Long Key Vacation Rentals

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Our top choices for Long Key vacation rentals

Aparthotel in Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (607 reviews)
"Property was nice and easy to navigate, ocean view room was extra nice to have!"
United States
Lisa
$219 nightly
The price is $247
Jan 14 - Jan 15
Total with taxes and fees
Breezy Palms Resort

Houseboat in Islamorada

Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (124 reviews)
"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"
United States
Nick
$264 nightly
The price is $297
Jan 14 - Jan 15
Total with taxes and fees
Treasure Harbor

Cottage in Marathon

Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (917 reviews)
"Decent stay, easy check in and contactless checkout. Very quiet and nice place! "
United States
Swastik
$105 nightly
The price is $118
Jan 14 - Jan 15
Total with taxes and fees
Tropical Cottages

Houseboat in Marathon

Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (253 reviews)
"Great place. "
Canada
Elizabeth
$284 nightly
The price is $320
Jan 15 - Jan 16
Total with taxes and fees
Yacht Haven Marina
3.5 star property
9.6 out of 10, Exceptional, (203 reviews)
"A unique and interesting place to vacation. Relaxing yet close enough to things to do. I highly recommend the Aqua Loge rentals as a place to stay."
United States
Keith
$345 nightly
The price is $388
Jan 25 - Jan 26
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay

Aparthotel in Marathon

Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1,218 reviews)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
$270 nightly
The price is $304
Jan 25 - Jan 26
Total with taxes and fees
Skipjack Resort & Marina

Aparthotel in Marathon

Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1,164 reviews)
"Nice shower and great location room was clean and comfortable"
United States
Bruce
$157 nightly
The price is $173
Jan 14 - Jan 15
Total with taxes and fees
Knight's Key Suites

Villa in Matecumbe

The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (70 reviews)
"Amazing stay, can’t wait to stay there again!"
United States
Anonymous traveler
$658 nightly
The price is $740
Jan 19 - Jan 20
Total with taxes and fees
The Islands of Islamorada
9.8 out of 10, Exceptional, (210 reviews)
"Absolutely wonderful property in every way!"
United States
Christopher K.
$454 nightly
The price is $504
Jan 16 - Jan 17
Total with taxes and fees
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
$1,142 nightly
The price is $1,267
Jan 20 - Jan 21
Total with taxes and fees
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
10.0 out of 10, Exceptional, (1 review)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
$531 nightly
The price is $590
Jan 14 - Jan 15
Total with taxes and fees
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
10.0 out of 10, Exceptional, (2 reviews)
"The property manager was SO nice. She made sure we were comfortable as we brought a big dog. They made sure that the boat we chose was big enough for us! This was a super fun stay. We would absolutely stay here again. "
United States
Hannah B.
$421 nightly
The price is $468
Jan 14 - Jan 15
Total with taxes and fees
1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.
$964 nightly
The price is $1,073
Jan 14 - Jan 15
Total with taxes and fees
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
$419 nightly
The price is $466
Jan 29 - Jan 30
Total with taxes and fees
ADA Family Room | Resort Perks | No Hidden Fee
10.0 out of 10, Exceptional, (2 reviews)
"The food was 10/10 and so was the drinksI seriously loved everything about it."
United States
Brittney b.
$714 nightly
The price is $813
Jan 15 - Jan 16
Total with taxes and fees
Marathon Oceanfront Suite | Balcony + 2 Luxe Baths
10.0 out of 10, Exceptional, (1 review)
"The host was extremely communicative and welcoming. What ever we needed he provided"
United States
Amy G.
$531 nightly
The price is $590
Jan 14 - Jan 15
Total with taxes and fees
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
9.6 out of 10, Exceptional, (46 reviews)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
$542 nightly
The price is $603
Jan 14 - Jan 15
Total with taxes and fees
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
10.0 out of 10, Exceptional, (160 reviews)
"Awesome place on the canal. Great view, clean, and just about everything we needed was there. Other than needing a water hose down by the dock for washing the boat at the end of the day. Overall, couldn’t be happier with this place. Definitely would stay here again. "
United States
JD F.
$999 nightly
The price is $1,113
Jan 15 - Jan 16
Total with taxes and fees
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
$760 nightly
The price is $844
Jan 14 - Jan 15
Total with taxes and fees
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
9.8 out of 10, Exceptional, (25 reviews)
"Everything was perfect and as described. Located near all the things we wanted to do especially the rental of pontoon boat right on site. Condo was clean and had all the things we needed for a beach day! We enjoyed the pool and bar! Kate was wonderful. Will definitely stay again!! "
United States
Shell B.
$498 nightly
The price is $552
Jan 19 - Jan 20
Total with taxes and fees
Beach, Pool, Marina & Tiki Bar - Summer Getaway!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Long Key Hotel Reviews

Find out more about Long Key

Everything you need to know about Long Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Long Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Long Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Long Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Long Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Long Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $118 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Long Key rentals

At Expedia, we put the best Long Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Long Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Long Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Long Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Long Key?

Yes, there are vacation rentals close to popular attractions in Long Key, or you can select a more secluded option if you want a relaxing place to stay. Nature enthusiasts will enjoy the beaches in Long Key. Make sure you have time to check out the seafood restaurants while you're in the area.

What are some of the best vacation home rentals in Long Key?

The Hammocks at Marathon: This vacation home rental near Long Key is located by the ocean and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities like a microwave and a coffee maker can make your vacation run smoothly. You and your friends and family can relax into your vacation with amenities like a hot tub.

How many vacation rentals are there in Long Key?

Choose from 33 Expedia vacation rentals in Long Key for a memorable vacation.

What can I see and do in Long Key?

While exploring the area, visit family-friendly sights like Crane Point Museum and Nature Center, or get outside and enjoy nature at Fiesta Key. Long Key State Park and Anne's Beach are a couple of places you'll find in the larger area.

What are vacation rentals like in Long Key?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Long Key. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for small groups.