Rockland Key holiday rentals, Key West: holiday houses & more

If you want to to stay within easy reach of Rockland Key, take a look at holiday rentals to choose your home away from home. Whether you’re staying in a Vrbo holiday home with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include parking and a fireplace. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

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Find the best place to stay - Rockland Key

A Bella Capri in Key West by the Beach!

Sleeps 10 · 5 bedrooms · 3+ bathrooms

KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.

Sleeps 6 · 4 bedrooms · 3+ bathrooms

Top rated rentals - Rockland Key

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All the privacy of home
Enjoy full kitchens, pools, gardens and more
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More space, more privacy, more amenities — more value

Choose a holiday rental for your Rockland Key getaway

Learn about the unique charm of Rockland Key with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Rockland Key

Do you want to find attractions to see while you're in town? Venture out of your holiday home and experience everything that makes Rockland Key a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

Key West Golf Club (4.3 mi / 7 km)
The Kite House (8.1 mi / 13 km)
MLK Community Pool & Community Center (8.4 mi / 13.5 km)

Exploring the natural features in Rockland Key

Whether you're looking for fun outdoor activities or just want to take in the scenery, Rockland Key is a great place to get out in nature. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

Boca Chica Nude Beach (2.2 mi / 3.5 km)
Smathers Beach (6.8 mi / 11 km)
Clarence S. Higgs Memorial Beach Park (7.5 mi / 12.1 km)
Florida Keys Beaches (7.7 mi / 12.5 km)
South Beach (8.1 mi / 13.1 km)
Key West Butterfly and Nature Conservatory (8.2 mi / 13.2 km)

Frequently asked questions

How much does it cost to rent a holiday rental in Rockland Key?

Length of stay, property type and season are among the factors that can affect the price of a holiday home. Simply enter your dates of travel to find your perfect match. From comfy cottages to expansive villas, all Vrbo holiday rentals provide amazing value.

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

When you travel and the size and style of the property will help determine the cost of your beachside holiday rental. Click on your Rockland Key travel dates to see all your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to pick the amenities and features you want in your rental.

What are the top attractions for families in Rockland Key?

Keeping the kids entertained during your holiday in Rockland Key is child's play with these exciting family-friendly attractions:

Smathers Beach
South Beach
Higgs Beach

How old do you have to be to rent a holiday rental in Rockland Key?

Age restrictions can differ across properties on Vrbo, so be sure to check the rules of the holiday rental in Rockland Key you're interested in. But normally, it's 16, 18 or 21.

How long can I rent a holiday rental in Rockland Key for?

The amount of time you can rent a Rockland Key holiday home for differs depending on the property. Just put in your dates of travel to see options that offer long-term stays. They feature all you need to make your extended break more comfortable like kitchens and air conditioning. Some properties might also offer weekly or monthly discounted prices, so you can stay longer for less money.