Long Key holiday homes

We found 1,547 holiday rentals — enter your dates for availability
Discover a selection of 31 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:18 Dec - 25 Dec

Interior
Exterior detail
Pool
Room
Very good
(6 reviews)

New Keys Cabins. Family sized cabins with full kitchens,

Marathon

8% off
NZ$4,221
for 7 nights, 1 cabin
NZ$603 per night
includes taxes & fees
New Keys Cabins. Family sized cabins with full kitchens,
Exterior
Exterior
Private kitchen
Dining
Exceptional
(12 reviews)

Sleeps 10 - Private house with 110’ of Deep Water Dockage, Pool, Hot Tub & more!

Marathon

9% off
NZ$32,140
for 7 nights, 1 home
NZ$4,591 per night
includes taxes & fees
Sleeps 10 - Private house with 110’ of Deep Water Dockage, Pool, Hot Tub & more!
Gated entrance to the Maison Property.
Sunrise over the large Maison resort style pool.
Propane fire pit and Adirondack chairs.
Great room with sliding glass doors to balcony deck.
Exceptional
(76 reviews)

Sunrise Haven - Maison 306 - Beach, Pool, Hot Tub, Kayaks, SUPs & Day Dock

Islamorada

8% off
NZ$9,420
for 7 nights, 1 apartment
NZ$1,346 per night
includes taxes & fees
Sunrise Haven - Maison 306 - Beach, Pool, Hot Tub, Kayaks, SUPs & Day Dock
Cabana Club Pool
Terrace/patio
Dining
Interior
Exceptional
(16 reviews)

15% off promo to 12/23-Updated 3/3, Cabana Club Pool Membership, Dock, Tiki Hut

Key Colony Beach

7% off
NZ$6,182
for 7 nights, 1 home
NZ$883 per night
includes taxes & fees
15% off promo to 12/23-Updated 3/3, Cabana Club Pool Membership, Dock, Tiki Hut
Marina
Fully redone villa
Private kitchen
Private kitchen
Exceptional
(29 reviews)

Majestic Marina View- 2/2.5 townhome looking over Hawks Cay Marina.

Marathon

8% off
NZ$7,324
for 7 nights, 1 home
NZ$1,046 per night
includes taxes & fees
Majestic Marina View- 2/2.5 townhome looking over Hawks Cay Marina.
Our dock is a perfect place to enjoy your favorite evening beverage on
Grab a chair... We have a perfect place to enjoy your morning coffee
Take a walk to Sunset Park Relax on a bench or at a table Facilities on site
Hot tub next to the pool at the Private Cabana Club
Exceptional
(94 reviews)

KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts

Key Colony Beach

9% off
NZ$2,841
for 7 nights, 1 home
NZ$406 per night
includes taxes & fees
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts
Cozy & comfy, perfect for family & friends time🌴
Bay views from the bar 🌘, Book your Holiday & 2024 dates now!
Bright and blue, pool is heated December to March! Private pool and tiki bar..
Enjoy 100 plus channels and YouTube on 55-inch Samsung smart TV, watch Netflix
Exceptional
(136 reviews)

CLEAR water views @Tiki haven! Quick ocean access, Pool, HotTub, FUN! FREE ICE!

Key Colony Beach

8% off
NZ$6,958
for 7 nights, 1 home
NZ$994 per night
includes taxes & fees
CLEAR water views @Tiki haven! Quick ocean access, Pool, HotTub, FUN! FREE ICE!

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

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 the best area to stay in Long Key, Florida for a holiday rental, the neighbourhood of Long Key State Park stands out as an excellent choice. This region is renowned for its stunning natural beauty, with the park offering picturesque landscapes, pristine beaches, and an abundance of outdoor activities. Visitors can enjoy kayaking, fishing, and hiking along the scenic trails, making it an ideal spot for nature enthusiasts.Another appealing area is the vicinity around the Seven Mile Bridge, which serves as a gateway to both Long Key and the surrounding keys. This iconic bridge provides breathtaking views of the water and is a popular spot for photography. Additionally, the nearby town of Marathon, just a short drive away, features attractions such as the Dolphin Research Centre and the Turtle Hospital, both of which are fantastic for families and animal lovers.In terms of holiday rentals, Long Key offers a variety of properties, from quaint cottages to more luxurious waterfront homes, ensuring that visitors can find accommodation that suits their preferences.
Where are the best areas for renting a beach house in Long Key?
For renting a beach house in Long Key, consider the picturesque surroundings of the Long Key State Park, which features stunning beaches and natural beauty. Properties in this area often come with amenities such as private docks, outdoor living spaces, and direct beachfront access, ideal for those looking to enjoy the serene atmosphere and water activities like kayaking and fishing.The nearby island of Duck Key offers additional rental options, where visitors can find charming homes with private pools and waterfront views. These properties typically feature modern kitchens, spacious living areas, and outdoor patios great for entertaining or relaxing after a day in the sun. The area is also close to local dining options and shops, enhancing the convenience for travellers.For those interested in exploring beyond the beach, the vicinity boasts opportunities for boating and snorkeling, with various rental properties providing easy access to the water.
What is the most popular type of holiday rental accomodation in Long Key?
In Long Key, holiday houses are the most popular type of holiday rental, with around 104 available throughout the area. These properties often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor areas great for enjoying the warm Florida weather. Many holiday houses also come with private docks, making them ideal for boating enthusiasts looking to explore the beautiful waters of the Florida Keys.Additionally, there are about 32 condos and 16 apartments, which provide a more compact option for travellers. These rentals typically include kitchen facilities, comfortable living spaces, and access to community amenities like pools or beach access. For a quaint experience, several cottages and cabins can also be found, offering a charming retreat surrounded by nature.
Are there any family house rentals in Long Key?
In Long Key, Florida, families have a delightful selection of homes to choose from, with around 32 family-friendly rentals available in the area. Visitors can find properties in various neighbourhoods that offer spacious living areas, fully equipped kitchens, and outdoor spaces great for children to play. Many homes also include amenities such as private pools and access to nearby beaches, enhancing the overall experience for families.This picturesque locale is situated near the beautiful Long Key State Park, where families can enjoy picnicking, hiking, and exploring the natural surroundings. Additionally, the nearby island of Islamorada boasts various attractions, including water sports, fishing charters, and vibrant marine life, all easily accessible from the rentals in Long Key.
Can I rent a holiday home with a pool or hot tub in Long Key?
In Long Key, there are plenty of holiday homes available for rent that feature pools or hot tubs, with around 29 options to choose from. This beautiful area, situated in the Florida Keys, is superb for those seeking a relaxing getaway by the water. Many of the properties offer private pools, hot tubs, and outdoor living spaces, ideal for enjoying the warm climate and stunning sunsets.Travellers can expect amenities such as fully equipped kitchens, spacious living areas, and easy access to the nearby beaches and water activities. Some rentals may also include features like outdoor dining areas, barbecue grills, and direct access to the water for boating and fishing.
Are there pet-friendly house rentals in Long Key?
In Long Key, there are several pet-friendly house rentals available, with a total of 17 options for travellers to choose from. Many of these holiday homes come equipped with essential amenities such as fully equipped kitchens, outdoor spaces, and sometimes even private pools, making them ideal for families or groups looking to enjoy a relaxed stay.The area is known for its stunning natural beauty, with nearby attractions like the Long Key State Park offering opportunities for hiking and exploring Florida's unique ecosystems. This park features trails that are great for walking pets, with scenic views of the water and lush surroundings. Additionally, the proximity to the ocean allows for activities such as boating and fishing, ensuring a fulfilling experience for those travelling with pets.
Are there any remote work holiday rentals in Long Key?
In Long Key, Florida, there are numerous remote work holiday rentals available—around 152 options to choose from. This picturesque area offers a tranquil environment ideal for those looking to blend work and leisure. Many properties come equipped with essential amenities for remote work, including high-speed internet and free Wi-Fi in rooms, ensuring a smooth working experience.Travellers can expect to find accommodations that feature comfortable workspaces, fully equipped kitchens for convenient meal preparation, and outdoor areas where one can unwind after a productive day. The stunning surroundings provide ample opportunities for relaxation, with the nearby beaches and nature offering a superb backdrop for a well-rounded stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Long Key?
In Long Key, popular rental amenities include well-equipped kitchens, which allow guests to prepare their own meals, making for a convenient and cost-effective stay. Many properties feature outdoor spaces such as decks or patios, providing a lovely setting for relaxation or al fresco dining. Balconies are also common, offering a place to enjoy the stunning views of the surrounding area. Additionally, rentals often come with coffee and tea makers for a quick morning brew, and onsite parking is typically available, making it easy for guests to explore the beautiful surroundings at their leisure.
When is the best time to visit Long Key for a holiday rental?
The most popular time to visit Long Key is from February to April, when the weather is at its finest and outdoor activities are in full swing. This peak season draws travellers seeking sun-soaked beaches and vibrant marine life, making it a great time for diving, fishing, and kayaking. With temperatures averaging around 24 to 28 degrees Celsius, the pleasant climate enhances the enjoyment of outdoor adventures and sightseeing.February, in particular, stands out as a prime month for visitors. You'll find a lively option with plenty of opportunities to explore the stunning natural beauty of the Florida Keys. From leisurely strolls along the beach to engaging in water sports, the comfortable temperatures provide an inviting backdrop for all your holiday plans.For those looking to enjoy a quieter experience and save on costs, October presents a wonderful alternative. During this month, you can take advantage of lower rental rates while still basking in the warm Florida sun. It's an excellent time for nature walks and discovering the local wildlife, with fewer crowds to contend with.
What are the top attractions in Long Key?
In Long Key, Florida, visitors can enjoy a variety of attractions that showcase the natural beauty of the Florida Keys. One of the main highlights is Long Key State Park, which offers stunning scenery, hiking trails, and opportunities for bird watching. The park's beaches and picnic areas are great for a relaxing day outdoors, making it a popular spot for families and nature enthusiasts alike.Another attraction is the nearby Seven Mile Bridge, which provides breathtaking views and is a favourite for those looking to capture picturesque sunsets. For those interested in marine life, the area offers excellent fishing and boating opportunities, with several local charters available for deep-sea fishing excursions.Exploring the tranquil waters around Long Key, visitors can also engage in kayaking or paddleboarding, providing a unique perspective of the area's vibrant ecosystems. The local dining scene includes charming seafood restaurants that allow guests to enjoy fresh catches while taking in views of the water.
Are all fees included in the Long Key holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Long Key holiday homes with parking?
Bookabach offers a wide selection of holiday homes 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 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.
Are there any discounts for Long Key holiday homes?
You can find great discounts on holiday homes in Long Key on Bookabach, 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.
Can I change or cancel my Long Key holiday home booking on Bookabach?
To find Long Key holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Long Key?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Long Key holiday home?
Book your Long Key holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Long Key?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Long Key to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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