Long Key Holiday Rentals

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Holiday Rentals in Long Key

Houseboat in Islamorada

3.0 star property
9.0 out of 10, Wonderful, (114)
"The houseboat was so cute! The staff was very friendly and helpful. We really enjoyed out stay. The pool was new and clean. We would definitely come back."
United States
Tracie
Treasure Harbor

Cottage in Marathon

3.0 star property
8.6 out of 10, Excellent, (906)
"Beautiful place, conveniently located "
United States
Clifton
The price is AU$146
includes taxes & fees
30 Nov - 1 Dec
Tropical Cottages

Aparthotel in Matecumbe

2.5 star property
8.8 out of 10, Excellent, (575)
"Best hotel for the price"
United States
luzdari
The price is AU$245
includes taxes & fees
1 Dec - 2 Dec
Breezy Palms Resort

Houseboat in Marathon

3.5 star property
9.8 out of 10, Exceptional, (227)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
United States
Xiomeidy
Yacht Haven Marina

Houseboat in Marathon

3.5 star property
9.6 out of 10, Exceptional, (194)
"Clean room, spacious, nice and quiet. "
United States
Douglas
Aqua Lodge Rentals At Coconut Cay

Aparthotel in Marathon

3.0 star property
9.0 out of 10, Wonderful, (1155)
"Room were clean and staff was very helpful "
United States
Leonard
The price is AU$169
includes taxes & fees
4 Dec - 5 Dec
Knight's Key Suites

Houseboat in Tavernier

9.8 out of 10, Exceptional, (210)
"Heidi has a little bit of paradise on her houseboat! You must plan on staying!!"
United States
Toni M.
The price is AU$851
includes taxes & fees
1 Dec - 2 Dec
Florida Keys Luxury Houseboat, Unique living on the Water WiFi

Houseboat in 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.
The price is AU$726
includes taxes & fees
29 Nov - 30 Nov
1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.

Villa in Duck Key

9.6 out of 10, Exceptional, (9)
"Great location, great accomodation, hot tub and patio in the back area was great for relaxing in the evenings."
United States
Justus
The price is AU$592
includes taxes & fees
8 Dec - 9 Dec
Seas the Keys Getaway

Aparthotel in Marathon

3.0 star property
8.6 out of 10, Excellent, (1210)
"Had a great time in Marathon. Nice accommodations, very friendly staff."
Canada
Brenda
Skipjack Resort & Marina

Villa in Matecumbe

4.0 star property
9.8 out of 10, Exceptional, (69)
"Great for family vacation with kids. love it"
United States
Dixania
The price is AU$1,289
includes taxes & fees
30 Nov - 1 Dec
The Islands of Islamorada

Holiday Home in 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.
The price is AU$853
includes taxes & fees
1 Dec - 2 Dec
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa in 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.
The price is AU$861
includes taxes & fees
1 Dec - 2 Dec
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa in Duck Key

8.6 out of 10, Excellent, (25)
"Great location! We enjoyed our time there."
United States
Erin T.
The price is AU$829
includes taxes & fees
1 Dec - 2 Dec
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa in Duck Key

10.0 out of 10, Exceptional, (4)
"Everything about the stay was nice. "
United States
Mario S.
The price is AU$853
includes taxes & fees
1 Dec - 2 Dec
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Holiday Home in Marathon

8.0 out of 10, Very good, (1)
"Great Home & Location & Enjoyable Stay! Thanks!"
United States
James J.
The price is AU$946
includes taxes & fees
1 Dec - 2 Dec
Charming 2-bedroom house in Marathon with pool

Condo in Marathon

9.6 out of 10, Exceptional, (18)
"I just finished a detailed response to the owner. We were well satisfied with the property and it's location."
United States
Michael S.
Waterfront Fun: Pool, Marina, Tiki Bar & Beach!

Condo in Marathon

2.0 star property
9.4 out of 10, Exceptional, (9)
"Our rental was very easy to check into and having the pool and bar at Skipjack’s was great! The beach is close and the balcony was nice too. "
United States
Hillari G.
The price is AU$534
includes taxes & fees
3 Dec - 4 Dec
Sombrero Beach Tropical Getaway in the Heart of Marathon

Holiday Home in 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.
The price is AU$853
includes taxes & fees
1 Dec - 2 Dec
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa in Duck Key

10.0 out of 10, Exceptional, (13)
"We enjoyed our stay here! It was perfect for a family of 4!"
United States
Amy S.
The price is AU$1,063
includes taxes & fees
1 Dec - 2 Dec
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
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$146 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. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Long Key?

Choose from 34 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.