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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Long Key holiday rentals

Exterior

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (704 reviews)
"Enjoyed this place."
United States
Christopher
The price is 2.350.426 ₫
4.007.400 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Breezy Palms Resort
Exterior

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (984 reviews)
"It was a very enjoyable stay, highly recommend."
United States
Andrea
The price is 2.761.185 ₫
3.106.465 ₫ total
includes taxes & fees
7 Jul - 8 Jul
Tropical Cottages
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, (1,208 reviews)
"Great view of the 7 mile bridge, great restaurant close by"
United States
Eric
The price is 2.334.911 ₫
3.192.194 ₫ total
includes taxes & fees
5 Aug - 6 Aug
Knight's Key Suites
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 3.555.354 ₫
7.697.789 ₫ total
includes taxes & fees
7 Jul - 8 Jul
Treasure Harbor
Exterior

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay
3.0 star property
Matecumbe
9.8 out of 10, Exceptional, (7 reviews)
"Easy check in if you come After business hours. Kayaks and sport equipment available. Has a small beach which is unique to the Keys. Pool pretty much vacant at all times. Great views. Highly recommend."
United States
Dana
The price is 6.508.507 ₫
8.209.593 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Caloosa Cove Resort by CoolVacay
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 6.022.013 ₫
7.514.631 ₫ total
includes taxes & fees
12 Jul - 13 Jul
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, (333 reviews)
"We love the accommodations and ability to cook with a full kitchen."
United States
Cheryl
The price is 3.261.828 ₫
7.367.572 ₫ total
includes taxes & fees
7 Jul - 8 Jul
Yacht Haven Marina
Outdoor pool, pool loungers

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,279 reviews)
"I love the staff, really helping me when we need The place is excellent location, the bungalow was in pristine condition, and the area outside was wonderful"
United States
Ysabel
The price is 4.709.793 ₫
6.363.546 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Skipjack Resort & Marina
Balcony view

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (77 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 16.803.783 ₫
20.353.878 ₫ total
includes taxes & fees
8 Jul - 9 Jul
The Islands of Islamorada
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

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Relaxing atmosphere"
Cassie 3-night trip
Posted 6 hours ago
Lime Tree Bay 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.

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 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.