #303 - Photo 1
« Photo 1 of 16 »
2 BR / 2 BA
$1,820-3,360/wk
Inquire about this vacation rental at
Coconut Cabana - Photo 1
« Photo 1 of 10 »
3 BR / 2 BA
$2,450-4,900/wk
Inquire about this vacation rental at
Orchid Oasis - Spacious home near the historic Sea Port. - Photo 1
« Photo 1 of 24 »
4 BR / 2 BA
Inquire for rates
Inquire about this vacation rental at
Oceanfront Bungalow Dock 80'Htd Pool Tennis 15 Min Key West - Photo 1
« Photo 1 of 16 »
2 BR / 2 BA
Inquire for rates
Inquire about this vacation rental at
Walk to the beach! - Photo 1
« Photo 1 of 13 »
1 BR / 1 BA
Inquire for rates
Inquire about this vacation rental at
Rose Lane Villa's Villa Vista 1 bedroom, 1/2 block off Duval - Photo 1
« Photo 1 of 5 »
1 BR / 1 BA
$1,813/wk
Inquire about this vacation rental at
Isla Bella-A Gorgeous Tropical Oasis with Parking & Jacuzzi - Photo 1
« Photo 1 of 12 »
2 BR / 2 BA
$2,150-2,600/wk
Inquire about this vacation rental at
'CONCH CASITA 2 @ ELIZABETH': Charmingly Renovated 2BR/1BA Old Town Cottage... - Photo 1
« Photo 1 of 16 »
2 BR / 1 BA
Inquire for rates
Inquire about this vacation rental at
Pelican Landing Harbor Island Suite - Photo 1
« Photo 1 of 18 »
1 BR / 1 BA
$1,400-2,100/wk
Inquire about this vacation rental at
Amelia Home - Photo 1
« Photo 1 of 22 »
2 BR / 3 BA
$2,100-4,350/wk
Inquire about this vacation rental at
Ray's Retreat - Photo 1
« Photo 1 of 11 »
2 BR / 3 BA
$1,575-1,925/wk
Inquire about this vacation rental at
Key West Vacation Rentals - Photo 1
« Photo 1 of 12 »
2 BR / 2 BA
Inquire for rates
Inquire about this vacation rental at
Island Pearl - Photo 1
« Photo 1 of 10 »
1 BR / 1 BA
$1,200-2,320/wk
Inquire about this vacation rental at
Southern Comforts-Oceanfront Home with Pool - Photo 1
« Photo 1 of 9 »
4 BR / 2 BA
Inquire for rates
Inquire about this vacation rental at
Casa 625-MONTHLY RENTAL W//Private Heated Pool! - Photo 1
« Photo 1 of 12 »
2 BR / 2 BA
Inquire for rates
Inquire about this vacation rental at
Pelican Landing Bonaire Suite - Photo 1
« Photo 1 of 12 »
1 BR / 1 BA
$1,400-2,100/wk
Inquire about this vacation rental at
Bermuda-style cottage in Truman Annex - Photo 1
« Photo 1 of 12 »
2 BR / 2 BA
$1,750-2,100/wk
Inquire about this vacation rental at
Shipyard Perch-WEEKLY/MONTHLY RENTAL-Truman Annex! - Photo 1
« Photo 1 of 13 »
2 BR / 2 BA
$1,200-1,800/wk
Inquire about this vacation rental at
'OLD TOWN OASIS @ TRUMAN ANNEX': Spacious 2BR/2BA Oceanfront Condo + Pool... - Photo 1
« Photo 1 of 18 »
2 BR / 2 BA
$1,900-3,600/wk
Inquire about this vacation rental at
« Previous 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 Next »

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.

Great Beach Vacation Towns Nearby

Check out these Beach vacation towns nearby Key West: