Long Key Vacation Rentals

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Our top choices for Long Key vacation rentals

Florida Keys Getaway w/ Stunning Ocean Views

Florida Keys Getaway w/ Stunning Ocean Views
4.0 star property
Long Key
The price is CA $749
CA $1,456 total
includes taxes & fees
Apr 6 - Apr 7
Florida Keys Getaway w/ Stunning Ocean Views

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (148 reviews)
"Staff was great, rooms clean, views excellent"
United States
Diane
The price is CA $237
CA $463 total
includes taxes & fees
Apr 10 - Apr 11
Treasure Harbor

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (290 reviews)
"great place great views"
United States
Matthew
The price is CA $226
CA $449 total
includes taxes & fees
May 4 - May 5
Yacht Haven Marina

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (216 reviews)
"Convenient location, clean and well maintained property. Fun experience being on a houseboat. "
United States
Brooke
The price is CA $250
CA $505 total
includes taxes & fees
Apr 29 - Apr 30
Aqua Lodge Rentals At Coconut Cay

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (651 reviews)
"Clean room, good staff and convenience location for a visit."
United States
Judbelth
The price is CA $243
CA $346 total
includes taxes & fees
Apr 12 - Apr 13
Breezy Palms Resort

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (950 reviews)
"Had a great time here. Towels were clean everyday, coffee was available at the bar at our convenience, check in was simple as well as the door lock, happy with our decision to stay here, This is our 2nd time here and we will be back again. "
United States
jennifer
The price is CA $180
CA $202 total
includes taxes & fees
May 4 - May 5
Tropical Cottages

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,183 reviews)
"Great accommodations, very clean and comfortable. The view of the 7 Mile Bridge was a great surprise. Location was perfect! "
United States
Cheryl
The price is CA $212
CA $268 total
includes taxes & fees
Apr 22 - Apr 23
Knight's Key Suites

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, (3 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.
The price is CA $522
CA $660 total
includes taxes & fees
Apr 5 - Apr 6
1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.

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, (50 reviews)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
The price is CA $416
CA $925 total
includes taxes & fees
Apr 12 - Apr 13
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

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, (215 reviews)
"Absolutely wonderful property in every way!"
United States
Christopher K.
The price is CA $571
CA $900 total
includes taxes & fees
Apr 19 - Apr 20
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Brand New Marina View Suite – Pool and Tiki Bar

Brand New Marina View Suite – Pool and Tiki Bar
Marathon
The price is CA $397
CA $780 total
includes taxes & fees
Apr 5 - Apr 6
Brand New Marina View Suite – Pool and Tiki Bar

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,243 reviews)
"The pool was ok. It was crowded for most of our stay. "
United States
Teresa
The price is CA $270
CA $360 total
includes taxes & fees
May 3 - May 4
Skipjack Resort & Marina

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (73 reviews)
"This place exceeded my expectations. Such a beautiful and quiet setting. Don't want to leave, but I will definitely be backa a beautiful "
United States
Beth
The price is CA $973
CA $1,171 total
includes taxes & fees
Apr 30 - May 1
The Islands of Islamorada

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.
The price is CA $416
CA $925 total
includes taxes & fees
Apr 12 - Apr 13
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.4 out of 10, Exceptional, (21 reviews)
"Awesome place to stay"
United States
Takuma F.
The price is CA $458
CA $978 total
includes taxes & fees
Apr 27 - Apr 28
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

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, (34 reviews)
"Perfect for our get away"
United States
Kelly H.
The price is CA $416
CA $925 total
includes taxes & fees
Apr 16 - Apr 17
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Waterfront Marina Suite – Pool, Tiki Bar and Views

Waterfront Marina Suite – Pool, Tiki Bar and Views
Marathon
The price is CA $660
CA $1,131 total
includes taxes & fees
Apr 10 - Apr 11
Waterfront Marina Suite – Pool, Tiki Bar and Views

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
The price is CA $444
CA $960 total
includes taxes & fees
Apr 20 - Apr 21
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
8.8 out of 10, Excellent, (13 reviews)
"Unit was very clean and had everything we needed"
United States
Vanessa L.
The price is CA $444
CA $960 total
includes taxes & fees
Apr 20 - Apr 21
Villa 5020 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, (161 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.
The price is CA $592
CA $1,580 total
includes taxes & fees
Apr 29 - Apr 30
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Long Key. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.