Key West Vacation Rentals

Key West, the “Conch Republic”, is only four miles long and two miles wide, but offers all manner of adventures and diversions to its visitors. There’s live music and theater, art galleries, iconic dining and drinking spots, unique shops, and a rich, historical legacy to explore making a Key West vacation rental a fantastic experience.

It’s a place of legends, culture, and hidden natural gems. Visitors can experience literary history, strolling the palm-lined streets as Ernest Hemingway, Robert Frost and Tennessee Williams once did. They can enjoy waters-edge dining and legendary pubs, like Sloppy Joe’s, the Green Parrot, Schooner Wharf, Hogs Breath Saloon, Smokin’ Tuna and Captain Tony’s, made famous by Jimmy Buffet (who also has a Margaritaville outpost here) among others.

The backdrop of clear, sparkling turquoise waters, palm trees and blue skies, however, leads many visitors to spend the days exploring at the sea’s edge and beyond. The city offers beautiful beaches, scuba diving and snorkeling coral reefs and wrecks, fishing, sunset sailing trips, water sports, and more.

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Use our handy Yelp! feeds to see all the restaurants, shopping, diving, fishing, arts & entertainment, beaches, bike rentals, boating, parks, rafting/kayaking. coffee/tea, tours, and nightlife in the area. Choose your area below.

Key West also offers popular outdoor attractions in a natural setting, such as the botanical gardens at West Martello Tower and on Stock Island, and tours of the historical Old Town architectural district. There’s an 18-hole golf course, tennis courts with an ocean view, and even bocce.

All this combined with the wonderful climate combines to make Key West a global meeting place. The community is also known for a tolerant vibe and creative spirit, and a good-time attitude pervades every corner of the island. Key West vacation rentals allow you to experience all the city has to offer and capture the heart of this wondrous location.


Key West vacation rentals chairs on beach

Key West to Marathon: 80 minutes
Key West to Big Pine Key: 40 minutes
Key West to Marathon: 80 minutes
Key West to Islamorada: 1.75 hours
Key West to Key Largo: about 2.5 hours
Key West to Miami International Airport: 3.75 hours
Key West to Ft. Lauderdale International Airport: 4 hours


Key West and the Florida Keys have fabulous weather year-round.

The average water temperatures range between a high of 87°F/31°C in July and August to a low of 69°F/21°C in January.

The average air temperatures generally range between a high point of 80-89°F/27-32° in July to a low of 65-75°F/18-24°C in January.

To find and book vacation rentals, click here.

On The WaterAttractionsRecreationDiningShoppingEntertainment


Ft. Zachary Taylor (see attractions)
Smathers Beach – Key West’s largest beach. South Roosevelt Blvd., from the Key West airport to Bertha Street.
Higgs Beach
Dog Beach
Boca Chica Beach – Boca Chica beach is adjacent to the U.S. Navy’s base on Boca Chica Key. It is off the tourist grid and used extensively by locals for bird watching, nature hikes and exercising dogs. There is an area beyond the first break in land sometimes used by nude sun bathers.






Key West Attractions Association is an online travel guide and directory of Key West’s main attractions, events, tours, accommodations, restaurants, and shops – the things you love to do best in Key West can be found here.

Sunset Celebration at Mallory Square features arts and crafts exhibitors, street performers, food carts, psychics and of course the thousands of tourists from around the world. Each night, around two hours before sunset, locals and tourists alike flock to the water’s edge to experience a multicultural happening and to watch the sun sink into the Gulf of Mexico.

Fort Zachary Taylor State Park was designated a National Historic Landmark in 1973. It is Florida’s southernmost state park, popular for recreation, as well as U.S. military history. The fort was one of a series built in the mid-1800s to defend the nation’s southeastern coastline. Completed in 1866, Fort Zachary Taylor played important roles in the Civil War and Spanish-American War. A beautiful beach at the southern end of the park provides opportunities for picnicking, swimming, snorkeling, and fishing. Visitors can also enjoy a short nature trail and bicycling within the park. A refreshment stand at the beach offers snacks, cold beverages, beach sundries, and souvenirs. Guided tours of the fort are available daily. 601 Howard England Way, Key West, FL 33040, Phone (305)292-6713.

Dry Tortugas National Park & Fort Jefferson. Almost 70 miles (112.9 km) west of Key West lies a cluster of seven islands, composed of coral reefs and sand, called the Dry Tortugas. Along with the surrounding shoals and waters, they make up Dry Tortugas National Park. The area is known for its famous bird and marine life, its legends of pirates and sunken gold, and its military past. Accessible only by boat or seaplane.

Key West Botanical Garden, 5210 College Rd., Key West, FL 33040, Phone (305)296-1504.

Bone Island Bird Expeditions Key West and the Florida Keys contain some of the best birding habitat in the world. Bone Island Bird Expeditions specializes in leading birders — from beginners to 800-bird listers — to amazing out-of-the-way places for a chance to see many of the most magnificent creatures on the planet.

The Key West Garden Club Visitors to the Key West Garden Club and the Joe Allen Garden Center, the club’s meeting and educational facility, are invited to stroll the brick pathways through graceful arched courtyards and lush, colorful foliage of the West Martello Tower, a Civil War fort and a National Historic Site. 1100 Atlantic Blvd., Key West, FL (305) 294-3210.

The Ernest Hemingway Home & Museum, 907 Whitehead St., Key West, FL 33040, Phone (305)294-1136.

The Audubon House & Tropical Gardens 205 Whitehead St., Key West, FL 33040, Phone (305)294-2116.

Museum of Art & History at The Custom House 281 Front St., Key West, FL 33040, Phone (305) 295-6616.

The Key West Light House and Keeper’s Quarters Museum 938 Whitehead St., Key West, FL 33040, Phone (305) 294-0012.

The Harry S. Truman Little White House Museum 111 Front St., Key West, FL 33040, Phone (305) 294-9911.


  •’s Specific Islands and Places
  • Wikepedia’s Lower Keys & Key West pages
  • Conch Republic “We seceded where others failed.”


Key West is very family-friendly, contrary to some reports, and there are plenty of activities to interest visitors of all ages.



  • Key West Golf Club 6450 E. College Road Key West, FL 33040 Phone 305.294.5232
    Located in the heart of Key West, Florida the Key West Golf Club is the only Caribbean golf course in the United States. At the entrance to the island of Key West, the unique Key West Golf Club’s 18 holes encompass over 200 acres of beautiful Florida Keys foliage and wildlife. Key West Golf Club Golf legend REES JONES masterfully designed the Key West Golf Course, an 18 hole, 6,500 yard course to be a challenge to players of all abilities. Come meet all the exciting challenges of the Key West Golf Course, including the infamous “Mangrove Hole” (143 yards, par 3 that is played completely over a field of thickly intertwined tropical mangroves).


  • There is a lighted public tennis court with five courts at Bayview Park.
  • There are public tennis courts at the park across from Higgs Beach.
  • Paradise Tennis at 1800 Atlantic Avenue offers lessons, organized play, courts for rent and a pro shop. Phone (305) 395-1035


  • See our Directory for information about amenities and resources such as grocery stores, drug stores, healthcare, law enforcement, boat rentals, government/civic and more