Discover a selection of 5,000 vacation rentals in Florida Keys that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $139 per night, and houses and cottages are popular options for a stay in Florida Keys. Either way, you'll find a rental for everyone's needs.
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Reviews are in, families love these Florida Keys properties
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Destination guide

Vacation in a beach rental in the stunning Florida Keys

One of the most desirable spots for beachfront rentals in Florida is the Florida Keys. The archipelago that makes up the Florida Keys stretches across 100 miles of tropical islands and emerald waters that expose the beauty of coral reefs and marine life. Whether staying in a condo, apartment, house, or villa, vacationers love beachfront properties in the Florida Keys for waking up to the rising sun and ending the day watching the sunset over the Gulf. On top of that, you are within walking distance of a relaxing day on the beach or an adventurous time snorkeling

 
Things to do

Sun, fun, and history in the Florida Keys

No matter your interest, there are vacation rentals near the array of activities and landmarks in Key West. The Bahia Honda State Park and Beach offers opportunities for hiking, fishing, snorkeling, and kayaking, and Old Town Trolley Tours give you stunning views of the island towns as you pass through. The Mel Fisher Maritime Heritage Museum boasts gold and other treasures pulled from nearby shipwrecks, giving you a glimpse of the area’s history, and Duval Street is the place to go for shopping, dining, and sidewalk celebrations.

Activities

Sightseeing in and around Florida Keys

Do you want to discover things to do during your stay? Travelers enjoy fun activities like jogging trails, dolphin viewing opportunities and fishing. Venture out of your vacation home and experience everything that makes Florida Keys a fun spot to vacation. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Dolphin Research Center (13.9 mi / 22.4 km)
  • Florida Keys Country Club (8.1 mi / 13 km)
  • Island Hoppers Aerial Adventures (9 mi / 14.5 km)
  • Conch Air (9 mi / 14.5 km)
Weather

Seasonal weather in Florida Keys

If you're hoping to enjoy some warm-weather activities on your vacation, August, July, June and September are the hottest months to visit, when temperatures average 91°F.

Natural features

Exploring the beaches and other natural features in Florida Keys

Florida Keys is famous for its breathtaking sunsets and beautiful ocean views. Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Florida Keys is a great spot to appreciate mother nature. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Sombrero Beach (8.9 mi / 14.4 km)
  • Bahia Honda State Park and Beach (11.9 mi / 19.1 km)
  • The Turtle Hospital (7.4 mi / 11.8 km)
  • Sunset Park Beach (10.4 mi / 16.7 km)
  • Bahia Honda Key (11.1 mi / 17.9 km)
  • Curry Hammock State Park (12.1 mi / 19.4 km)
Beaches

Colorful shores of the Florida Keys

Beachgoers flock to the Florida Keys to rent prime vacation homes near the water, and there’s plenty to choose from. Sandspur Beach is an ideal beach for families, due to its shallow, calm waters and picnic areas, along with Calusa Beach, a Gulf-side beach that’s sheltered and quiet, offering excellent views of the water. Smathers Beach is a popular beach for outdoor enthusiasts looking to windsurf, kite surf, or kayak. Dry Tortugas National Park is great for nature lovers, due to its population of loggerhead and leatherback sea turtles that can be seen by diving or snorkeling.

How to get there

Transportation to and around Florida Keys

Fly into Marathon, FL (MTH-Florida Keys Marathon), the closest airport, located 8.7 mi (14.1 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Key West, FL (EYW-Key West Intl.), which is 40.8 mi (65.7 km) away.

Restaurants and bars

Diverse dining options in the Florida Keys

From the fresh fish and seafood from local waters to traditional favorites with a twist, there’s something for every palate in the Florida Keys. Key West pink shrimp is a popular natural resource, due to its sweet taste, and may be prepared in a variety of ways. Yellowtail snapper, grouper, mahi-mahi, and lionfish are also unique island fare that are served with unique accompaniments, and stone crabs, a delicacy that’s often served with drawn butter, is a seasonal favorite for both visitors and locals. Fortunately, vacation rentals in the Florida Keys ensure you’re always able to satisfy your cravings.

Family friendly

Fun with the whole family in the Florida Keys

With its calm beaches, wildlife sanctuaries, and kid-friendly fun, the Florida Keys offer endless enjoyment for families. Vacation homes can be found near top destinations, such as the Florida Keys Wild Bird Rehabilitation Center, a rescue center that works to conserve wild sea birds, and the Key West Shipwreck Museum, a museum with displays about shipwrecks near the islands. Founders Park is a wonderful spot for outdoor excursions, such as sailing and pedal boating, and the Key West Butterfly and Nature Conservatory, a greenhouse filled with over 1,200 butterflies.

Good for couples

Romance in Key West

Nothing says romance like a tropical island, which is why vacation homes in Key West are the ideal place to rekindle your love. Have a night on the town in Mallory Square, a destination for mingling with locals and enjoying the sunsets, or take a canal cruise in the African Queen, a vessel named for the famous film. You could also stroll through the Key West Garden Club, a lush landscape with colorful blooms and relaxing picnic areas, or visit with dolphins at Dolphin Connection, a marine park with land and water interactions.

How many vacation rentals are available around Florida Keys?

Our 2021 property listings offer a large selection of 4,745 vacation rentals around Florida Keys. From 2,943 house rentals to 156 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.