Long Key Vacation Rentals

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Our top choices for Long Key vacation rentals

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, (51 reviews)
"It was a pleasant stay and the host was prompt when reaching out to him."
United States
Jill B.
$566 nightly
The price is $629
May 9 - May 10
Total with taxes and fees
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,192 reviews)
"Ocean view from room balcony."
United States
Brian
$115 nightly
The price is $126
Jun 1 - Jun 2
Total with taxes and fees
Knight's Key Suites

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (153 reviews)
"Amazing stay!"
United States
Amanda
$286 nightly
The price is $322
May 10 - May 11
Total with taxes and fees
Treasure Harbor

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (967 reviews)
"Great place nice people "
United States
Mark
$129 nightly
The price is $145
May 14 - May 15
Total with taxes and fees
Tropical Cottages

Luxe Beachfront Villa

Luxe Beachfront Villa
3.0 star property
Matecumbe
$1,588 nightly
The price is $1,786
May 21 - May 22
Total with taxes and fees
Luxe Beachfront Villa

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (671 reviews)
"Place was nicer inside than out. Great location."
United States
Marcos
$157 nightly
The price is $176
May 11 - May 12
Total with taxes and fees
Breezy Palms Resort

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
10.0 out of 10, Exceptional, (6 reviews)
"Everything about the stay was nice. "
United States
Mario S.
$572 nightly
The price is $635
May 11 - May 12
Total with taxes and fees
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Sunset Access + Boat Basin | Walkable Islamorada

Sunset Access + Boat Basin | Walkable Islamorada
Matecumbe
10.0 out of 10, Exceptional, (45 reviews)
"Great location, stay, and nice to have the boat slip in the back yard. Will book again."
United States
Orion T.
$479 nightly
The price is $523
Jun 1 - Jun 2
Total with taxes and fees
Sunset Access + Boat Basin | Walkable Islamorada

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,262 reviews)
"The staff was very nice, our room was spacious and comfortable, the area has lots to do"
United States
Carol
$221 nightly
The price is $249
May 31 - Jun 1
Total with taxes and fees
Skipjack Resort & Marina

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, (36 reviews)
"Perfect for our get away"
United States
Kelly H.
$572 nightly
The price is $635
May 11 - May 12
Total with taxes and fees
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (75 reviews)
"What a wonderful venue for our last 2 nights in the Keys. This place is a hidden gem. The entire staff, especially Edith, the bartender, were fantastic."
United States
Michael
$627 nightly
The price is $705
May 11 - May 12
Total with taxes and fees
The Islands of Islamorada

Canal Front Luxury Condo with Pool + Breakfast

Canal Front Luxury Condo with Pool + Breakfast
Marathon
9.8 out of 10, Exceptional, (27 reviews)
"Super easy check in, great location in the Keys and very quiet in the room."
United States
Eric
$376 nightly
The price is $418
May 11 - May 12
Total with taxes and fees
Canal Front Luxury Condo with Pool + Breakfast

Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available

Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Duck Key
10.0 out of 10, Exceptional, (2 reviews)
"House was fantastic. Back deck and pool area were so nice !!!"
United States
Ryan M.
$992 nightly
The price is $1,101
May 11 - May 12
Total with taxes and fees
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available

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, (28 reviews)
"Great location! We enjoyed our time there."
United States
Erin T.
$490 nightly
The price is $544
May 10 - May 11
Total with taxes and fees
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

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 review)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
$569 nightly
The price is $632
May 18 - May 19
Total with taxes and fees
Villa 5008 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, (32 reviews)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
$572 nightly
The price is $635
May 11 - May 12
Total with taxes and fees
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
Marathon
10.0 out of 10, Exceptional, (163 reviews)
"Everything was as advertised. Meredith was so helpful and on it. Very well maintained and clean. "
United States
John J.
$1,035 nightly
The price is $1,150
May 10 - May 11
Total with taxes and fees
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

Brand New Marina Suite with Pool + Free Breakfast

Brand New Marina Suite with Pool + Free Breakfast
Marathon
10.0 out of 10, Exceptional, (1 review)
"Very clean and convenient to shops and restaurants "
United States
JOHN
$459 nightly
The price is $508
May 12 - May 13
Total with taxes and fees
Brand New Marina Suite with Pool + Free Breakfast

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (306 reviews)
"Fabulous place and location. Can not wait to go back"
United States
Dianne
$270 nightly
The price is $304
Jun 7 - Jun 8
Total with taxes and fees
Yacht Haven Marina

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
9.6 out of 10, Exceptional, (4 reviews)
"Our stay was fantastic !We had everything we needed, including absolutely stunning subsets.I would stay here again in a heartbeat."
United States
Tina P.
$423 nightly
The price is $470
May 9 - May 10
Total with taxes and fees
1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.
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 $126 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. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

How many vacation rentals are there in Long Key?

Choose from 32 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.