Summerland Key holiday homes

We found 678 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Select from 451 homes, 55 cottages and other holiday rentals in Summerland Key to find one that's perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you expect for your stay, which might include Wi-Fi and a hot tub. Whatever you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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  • All the privacy of home
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Book a holiday rental for your Summerland Key getaway

Learn about the unique charm of Summerland Key with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Summerland Key

Do you want to discover top things to see and do in the area? Venture out of your holiday home and experience everything that Summerland Key has to offer. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Key West Golf Club (19.6 mi / 31.6 km)
  • Key West Visitors Center (6.4 mi / 10.4 km)
  • Blue Hole (5.1 mi / 8.2 km)
  • The Kite House (23.3 mi / 37.6 km)
  • MLK Community Pool & Community Center (23.6 mi / 38.1 km)

Exploring the natural landscape of Summerland Key

Whether you're an adventurous traveller or just want to appreciate the scenery, Summerland Key is a great place to get outside. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Florida Keys Beaches (7.7 mi / 12.4 km)
  • Calusa Beach (10.4 mi / 16.7 km)
  • Bahia Honda State Park (11.5 mi / 18.4 km)
  • Boca Chica Nude Beach (16.4 mi / 26.4 km)
  • Smathers Beach (22.1 mi / 35.6 km)
  • Clarence S. Higgs Memorial Beach Park (22.8 mi / 36.7 km)

Transport options to and around Summerland Key

The nearest airport is in Key West, FL (EYW-Key West Intl.), located 20.9 mi (33.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Marathon, FL (MTH-Florida Keys Marathon), which is 25.1 mi (40.3 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Summerland Key?

According to our research, houses are considered the most popular holiday home type in Summerland Key. But naturally, everyone's idea of an awesome stay isn't going to be the same. Bookabach has holiday homes in a variety of shapes and sizes, so you're bound to find your perfect match.

How much does it cost to rent a holiday home in Summerland Key?

Length of stay, season and property type are some things that can influence the price of a holiday home. Simply click on your dates of travel to find the ultimate escape. From comfy cabins to expansive luxury villas, all Bookabach holiday homes provide unbeatable value.

How much does it cost to rent a beach house in Summerland Key?

The average price for a holiday home close to the beach in Summerland Key will depend on when you're going and the size and type of property you're looking for. Find prices quickly and easily on Bookabach by entering your destination and travel dates. Then use the filters to pick the number of bedrooms and amenities important to you, like air conditioning, WiFi and a hot tub.

Are there pet-friendly holiday homes in Summerland Key?

Pack a bone and a squeezy toy for the pup in your life because Summerland Key has 29 holiday homes that roll out the welcome mat to pets. Let your four-legged friend get in on the family fun at one of our pet-friendly holiday homes on Bookabach. Simply enter your dates then check the "Pets allowed" filter box.

Can I rent a house with a pool in Summerland Key?

Tick the "pool" box in our filter tool and pick from 23 houses with private pools in Summerland Key on Bookabach. Morning dip, sunset soak or midnight swim? Downtime is up to you when your holiday home comes with its own swimming pool.

What are popular home amenities in Summerland Key?

A firepit, a swimming pool and a barbecue grill are rated the most popular home amenities in Summerland Key. Whether you're taking to the road on your own, with your significant other or a group of friends, Bookabach can help you find a holiday home that matches your tastes with all the features you need.

Are there large group holiday homes in Summerland Key?

There are nine holiday homes in Summerland Key that can accommodate a group of 10 or more guests. Whether you're planning time away with the family or an event like an anniversary, there's enough space to get your group together under one roof.

Are there holiday homes in Summerland Key that welcome kids?

Gather your entire family for an epic adventure in Summerland Key at one of our 29 family-friendly properties. A lot of these stays come with amenities that are great for getaways with children, such as laundry facilities, multiple bedrooms and entertainment units. Just check the "Properties good for families" filter and choose your favourite option.

What are the top attractions for families in Summerland Key?

Keeping the kids amused during your stay in Summerland Key is a snap with these fabulous family-friendly attractions:

  • Florida Keys Beaches
  • Sugarloaf Beach
  • National Key Deer Refuge Visitor Centre

Are there one-bedroom holiday homes in Summerland Key?

Yes, there are two one-bedroom properties in Summerland Key to select from. A one-bedroom holiday property is a wonderful choice if it's just you and your sweetheart or if you're travelling alone. Toss in more privacy, convenience and space compared to a regular hotel, and you've got yourself an unforgettable trip.

Can I find two-bedroom holiday homes in Summerland Key?

Pick from six two-bedroom holiday homes in Summerland Key. Settle the kids into the second room or fill it with a couple of your nearest and dearest friends. There's a comfy spot for whoever's lucky enough to be joining in on the fun.

Are there holiday homes with WiFi in Summerland Key?

Pick from nine holiday homes with WiFi in Summerland Key. If you'd like to disconnect from daily life during your break, but still need to be connected to the web, these properties have just what you need. Narrow your search by applying the WiFi filter on Bookabach.

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