Long Key holiday lettings

We found 1,536 holiday rentals — enter your dates for availability

Discover a selection of 46 homes and other holiday rentals in Long Key that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll have the amenities that you expect and more, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Long Key

Showing deals for:7 Nov - 14 Nov
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Why visit Long Key

  • Stunning beaches: Long Key boasts beautiful sandy shores and serene water views, ideal for relaxation.
  • Outdoor activities: Engage in a variety of adventures such as kayaking, fishing, and hiking in the natural surroundings.
  • Proximity to Key West: Explore the vibrant atmosphere of Key West, known for its lively vibe and picturesque scenery.
  • Family-friendly atmosphere: Long Key is perfect for families, offering a laid-back environment suitable for all ages.
  • Diverse accommodation options: Choose from a range of holiday rentals, from chic condos to luxurious villas.

Popular types of accommodation in Long Key

Long Key offers a delightful selection of vacation rentals, perfect for any type of traveller. Whether you're after a private vacation home, a chic condo, or a luxurious villa, you'll find the ideal accommodation for your holiday. With an array of Long Key holiday rentals available, you can enjoy transparency and savings while ensuring a memorable getaway. Explore our options for key vacation rentals and discover the perfect vacation home for your escape.

  • Houses: The top choice for holidaymakers in Long Key, offering spacious and comfortable stays ideal for families or groups.
  • Condos: A popular option, providing modern conveniences and often stunning views, perfect for couples or small families.
  • Villas: Luxurious retreats that combine elegance and comfort, favoured by those seeking a more upscale experience.
  • Apartments: A practical choice for visitors, offering a homely atmosphere with essential amenities for a delightful stay.
  • Cottages: Charming and quaint, these provide a cosy getaway, ideal for those wanting a peaceful retreat.**

Top attractions in and around Long Key

Long Key is an ideal destination for outdoor enthusiasts and families seeking a beach holiday. This charming location offers a variety of attractions, including stunning islands, the scenic national park, and beautiful beaches. Visitors can indulge in adventurous activities while exploring the natural beauty of the area, making it a perfect spot for those after a memorable getaway by the sea.

  • Fiesta Key: This charming island, located 1.2km from Long Key, offers a vibrant outdoor atmosphere with stunning beaches, perfect for sunbathing and water sports. Enjoy a laid-back vibe while soaking in the tropical surroundings.
  • Long Key State Park: Nestled within Long Key, this picturesque state park boasts adventure and stunning scenery. Explore its trails, go kayaking, or simply revel in the natural beauty of the diverse landscapes.
  • Anne's Beach: Situated 3.1km from Long Key, Anne's Beach is a serene spot known for its soft sands and tranquil waters, ideal for relaxation, picnicking, and enjoying the picturesque coastal scenery.

Things to do recommended for couples

For a romantic getaway in Long Key, consider a visit to the luxurious Florida Keys Country Club, only 11.2km away, perfect for a sophisticated day out. Alternatively, explore the charming Rain Barrel Village, also 11.2km away, where you can enjoy a delightful blend of shopping and local culture.

Things to do recommended for families

Families visiting Long Key can enjoy a day of adventure at the nearby Dolphin Research Center, where kids can interact with marine life. Additionally, exploring the beautiful Long Key State Park offers opportunities for hiking and picnicking amidst stunning natural scenery.

Things to do recommended for groups

Groups visiting Long Key can enjoy a delightful outing at Florida Keys Brewing Co. for a taste of local craft beers, or embark on an adventure at Keys Cable Park. For a romantic evening, the Islamorada Brewery & Distillery offers a charming atmosphere with entertainment vibes.

What do I need to keep in mind when booking a vacation in 'Long Key

If you're travelling with a group, family, pets, or planning an extended stay, it's essential to prioritise your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Long Key with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Long Key with young kids: Travelling with young children can present its challenges. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to take into account your proximity to family-friendly attractions.
  • Taking your pets with you to Long Key: For many families, a trip wouldn’t feel complete without their beloved four-legged companion. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Long Key: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodation. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Long Key

Long Key, Florida, offers a tranquil escape with stunning beaches and serene water views, perfect for family holidays. Enjoy the laid-back atmosphere as you explore nearby attractions like the vibrant Key West, renowned for its lively vibe and beautiful scenery. Whether you're lounging on the beach or engaging in outdoor activities, Long Key promises a relaxing experience that caters to all ages, making it an ideal destination for your next family getaway.

  • Layton: Layton is a charming village nestled within the Long Key area, offering a delightful blend of outdoor adventures and family-friendly experiences. This picturesque locale is renowned for its beautiful beaches and recreational areas, making it an ideal spot for those looking to unwind by the sea. Visitors can enjoy a variety of activities such as beach outings, shopping at local centres, and spending quality time with loved ones. With its relaxed atmosphere and easy access to nearby attractions, Layton promises a memorable holiday experience.
  • Conch Key: Located a mere 3.1km from Long Key, Conch Key is a serene village that showcases the natural beauty of island life. This destination is perfect for families and outdoor enthusiasts alike, featuring stunning beaches and inviting recreational areas. The local shopping options provide a nice complement to the area's relaxed vibe, allowing visitors to indulge in some leisurely retail therapy. With its idyllic landscapes and family beach spots, Conch Key invites travellers to enjoy a peaceful retreat in the heart of the Florida Keys.
  • Duck Key: Situated 4.3km from Long Key, Duck Key is another lovely village that embodies the essence of island living. Known for its luxurious resorts and beautiful beaches, this destination caters to both relaxation and adventure. Visitors can explore various shopping areas and indulge in the local cuisine, all within a stunning natural backdrop. The family-friendly environment, combined with the allure of the surrounding islands, makes Duck Key a perfect haven for those seeking a delightful getaway.

Best time to go to Long Key

If you're planning a trip to Long Key, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in February to March and July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January70.9°F (21.6°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
February72.1°F (22.3°C)No Rain (Dry)Mostly SunnySlightly HighAverage
March73.2°F (22.9°C)No Rain (Dry)Mostly SunnySlightly HighAverage
April76.8°F (24.9°C)No Rain (Dry)Mostly SunnyAverageAverage
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverageSlightly High
July84.0°F (28.9°C)Light RainMostly SunnySlightly HighSlightly High
August84.4°F (29.1°C)Light RainMostly SunnyAverageAverage
September83.5°F (28.6°C)Light RainMostly SunnyAverageSlightly Low
October80.6°F (27.0°C)Light RainMostly SunnySlightly LowSlightly Low
November76.5°F (24.7°C)Light RainMostly SunnySlightly LowAverage
December73.6°F (23.1°C)No Rain (Dry)Mostly SunnySlightly LowSlightly High

Booking with Vrbo is simple

Are you hoping to save on your next holiday? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient area for you to plan new adventures, carry on with your arrangements, or manage your existing bookings. The properties you’ve saved or reserved are neatly categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Travel to relaxing Long Key

The beaches and other outdoor surroundings create an inviting atmosphere in Long Key. This relaxing city is known for its fishing, kayaking and seafood restaurants. 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.

Exploring the natural features in Long Key

Travellers enjoy Long Key for its sunsets and beaches. Whether you're an active traveller or just want to spend some time taking in the scenery, Long Key is a great place to get outside. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Fiesta Key (2.2 mi / 3.6 km)
  • Anne's Beach (5.2 mi / 8.4 km)
  • Curry Hammock State Park (11.8 mi / 18.9 km)
  • Coco Plum Beach (13.1 mi / 21 km)
  • Sunset Park Beach (14.8 mi / 23.9 km)
  • Islamorada County Park (18.4 mi / 29.6 km)

Seasonal weather averages in Long Key

Travellers enjoy Long Key for its kayaking and boating. If you're planning a holiday around the weather, August, July, September and June are the hottest months to visit, when temperatures average 29°C.

Travelling to and around Long Key

The nearest airport is in Marathon, FL (MTH-Florida Keys Marathon), located 16.1 mi (26 km) from the city centre.

Frequently asked questions

What is the best area to stay in Long Key when booking a holiday rental?
If you're thinking about a trip to Long Key, Layton is one of the most desirable neighbourhoods to stay. Whether you opt for a villa, cottage or another style of property, you'll always have the entire place to yourself.
What is the most popular type of holiday rental accommodation in Long Key?
Houses are the most popular kind of holiday rental in Long Key, according to our data. Even if you've got something bigger or smaller in mind, Vrbo has holiday homes in many shapes and sizes. Look over our options to find your ideal fit.
How much does it cost to rent a holiday rental in Long Key?
The average price for a holiday rental in Long Key is based on a number of factors, like property type, length of stay and season. Whether you're looking for a sprawling house with room for friends and family or an apartment for just you and the kids, just add your dates of travel to view stays with unbeatable value.
How much does it cost to rent a beach house in Long Key?
The average price for a holiday home by the beach in Long Key will depend on when you'll be there and the size and type of property you're looking for. You can easily find prices on Vrbo by entering your destination and preferred travel dates. Then use our filter tool to choose the number of bedrooms and amenities that you prefer, like air conditioning, WiFi and a pool.
Are there pet-friendly holiday rentals in Long Key?
Pack a suitcase and a bone for your pooch because Long Key has 37 properties that throw open their doors to pets. Let your furriest pal get in on the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your dates and destination, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Long Key?
Add another level of fun to your trip by booking your crew into one of the 24 houses with a private pool in Long Key. Use our search filter to find properties with pools on Vrbo, then spend lazy days splashing around in a swimming pool that's for your exclusive use.
What are popular rental amenities in Long Key?
Nearby museums, a barbecue grill and a sauna head the list of most popular rental amenities in Long Key. Whether you're taking to the road as a party of one, with your better half or as a family group, Vrbo can help you find a holiday home that matches your style with all the features you'll enjoy.
Are there large group holiday rentals in Long Key?
Pick from four holiday properties in Long Key that can sleep 10 or more guests. Whether you're planning time away with extended family or some kind of special event, there's enough room to get your favourite people together under the same roof.
Are there holiday rentals in Long Key that welcome kids?
Long Key has 37 family-friendly holiday rentals to choose from. And securing a stay that welcomes youngsters is a cinch with Vrbo's "Properties good for families" filter. As well as having the entire place to yourselves, you'll get access to perks and amenities like bunk beds, private pools and yards.
What are the top attractions for families in Long Key?
Keep your kids entertained at these leading family-friendly attractions in Long Key:

  • Annes Beach
  • Robbies
  • Sunset Drive Beach

Can I find two-bedroom holiday rentals in Long Key?
Long Key has 19 two-bedroom properties to choose from. Discover a holiday home with all the comfort and privacy you need at an attractive price on Vrbo.
Are there holiday rentals with WiFi in Long Key?
Whether you'd like to keep up with the latest news, check emails or update your social media, there are 16 holiday homes with WiFi in Long Key. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find holiday rentals with air conditioning in Long Key?
You can choose from 36 Vrbo holiday rentals with air conditioning in Long Key offering that cooling breeze and extra comfort level. Enter your dates of travel and then use our filter tool to help you locate properties with air conditioning.
How old do you have to be to rent a holiday rental in Long Key?
The minimum age is normally 16, 18 or 21. It can change from property to property on Vrbo, so check the rules of your preferred Long Key stay before booking your escape.
How long can I rent a holiday rental in Long Key for?
It's really down to the Long Key property. To see all available options offering extended stays, simply type your travel dates and guest number into Vrbo's search page. You can enjoy having the entire place to yourself, along with comforts such as a kitchen, air conditioning and a yard where the kids can run around and play. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.

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