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

Long Key Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Long Key holiday rentals

A beach with palm trees, thatched-roof huts, and lounge chairs.

1. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (766 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is S$162
includes taxes & fees
21 Oct - 22 Oct
Breezy Palms Resort
An outdoor seating area with wicker furniture and cushions, a thatched-roof structure, and lush greenery.

2. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,005 reviews)
"Cute little cottage perfect for couples had an amazing stay and will definitely be back to tropical cottages again"
United States
Aaron
The price is S$114
includes taxes & fees
18 Oct - 19 Oct
Tropical Cottages
A hotel room with two beds, each with a wooden headboard, white bedding, and a bedside table with a lamp.

3. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,239 reviews)
"Clean, easy check in and check out, nice supplies in the kitchen"
United States
Mengqiao
The price is S$130
includes taxes & fees
13 Oct - 14 Oct
Knight's Key Suites
A marina with several docked boats and a row of small, white cabins with blue roofs.

4. Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (370 reviews)
"Loved staying in the aqua lodges, such a relaxing place."
United States
Lauren
The price is S$334
includes taxes & fees
19 Oct - 20 Oct
Yacht Haven Marina
A beach with palm trees, a sandy path, and beach chairs.

5. Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (237 reviews)
"Never stayed in a houseboat before. It was a novel experience!"
United States
Susan
The price is S$312
includes taxes & fees
13 Oct - 14 Oct
Aqua Lodge Rentals At Coconut Cay
A nighttime pool area with a clear view of the pool, surrounding palm trees, and a building with a sign.

6. Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,293 reviews)
"Great spot"
Canada
Justin
The price is S$249
includes taxes & fees
14 Oct - 15 Oct
Skipjack Resort & Marina
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

7. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (178 reviews)
"Beautiful unique place"
United States
Laura
The price is S$334
includes taxes & fees
13 Oct - 14 Oct
Treasure Harbor
Exterior

8. Aqua Lodges at 47th Street Gulfside

Aqua Lodges at 47th Street Gulfside
3.0 star property
Marathon
8.8 out of 10, Excellent, (59 reviews)
"Loved our stay at the aqua lodges 10/10 would do it again"
United States
Lauren
The price is S$313
includes taxes & fees
22 Oct - 23 Oct
Aqua Lodges at 47th Street Gulfside
A resort with a pool, lounge chairs, and a view of the ocean.

9. 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, (147 reviews)
"It is an excellent place."
United States
Arianna
The price is S$294
includes taxes & fees
25 Oct - 26 Oct
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Long Key Hotel Reviews

Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"Villa amazing , great staff. Plenty of stuff to do . Great weekend getaway"
Yesenia 2-night trip
Posted 1 hour 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.

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 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.