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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Long Key vacation rentals

A covered outdoor area with a wooden deck, palm trees, and a view of the beach.

1. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (777 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is ￥10,891
￥20,420 total
includes taxes & fees
Nov 3 - Nov 4
Breezy Palms Resort
A nighttime pool area with a clear view of the pool, surrounding palm trees, and a building with a sign.

2. Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,295 reviews)
"Great spot"
Canada
Justin
The price is ￥25,083
￥34,600 total
includes taxes & fees
Nov 2 - Nov 3
Skipjack Resort & Marina
A spacious living area with a gray sectional sofa, wooden beams, and a ceiling fan.

3. 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 ￥13,270
￥38,579 total
includes taxes & fees
Nov 2 - Nov 3
Aqua Lodge Rentals At Coconut Cay
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

4. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (180 reviews)
"Had a very enjoyable stay at Hemingway House. The place was spotless! All staff were very friendly and helpful. Would highly recommend staying here!"
United States
Diane
The price is ￥16,875
￥41,142 total
includes taxes & fees
Nov 2 - Nov 3
Treasure Harbor
An outdoor seating area with wicker furniture and cushions, a thatched-roof structure, and lush greenery.

5. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,013 reviews)
"The family running the food truck and tiki hut were great. Felt like we were guests in their home."
United States
Douglas
The price is ￥14,968
￥16,840 total
includes taxes & fees
Nov 2 - Nov 3
Tropical Cottages
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

6. Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (379 reviews)
"Loved staying in the aqua lodges, such a relaxing place."
United States
Lauren
The price is ￥14,179
￥38,108 total
includes taxes & fees
Nov 2 - Nov 3
Yacht Haven Marina
A hotel room with two beds, each with a wooden headboard, white bedding, and a bedside table with a lamp.

7. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,244 reviews)
"We had the pool view..Excellent!"
United States
Brandy
The price is ￥14,496
￥19,696 total
includes taxes & fees
Nov 29 - Nov 30
Knight's Key Suites
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, (60 reviews)
"Loved our stay at the aqua lodges 10/10 would do it again"
United States
Lauren
The price is ￥18,940
￥43,463 total
includes taxes & fees
Nov 4 - Nov 5
Aqua Lodges at 47th Street Gulfside
A resort with a swimming 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 ￥27,991
￥35,922 total
includes taxes & fees
Dec 2 - Dec 3
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.
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Top Long Key Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"The property had bikes, kayaks, paddle boards and fishing rods you can use at no charge. The breakfast was omelettes made to order, pancakes and a variety of other breakfast items ( no meats) and a nice area to sit outside and enjoy breakfast. It was a very nice place. We will definitely stay there again."
Carol 5-night trip
Posted 22 hours ago
Chesapeake Beach 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:

  • View our selection of featured holiday rentals in Long Key
  • Use the map to find apartments and other holiday homes in the Long Key neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Long Key while they last

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 34 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.