Holiday Rentals in Long Key

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Our top choices for Long Key holiday rentals

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (129 reviews)
"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"
United States
Nick
Treasure Harbor

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (927 reviews)
"Room was great and clean. Had a sweet cat that roamed the premises. Parking is limited to 1 vehicle but that was fine. Definitely would stay there again!"
United States
James
The price is €172
includes taxes & fees
8 Feb - 9 Feb
Tropical Cottages

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (616 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 €231
includes taxes & fees
8 Feb - 9 Feb
Breezy Palms Resort

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (208 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

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.8 out of 10, Exceptional, (266 reviews)
"Great place. "
Canada
Elizabeth
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
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 €404
includes taxes & fees
7 Feb - 8 Feb
1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.

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, (213 reviews)
"Absolutely wonderful property in every way!"
United States
Christopher K.
The price is €485
includes taxes & fees
8 Feb - 9 Feb
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, (1,169 reviews)
"Very a nice place clean nice location good price"
United States
Pawel
The price is €184
includes taxes & fees
8 Feb - 9 Feb
Knight's Key Suites

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,224 reviews)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
Skipjack Resort & Marina

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, (47 reviews)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
The price is €691
includes taxes & fees
9 Mar - 10 Mar
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
10.0 out of 10, Exceptional, (1 review)
"The host was extremely communicative and welcoming. What ever we needed he provided"
United States
Amy G.
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Sombrero Beach Tropical Getaway in the Heart of Marathon

Sombrero Beach Tropical Getaway in the Heart of Marathon
Marathon
9.4 out of 10, Exceptional, (10 reviews)
"Nice location, central in Marathon. "
United States
Kris K.
The price is €329
includes taxes & fees
16 Feb - 17 Feb
Sombrero Beach Tropical Getaway in the Heart of Marathon

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, (25 reviews)
"Great location! We enjoyed our time there."
United States
Erin T.
The price is €560
includes taxes & fees
9 Feb - 10 Feb
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Beach, Pool, Marina & Tiki Bar - Summer Getaway!

Beach, Pool, Marina & Tiki Bar - Summer Getaway!
Marathon
9.8 out of 10, Exceptional, (25 reviews)
"Everything was perfect and as described. Located near all the things we wanted to do especially the rental of pontoon boat right on site. Condo was clean and had all the things we needed for a beach day! We enjoyed the pool and bar! Kate was wonderful. Will definitely stay again!! "
United States
Shell B.
The price is €475
includes taxes & fees
9 Feb - 10 Feb
Beach, Pool, Marina & Tiki Bar - Summer Getaway!

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.
The price is €691
includes taxes & fees
4 Mar - 5 Mar
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Ocean View Two Duplex Penthouses / Retreat amenities: tennis court, heated Pool | Vista Key

Ocean View Two Duplex Penthouses / Retreat amenities: tennis court, heated Pool | Vista Key
Matecumbe
Ocean View Two Duplex Penthouses / Retreat amenities: tennis court, heated Pool | Vista Key

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (70 reviews)
"Amazing stay, can’t wait to stay there again!"
United States
Anonymous traveller
The price is €906
includes taxes & fees
26 Feb - 27 Feb
The Islands of Islamorada

Waterfront Suite w/ Marina, Pool, Tiki Bar

Waterfront Suite w/ Marina, Pool, Tiki Bar
Marathon
The price is €507
includes taxes & fees
8 Feb - 9 Feb
Waterfront Suite w/ Marina, Pool, Tiki Bar

Luxury Waterfront Suite w/ Marina, Pool, Tiki Bar

Luxury Waterfront Suite w/ Marina, Pool, Tiki Bar
Marathon
The price is €566
includes taxes & fees
8 Feb - 9 Feb
Luxury Waterfront Suite w/ Marina, Pool, Tiki Bar

Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA

Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
Marathon
10.0 out of 10, Exceptional, (1 review)
"Host was very accommodating and everything was clean and just a lovely, lovely home and setting. All beds are comfortable and we appreciated the plentiful towels. "
United States
Patricia W. K.
The price is €1,056
includes taxes & fees
9 Feb - 10 Feb
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
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, apart-hotels, 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 favorite 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 depends 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 €172 per night. Entering your travel dates in the search wizard you might find 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?

Piece of Paradise located at Hawks Cay in Duck Key: This holiday home rental outside of Long Key has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

How many holiday rentals are there in Long Key?

Choose from 33 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.