Long Key Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Long Key vacation rentals

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (121)
"Great spot! Will be back someday hopefully. "
Canada
Diane
$254 nightly
The price is $286
Jan 5 - Jan 6
Total with taxes and fees
Treasure Harbor

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (915)
"Decent stay, easy check in and contactless checkout. Very quiet and nice place! "
United States
Swastik
$135 nightly
The price is $152
Jan 8 - Jan 9
Total with taxes and fees
Tropical Cottages

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.8 out of 10, Exceptional, (245)
"Friendly staff and extremely clean."
United States
Travis
$284 nightly
The price is $320
Jan 15 - Jan 16
Total with taxes and fees
Yacht Haven Marina

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (603)
"Property was nice and easy to navigate, ocean view room was extra nice to have!"
United States
Lisa
$206 nightly
The price is $232
Jan 4 - Jan 5
Total with taxes and fees
Breezy Palms Resort

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1163)
"Nice shower and great location room was clean and comfortable"
United States
Bruce
$134 nightly
The price is $148
Jan 13 - Jan 14
Total with taxes and fees
Knight's Key Suites

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (201)
"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 11 - Jan 12
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
Tavernier
9.8 out of 10, Exceptional, (210)
"Absolutely wonderful property in every way!"
United States
Christopher K.
$451 nightly
The price is $501
Jan 11 - Jan 12
Total with taxes and fees
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.

1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.
Tavernier
10.0 out of 10, Exceptional, (2)
"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.
$420 nightly
The price is $467
Jan 4 - Jan 5
Total with taxes and fees
1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1218)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
$262 nightly
The price is $295
Jan 5 - Jan 6
Total with taxes and fees
Skipjack Resort & Marina

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (46)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
$536 nightly
The price is $598
Jan 5 - Jan 6
Total with taxes and fees
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (57)
"Great location for our family.We love the Keys. Beautiful sunsets from balconies."
United States
Debbie A.
$513 nightly
The price is $570
Jan 7 - Jan 8
Total with taxes and fees
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

Sombrero Beach Tropical Getaway in the Heart of Marathon

Sombrero Beach Tropical Getaway in the Heart of Marathon
2.0 star property
Marathon
9.4 out of 10, Exceptional, (9)
"Convenient location to our needs. Store right around the corner as well as Sombrero beach "
United States
Brian D.
$354 nightly
The price is $394
Jan 6 - Jan 7
Total with taxes and fees
Sombrero Beach Tropical Getaway in the Heart of Marathon

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (70)
"Amazing stay, can’t wait to stay there again!"
United States
Anonymous traveler
$551 nightly
The price is $620
Jan 7 - Jan 8
Total with taxes and fees
The Islands of Islamorada

Waterfront Fun: Pool, Marina, Tiki Bar & Beach!

Waterfront Fun: Pool, Marina, Tiki Bar & Beach!
Marathon
9.6 out of 10, Exceptional, (18)
"Very cute place, clean, everything we needed was provided. Great view of the bay and short distance to anything you need. Would recommend & stay again if we came back!"
United States
Lindsey T.
$371 nightly
The price is $412
Jan 5 - Jan 6
Total with taxes and fees
Waterfront Fun: Pool, Marina, Tiki Bar & Beach!

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
10.0 out of 10, Exceptional, (1)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
$587 nightly
The price is $651
Jan 5 - Jan 6
Total with taxes and fees
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
8.6 out of 10, Excellent, (25)
"Great location! We enjoyed our time there."
United States
Erin T.
$547 nightly
The price is $608
Jan 5 - Jan 6
Total with taxes and fees
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
9.4 out of 10, Exceptional, (32)
"A short weekend getaway was made perfect in this villa. The location is idyllic; especially the balcony overlooking the bay with a perfect sunset view. The home was well-appointed, simple yet all the necessities were covered. Communication with the property manager was excellent. Definitely will book again. "
United States
Natasha A.
$547 nightly
The price is $607
Jan 13 - Jan 14
Total with taxes and fees
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Marathon
9.2 out of 10, Wonderful, (30)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
$569 nightly
The price is $633
Jan 13 - Jan 14
Total with taxes and fees
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
8.4 out of 10, Very Good, (10)
"Unit was very clean and had everything we needed"
United States
Vanessa L.
$572 nightly
The price is $638
Jan 8 - Jan 9
Total with taxes and fees
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Tropical Escape | King Room w/ Resort Perks

Tropical Escape | King Room w/ Resort Perks
Duck Key
$319 nightly
The price is $354
Jan 5 - Jan 6
Total with taxes and fees
Tropical Escape | King Room w/ Resort Perks
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.
Save an average of 15% on thousands of hotels when you're signed in

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 $148 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.