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

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, (768 reviews)
"Such a great place to stay!!"
United States
Gavin
$123 nightly
The price is $139
Oct 18 - Oct 19
Total with taxes and fees
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
$79 nightly
The price is $89
Oct 18 - Oct 19
Total with taxes and fees
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
$105 nightly
The price is $116
Oct 27 - Oct 28
Total with taxes and fees
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
$244 nightly
The price is $275
Oct 19 - Oct 20
Total with taxes and fees
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
$227 nightly
The price is $255
Oct 15 - Oct 16
Total with taxes and fees
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
$173 nightly
The price is $195
Oct 19 - Oct 20
Total with taxes and fees
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
$244 nightly
The price is $275
Oct 15 - Oct 16
Total with taxes and fees
Treasure Harbor
A living room with a view of the sea, a ceiling fan, a TV, and a dining area with outdoor seating.

8. Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.8 out of 10, Exceptional, (8 reviews)
"Great Location! The house was beautiful and clean We had a great time!"
United States
Andres
$467 nightly
The price is $519
Oct 19 - Oct 20
Total with taxes and fees
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Harbor Village

9. Seas the Keys Getaway with plunge pool/spa

Seas the Keys Getaway with plunge pool/spa
Marathon
9.6 out of 10, Exceptional, (15 reviews)
"Nice location "
United States
Gina W.
$425 nightly
The price is $471
Oct 22 - Oct 23
Total with taxes and fees
Seas the Keys Getaway with plunge pool/spa
A waterfront resort with a wooden deck, palm trees, and a thatched-roof pavilion.

10. Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.4 out of 10, Exceptional, (23 reviews)
"Awesome place to stay"
United States
Takuma F.
$470 nightly
The price is $522
Oct 15 - Oct 16
Total with taxes and fees
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
A dining area with a round glass table, white chairs, and a chandelier. There is a sofa and a window with blinds in the background.

11. Waterfront Retreat

Waterfront Retreat
Duck Key
10.0 out of 10, Exceptional, (38 reviews)
"Really enjoyed our stay at Casa Wahoo! Very clean! Beautiful community."
United States
Joseph C.
$578 nightly
The price is $642
Oct 24 - Oct 25
Total with taxes and fees
Waterfront Retreat
Exterior

12. 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
$222 nightly
The price is $250
Oct 18 - Oct 19
Total with taxes and fees
Aqua Lodges at 47th Street Gulfside
A covered outdoor seating area with a table and chairs, overlooking a body of water and a beach.

13. Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
10.0 out of 10, Exceptional, (2 reviews)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
$470 nightly
The price is $522
Oct 15 - Oct 16
Total with taxes and fees
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
A living room with a sofa, a small table, a ceiling fan, and a TV.

14. Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (55 reviews)
"Great location. Pretty views of Bay. Comfortable rooms. Enjoyed our brief stay for July 4th."
United States
Jorge D.
$449 nightly
The price is $498
Oct 15 - Oct 16
Total with taxes and fees
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
A living room with a sofa, two armchairs, a coffee table, and a ceiling fan. There is a large window with a view of the beach and a patio area with outdoor furniture.

15. Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.0 out of 10, Wonderful, (16 reviews)
"Everything was perfect. Great place to stay"
United States
Kirk r.
$470 nightly
The price is $522
Oct 15 - Oct 16
Total with taxes and fees
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
A covered outdoor area with a table set for dining, overlooking a body of water and buildings.

16. Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!

Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!
Marathon
9.2 out of 10, Wonderful, (5 reviews)
"Place was perfect. Property manager was amazing and always answered questions within minutes. Definitely would stay again"
United States
lori p.
$834 nightly
The price is $927
Oct 19 - Oct 20
Total with taxes and fees
Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!
A spacious living area with a sliding glass door leading to a deck, a sofa, a coffee table, and a kitchen area with wooden cabinets and appliances.

17. Charming 3-bedroom house featuring a heated private pool.

Charming 3-bedroom house featuring a heated private pool.
Duck Key
10.0 out of 10, Exceptional, (46 reviews)
"We had a great stay!!"
United States
lissa h.
$688 nightly
The price is $764
Oct 18 - Oct 19
Total with taxes and fees
Charming 3-bedroom house featuring a heated private pool.
A bedroom with a large bed, a balcony with a view, and a ceiling fan.

18. Villa 7079 on Duck Key - Boat Slip Available

Villa 7079 on Duck Key - Boat Slip Available
Marathon
$692 nightly
The price is $772
Oct 15 - Oct 16
Total with taxes and fees
Villa 7079 on Duck Key - Boat Slip Available
A resort with a pool, lounge chairs, and a view of the ocean.

19. 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
$204 nightly
The price is $230
Oct 22 - Oct 23
Total with taxes and fees
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
An outdoor dining area with tables and chairs, overlooking a body of water.

20. Oceanfront Tiny Villa in the Heart of the FL Keys

Oceanfront Tiny Villa in the Heart of the FL Keys
Marathon
9.8 out of 10, Exceptional, (17 reviews)
"Great stay!"
United States
Nick E.
$521 nightly
The price is $553
Nov 8 - Nov 9
Total with taxes and fees
Oceanfront Tiny Villa in the Heart of the FL Keys
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

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Beautiful"
Wesley 2-night trip
Posted 2 hours ago
Amara Cay Resort

Find out more about Long Key

Everything you need to know about Long Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Long Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Long Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Long Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Long Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Long Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $89 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Long Key rentals

At Expedia, we put the best Long Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Long Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Long Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Long Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.