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

Long Key Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Long Key vacation 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, (753 reviews)
"Great Florida style resort, clean and nice staff. Close to everything in Islamorada!"
United States
Debra
The price is P5,120
P6,760 total
includes taxes & fees
Oct 1 - Oct 2
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, (1,001 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 P4,948
P5,567 total
includes taxes & fees
Sep 29 - Sep 30
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, (1,235 reviews)
"Clean room with exceptional hospitality"
United States
chantal
The price is P4,312
P6,197 total
includes taxes & fees
Sep 27 - Sep 28
Knight's Key Suites
A nighttime pool area with a clear view of the pool, surrounding palm trees, and a building with a sign.

4. Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,290 reviews)
"Great spot"
Canada
Justin
The price is P8,963
P12,619 total
includes taxes & fees
Sep 27 - Sep 28
Skipjack Resort & Marina
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

5. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (175 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Canada
Molly
The price is P6,708
P16,354 total
includes taxes & fees
Sep 29 - Sep 30
Treasure Harbor
A marina with several docked boats and a row of small, white cabins with blue roofs.

6. Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (362 reviews)
"Clean Friendly staff Recommend for family"
United States
Yamei
The price is P5,646
P15,175 total
includes taxes & fees
Sep 28 - Sep 29
Yacht Haven Marina
A resort with a pool, lounge chairs, and a view of the ocean.

7. 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, (145 reviews)
"It is an excellent place."
United States
Arianna
The price is P9,332
P12,260 total
includes taxes & fees
Sep 27 - Sep 28
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

8. Aqua Lodges at 47th Street Gulfside

Aqua Lodges at 47th Street Gulfside
3.0 star property
Marathon
8.8 out of 10, Excellent, (58 reviews)
"Loved our stay at the aqua lodges 10/10 would do it again"
United States
Lauren
The price is P7,327
P17,051 total
includes taxes & fees
Oct 1 - Oct 2
Aqua Lodges at 47th Street Gulfside
A beach with palm trees, a sandy path, and beach chairs.

9. Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (235 reviews)
"Never stayed in a houseboat before. It was a novel experience!"
United States
Susan
The price is P5,734
P15,904 total
includes taxes & fees
Sep 27 - Sep 28
Aqua Lodge Rentals At Coconut Cay
A balcony with a view of the sea, a dining area with chairs and a table, and a ceiling fan.

10. Beach Residence Private Overwater Dock Heated Pool Mahi Key

Beach Residence Private Overwater Dock Heated Pool Mahi Key
2.0 star property
Matecumbe
The price is P92,340
P157,353 total
includes taxes & fees
Oct 14 - Oct 15
Beach Residence Private Overwater Dock Heated Pool Mahi Key
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 resort was beautiful. The food was good but pricey. We loved having the option to have the food/drinks delivered by the pool. The bed was comfortable and the Cabana room was very convenient to have right next to the adult pool area. Our only issue was the AC fluctuated a bit and a few nights it got too cold (one of our neighbors room was way too warm so it could have been worse). And the hot water wasn't really hot enough to take a decent shower. But overall we felt these were minor issues and the staff was so amazing we felt well taken care of otherwise."
Tonya 4-night trip
Posted 20 hours ago
Hawks Cay Resort

Find out more about Long Key

Search for holiday rentals in Long Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Long Key using one of the methods below:

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Look no further and take a look at our great range of rental properties in Long Key!

Frequently asked questions

Can I find a vacation rental in Long Key?

Yes, there are vacation rentals close to popular attractions in Long Key, or you can select a more secluded option if you want a relaxing place to 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 vacation home rentals in Long Key?

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort: This vacation home rental near Long Key is located by the ocean and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities like a microwave and a coffee maker can make your vacation run smoothly. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

How many vacation rentals are there in Long Key?

Choose from 33 Expedia vacation rentals in Long Key for a memorable vacation.

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 larger area.

What are vacation rentals like in Long Key?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Long Key. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for small groups.