Long Key holiday lettings

We found 1,509 holiday rentals — enter your dates for availability

Discover a selection of 35 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:23 Jan - 30 Jan

Image gallery for Oceanfront Tiny Villa in the Heart of the FL Keys

Aerial view
10 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)

Oceanfront Tiny Villa in the Heart of the FL Keys

Marathon, FL

8% off
Price is £2,715
for 7 nights, 1 home
£388 per night
includes taxes & fees
Oceanfront Tiny Villa in the Heart of the FL Keys

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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?
When considering a holiday rental in Long Key, Florida, the area known as Long Key State Park is an excellent choice. This picturesque location not only offers a beautiful natural setting but also grants easy access to some of the best outdoor activities the Florida Keys have to offer. The park features stunning beaches, excellent kayaking opportunities, and trails for hiking, making it superb for nature enthusiasts and those looking to unwind in a tranquil environment.

Another appealing area is the vicinity around the famous Seven Mile Bridge. Staying nearby allows visitors to enjoy breathtaking views and an iconic experience as they explore this engineering marvel. The area is also close to various water sports and fishing opportunities, making it a paradise for those who appreciate the ocean.
How much does it cost to rent a holiday home in Long Key?
Prices for holiday rentals in Long Key vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Long Key to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Long Key holiday house rentals?
You can find great discounts on house rentals in Long Key on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Long Key?
For renting a beach house in Long Key, Florida, the area around Long Key State Park is particularly appealing. This region offers a range of beachfront properties with stunning views of the Atlantic Ocean. Many of these rentals come equipped with amenities such as private balconies, outdoor grills, and direct access to the beach, making them superb for families or groups looking to enjoy a laid-back coastal experience.

Additionally, the vicinity of the Long Key Bridge provides opportunities for waterfront homes, where travellers can find properties that feature docks for boating and fishing. These accommodations often include spacious living areas, modern kitchens, and amenities like air conditioning and laundry facilities, ensuring a comfortable stay.
What is the most popular type of holiday rental accomodation in Long Key?
In Long Key, holiday houses are the most popular type of rental, with around 44 available throughout the area. These spacious homes often feature multiple bedrooms, fully equipped kitchens, and outdoor decks or patios, providing a superb setting for families or groups looking to enjoy the beautiful surroundings. Additionally, there are several condos, apartments, and cottages available, offering a variety of options for those seeking a more compact stay.
Are there any family house rentals in Long Key?
In Long Key, Florida, there are numerous family-friendly holiday rentals available, with around 31 options to choose from. This picturesque area is known for its stunning natural beauty and proximity to the water, making it an ideal spot for families. Many of these homes feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces superb for relaxation or play.
Can I rent a holiday home with a pool or hot tub in Long Key?
In Long Key, there are numerous holiday homes available for rent that feature pools and hot tubs, with around 44 options to choose from. This picturesque area in the Florida Keys is ideal for travellers seeking a relaxing getaway. Many of the properties come equipped with private pools and hot tubs, providing the great setting for relaxation after a day of exploring the beautiful surroundings.
Can I find long-stay holiday rentals in Long Key?
A long-stay holiday rental in Long Key is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Long Key?
In Long Key, there are several pet-friendly house rentals available, with around 30 options for travellers to consider. Many of these properties come equipped with amenities such as private pools, outdoor grills, and spacious backyards, making them ideal for families and groups travelling with pets. The holiday homes often feature modern kitchens, comfortable living spaces, and easy access to outdoor areas where pets can roam freely.
Are there any remote work holiday rentals in Long Key?
In Long Key, Florida, there are numerous remote work holiday rentals available, with around 54 options to choose from. This picturesque area is ideal for blending work and leisure, as many properties are equipped with amenities tailored for remote workers. Expect features such as dedicated workspaces, desks, comfortable desk chairs, and even computer monitors in some rentals, ensuring a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Long Key holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Long Key with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Long Key?
In Long Key, popular rental amenities include heated pools, standard pools, and fully equipped kitchens, which are ideal for guests looking to prepare their own meals. Many rentals also feature microwaves and coffee makers, providing convenience for quick snacks and morning brews.
When is the best time to visit Long Key for a holiday rental?
February is the most popular time to visit Long Key, as it marks the beginning of the peak season that continues until April. This period attracts travellers seeking both relaxation and adventure, with the warm, sunny weather inviting guests to indulge in a variety of outdoor activities. Expect temperatures to hover around the mid to high 20s Celsius, superb for enjoying the stunning beaches and the vibrant marine life that the Florida Keys are famous for.

During these months, visitors can partake in exciting water sports, such as snorkelling and kayaking, while also taking time to explore the natural beauty of the area. The proximity to the crystal-clear waters of the Atlantic Ocean makes it an ideal spot for sightseeing and indulging in leisurely beach days, all within a comfortable climate.

For those looking to enjoy a more budget-friendly experience, consider visiting Long Key in October. This month, while quieter, still offers pleasant weather and an opportunity to appreciate the area's natural beauty without the hustle and bustle of peak tourist activity. October is a wonderful time for nature walks and enjoying the serene environment, allowing for a more reflective holiday experience.
How early should I book a Long Key holiday rental?
Book your Long Key holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Long Key home rental booking on Vrbo?
To find Long Key holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Long Key holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

More holiday ideas