A pier with a boat rental sign, a colorful building, and a calm sea.

Long Key Holiday Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Long Key holiday rentals

Premium bedding, soundproofing, iron/ironing board, free WiFi

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,210 reviews)
"Great view of the 7 mile bridge, great restaurant close by"
United States
Eric
The price is S$147
includes taxes & fees
15 Jul - 16 Jul
Knight's Key Suites
Exterior

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (706 reviews)
"Enjoyed this place."
United States
Christopher
The price is S$221
includes taxes & fees
2 Aug - 3 Aug
Breezy Palms Resort
25-inch flat-screen TV with digital channels, TV

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (162 reviews)
"Amazing stay!"
United States
Amanda
The price is S$376
includes taxes & fees
15 Jul - 16 Jul
Treasure Harbor
Exterior

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (987 reviews)
"Very well kept-nice cottage! Would book again!"
United States
Susan
The price is S$153
includes taxes & fees
15 Jul - 16 Jul
Tropical Cottages
Outdoor pool, pool umbrellas, pool loungers

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
2.5 star property
Marathon
9.2 out of 10, Wonderful, (140 reviews)
"This was the perfect place, right on the ocean and a full kitchen so you can cook your own meals. The room was very clean, I loved that they had a laundry basket and laundry detergent in the room for you, came in handy seeing as we stayed for 7 days. Amazing place to watch the sunset from a hammock and we got lucky enough to see some nurse sharks at the docks right outside of our hotel."
United States
Andrew Jackson
The price is S$345
includes taxes & fees
14 Aug - 15 Aug
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
Exterior

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.8 out of 10, Exceptional, (335 reviews)
"Very nice. Feels private. Love sitting on the deck watching the fish. Publix is 1/2 block away. We would definitely stay here again"
United States
Glenda
The price is S$334
includes taxes & fees
22 Jul - 23 Jul
Yacht Haven Marina
Balcony view

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (78 reviews)
"What a wonderful venue for our last 2 nights in the Keys. This place is a hidden gem. The entire staff, especially Edith, the bartender, were fantastic."
United States
Michael
The price is S$796
includes taxes & fees
2 Aug - 3 Aug
The Islands of Islamorada
BBQ/picnic Area

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (227 reviews)
"Cleanness relaxing location, nice views, good air conditioning"
United States
Hakan
The price is S$377
includes taxes & fees
21 Jul - 22 Jul
Aqua Lodge Rentals At Coconut Cay
Outdoor pool, pool loungers

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,279 reviews)
"The room was clean and the staff was very accommodating! The resort was in a great location."
United States
Tracey
The price is S$279
includes taxes & fees
5 Aug - 6 Aug
Skipjack Resort & Marina
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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"It was perfect for what we needed"
Meghan 4-night trip
Posted 2 hours ago
Chesapeake Beach Resort

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?

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort: 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 31 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 Sombrero 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.