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 $740
CA $1,439 total
includes taxes & fees
Apr 3 - Apr 4
Florida Keys Getaway w/ Stunning Ocean Views

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (146 reviews)
"Staff was great, rooms clean, views excellent"
United States
Diane
The price is CA $221
CA $442 total
includes taxes & fees
Mar 26 - Mar 27
Treasure Harbor

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (289 reviews)
"great place great views"
United States
Matthew
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, (214 reviews)
"Staff was wonderful & the houseboat was very cool to stay in, very clean & well supplied."
United States
Catherine
The price is CA $271
CA $528 total
includes taxes & fees
Apr 19 - Apr 20
Aqua Lodge Rentals At Coconut Cay

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (642 reviews)
"We enjoyed our stay! This was a better experience than the more expensive house one I paid in Key West. "
United States
Wendy
The price is CA $260
CA $364 total
includes taxes & fees
Apr 9 - Apr 10
Breezy Palms Resort

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 $515
CA $653 total
includes taxes & fees
Apr 1 - Apr 2
1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (945 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 $233
CA $262 total
includes taxes & fees
Apr 16 - Apr 17
Tropical Cottages

Brand New Marina View Suite – Pool and Tiki Bar

Brand New Marina View Suite – Pool and Tiki Bar
Marathon
The price is CA $403
CA $788 total
includes taxes & fees
Mar 26 - Mar 27
Brand New Marina View Suite – Pool and Tiki Bar

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 $564
CA $890 total
includes taxes & fees
Apr 12 - Apr 13
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,181 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 $177
CA $229 total
includes taxes & fees
Mar 26 - Mar 27
Knight's Key Suites

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 $424
CA $929 total
includes taxes & fees
Apr 14 - Apr 15
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Exclusive Villa/Oceanfront terrace & Private Beach

Exclusive Villa/Oceanfront terrace & Private Beach
Tavernier
9.4 out of 10, Exceptional, (6 reviews)
"The property was outstanding! Beautiful sunrises, tranquil, quiet location, central to many of the Keys attractions. Furnishings were of high quality, kitchen well-furnished. Beds were comfortable. Plenty of parking. Outdoor entertainment area below the main house was a lot of fun! Overall, a beautiful property. I would stay there again without hesitation."
United States
Christopher
The price is CA $1,814
CA $3,279 total
includes taxes & fees
Mar 26 - Mar 27
Exclusive Villa/Oceanfront terrace & Private Beach

Marina View Escape – Pool, Tiki Bar and Boats

Marina View Escape – Pool, Tiki Bar and Boats
Marathon
The price is CA $372
CA $748 total
includes taxes & fees
Mar 26 - Mar 27
Marina View Escape – Pool, Tiki Bar and Boats

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

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.2 out of 10, Wonderful, (20 reviews)
"Property was very nice, everything as expected based on listing. Very good place for families."
United States
Nicholas H.
The price is CA $561
CA $1,104 total
includes taxes & fees
Mar 26 - Mar 27
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

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 $424
CA $929 total
includes taxes & fees
Apr 14 - Apr 15
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Marina View Luxury Suite – Pool and Tiki Bar

Marina View Luxury Suite – Pool and Tiki Bar
Marathon
The price is CA $378
CA $755 total
includes taxes & fees
Mar 26 - Mar 27
Marina View Luxury Suite – Pool and Tiki Bar

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 $959
CA $1,155 total
includes taxes & fees
Apr 13 - Apr 14
The Islands of Islamorada

Waterfront Marina Suite – Pool, Tiki Bar and Views

Waterfront Marina Suite – Pool, Tiki Bar and Views
Marathon
The price is CA $363
CA $736 total
includes taxes & fees
Mar 26 - Mar 27
Waterfront Marina Suite – Pool, Tiki Bar and Views

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 $424
CA $929 total
includes taxes & fees
Apr 14 - Apr 15
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Sombrero Beach Tropical Getaway in the Heart of Marathon

Sombrero Beach Tropical Getaway in the Heart of Marathon
Marathon
9.6 out of 10, Exceptional, (16 reviews)
"Nice location, central in Marathon. "
United States
Kris K.
The price is CA $235
CA $555 total
includes taxes & fees
Apr 7 - Apr 8
Sombrero Beach Tropical Getaway in the Heart of Marathon
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.