Long Key Holiday Rentals

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Our top choices for Long Key holiday rentals

4.0 star property
The price is AU$1,472
includes taxes & fees
25 Mar - 26 Mar
Florida Keys Getaway w/ Stunning Ocean Views

Houseboat in Islamorada

Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (137 reviews)
"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"
United States
Nick
The price is AU$444
includes taxes & fees
5 Mar - 6 Mar
Treasure Harbor
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 AU$662
includes taxes & fees
11 Mar - 12 Mar
1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.

Houseboat in Marathon

Yacht Haven Marina
3.5 star property
9.6 out of 10, Exceptional, (277 reviews)
"Very clean and great staff. "
United States
Barbara
Yacht Haven Marina

Aparthotel in Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (626 reviews)
"Friendly staff, beautiful peaceful beach, great room with a big comfy bed and all that you might need. "
United States
Alexander
The price is AU$349
includes taxes & fees
25 Mar - 26 Mar
Breezy Palms Resort
9.8 out of 10, Exceptional, (214 reviews)
"Absolutely wonderful property in every way!"
United States
Christopher K.
The price is AU$923
includes taxes & fees
1 Apr - 2 Apr
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Cottage in Marathon

Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (938 reviews)
"Very cozy and clean!"
United States
JUSTIN
The price is AU$394
includes taxes & fees
24 Mar - 25 Mar
Tropical Cottages
3.5 star property
9.6 out of 10, Exceptional, (210 reviews)
"Room was clean, staff was friendly, view from deck was amazing, took the free kayaks out and saw a Manatee, convenient location. Great experience!"
United States
Wendy
Aqua Lodge Rentals At Coconut Cay
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 AU$1,122
includes taxes & fees
12 Mar - 13 Mar
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
10.0 out of 10, Exceptional, (5 reviews)
"Everything about the stay was nice. "
United States
Mario S.
The price is AU$949
includes taxes & fees
2 Apr - 3 Apr
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
9.6 out of 10, Exceptional, (48 reviews)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
The price is AU$1,074
includes taxes & fees
8 Mar - 9 Mar
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
10.0 out of 10, Exceptional, (2 reviews)
"Amazing home and host, could not have been any better. "
United States
Randy P.
Villa del Sol - Sunset Views, Kayaks, 2/2.5
9.8 out of 10, Exceptional, (144 reviews)
"Great location and very neat place!"
United States
FERNANDO S.
SPECIAL-2 Bed 2.5 Bath Villa including Cabana Club membership
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful views. Very nice accommodations. Wonderfull location!"
United States
michael h.
The price is AU$1,273
includes taxes & fees
18 Mar - 19 Mar
Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Villa in Matecumbe

The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (71 reviews)
"Beautiful accommodations and location, very clean, many activities available at resort"
United States
Janet
The price is AU$1,643
includes taxes & fees
10 Mar - 11 Mar
The Islands of Islamorada
10.0 out of 10, Exceptional, (13 reviews)
"Would stay here again! Fast and responsive host. Beautiful views!"
United States
Carson F.
The price is AU$1,005
includes taxes & fees
28 Mar - 29 Mar
Oceanfront Tiny Villa in the Heart of the FL Keys
9.4 out of 10, Exceptional, (32 reviews)
"Perfect for our get away"
United States
Kelly H.
The price is AU$1,133
includes taxes & fees
18 Mar - 19 Mar
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
9.6 out of 10, Exceptional, (12 reviews)
"Great location, great accomodation, hot tub and patio in the back area was great for relaxing in the evenings."
United States
Justus
Seas the Keys Getaway with plunge pool/spa
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 AU$1,142
includes taxes & fees
26 Mar - 27 Mar
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Marina, Pool & Boats with Beautiful Harbor Views
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Long Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Long Key holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Long Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Long Key holiday rentals we have selected for you start as low as AU$340 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Long Key rentals

At Expedia, we put the best Long Key holiday 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 holiday.

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 holiday rental in Long Key?

Yes, there are holiday rentals close to the most popular sights in Long Key, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Long Key has to offer?

The Hammocks at Marathon: This holiday home rental outside of Long Key is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities such as a microwave and a coffee maker can make your holiday run smoothly. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

How many holiday rentals are there in Long Key?

Choose from 32 Expedia holiday rentals in Long Key for a memorable holiday.

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 wider area.

What are holiday rentals like in Long Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Long Key. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.