Long Key Holiday Rentals

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Long Key holiday rentals

25-inch flat-screen TV with digital channels, TV

Houseboat in Islamorada

Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (135 reviews)
"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"
United States
Nick
The price is S$431
includes taxes & fees
25 Feb - 26 Feb
Treasure Harbor
Exterior

Cottage in Marathon

Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (935 reviews)
"Very cozy and clean!"
United States
JUSTIN
The price is S$328
includes taxes & fees
1 Mar - 2 Mar
Tropical Cottages
Exterior

Houseboat in Marathon

Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (273 reviews)
"Very clean and great staff. "
United States
Barbara
Yacht Haven Marina
Exterior

Aparthotel in Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (623 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 S$366
includes taxes & fees
17 Mar - 18 Mar
Breezy Palms Resort
Premium bedding, soundproofing, iron/ironing board, free WiFi

Aparthotel in Marathon

Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1,174 reviews)
"Very a nice place clean nice location good price"
United States
Pawel
The price is S$285
includes taxes & fees
26 Mar - 27 Mar
Knight's Key Suites
BBQ/picnic Area

Houseboat in Marathon

Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (209 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
Outdoor pool, pool loungers

Aparthotel in Marathon

Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1,230 reviews)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
Skipjack Resort & Marina
On the beach, sun-loungers, beach umbrellas, beach towels

Villa in Matecumbe

The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (70 reviews)
"Beautiful accommodations and location, very clean, many activities available at resort"
United States
Janet
The price is S$1,352
includes taxes & fees
26 Feb - 27 Feb
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

Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"The view from our water view king studio were spectacular! The room was extra large with everything we needed and more. The staff were wonderful. We would definitely come back. The only minor negative thing we experienced was Thursday night dance party at the outdoor bar near our room. The music had our room thumping when we were trying to get sleep. "
William 4-night trip
Posted 1 day ago
Hawks Cay 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 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.