Long Key Vacation Rentals from $122: Search Short-Term Rentals

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Our top choices for Long Key vacation rentals

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

1. Breezy Palms Resort

Matecumbe

Gavin

$123 nightly

Nov 10 - Nov 11

Total with taxes and fees

An outdoor seating area with wicker furniture and cushions, a thatched-roof structure, and lush greenery.

2. Tropical Cottages

Marathon

Douglas

$119 nightly

Nov 10 - Nov 11

Total with taxes and fees

A neatly made bed with a grey and white duvet, a wooden headboard, and a bedside table with a lamp and remote control.

3. Knight's Key Suites

Marathon

Brandy

$111 nightly

Nov 29 - Nov 30

Total with taxes and fees

A beach with palm trees, a sandy path, and beach chairs.

4. Aqua Lodge Rentals At Coconut Cay

Marathon

Susan

$243 nightly

Nov 15 - Nov 16

Total with taxes and fees

A marina with several docked boats and a row of small, white cabins with blue roofs.

5. Yacht Haven Marina

Marathon

Lauren

$231 nightly

Nov 8 - Nov 9

Total with taxes and fees

A nighttime pool area with a clear view of the pool, surrounding palm trees, and a building with a sign.

6. Skipjack Resort & Marina

Marathon

Justin

$201 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

7. Treasure Harbor

Islamorada

Diane

$244 nightly

Nov 8 - Nov 9

Total with taxes and fees

A round table set for two with a view of the ocean and palm trees.

8. Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Duck Key

Stephanie

$461 nightly

Nov 18 - Nov 19

Total with taxes and fees

A covered outdoor area with a round table and chairs, a white railing, and a view of the ocean.

9. Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key

MONICA A.

$521 nightly

Nov 16 - Nov 17

Total with taxes and fees

A resort with multiple white buildings, a golf course, and a clear view of the ocean and a pier in the background.

10. Villa del Sol - Sunset Views, Kayaks, 2/2.5

Duck Key

Han W.

$544 nightly

Nov 7 - Nov 8

Total with taxes and fees

A waterfront resort with a wooden deck, palm trees, and a thatched-roof pavilion.

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

Duck Key

Takuma F.

$530 nightly

Nov 9 - Nov 10

Total with taxes and fees

An outdoor dining area with tables and chairs, overlooking a body of water.

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

Marathon

Nick E.

$455 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

Duck Key

Gina A.

$501 nightly

Nov 23 - Nov 24

Total with taxes and fees

14. Aqua Lodges at 47th Street Gulfside

Marathon

Lauren

$255 nightly

Nov 15 - Nov 16

Total with taxes and fees

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.

15. Waterfront Retreat

Duck Key

"We had an amazing stay and couldn't have asked for a better place to spend the week in the Keys! The home was exactly as described—clean, comfortable, and in a beautiful location. We especially loved relaxing outside and taking in the gorgeous views. It truly felt like a home away from home.The host was wonderful, responsive, and made everything easy from check-in to check-out. We made so many great memories here and would absolutely stay again. Highly recommend this property to anyone looking...

Katie B.

A covered outdoor area with a ceiling fan, a view of the sea, and a distant building.

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

Duck Key

Jorge D.

$488 nightly

Nov 9 - Nov 10

Total with taxes and fees

A resort with a swimming pool, lounge chairs, and a view of the ocean.

17. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Marathon

Arianna

$220 nightly

Nov 30 - Dec 1

Total with taxes and fees

A balcony with a view of the beach and ocean, equipped with ceiling fans, outdoor furniture, and a railing.

18. Beachfront Estate - Two Villas / Heated Pools / Docks / Dolphin & Mahi Key

Matecumbe

$3,854 nightly

Nov 8 - Nov 9

Total with taxes and fees

A poolside area with lounge chairs and umbrellas, palm trees, and a clear sky.

19. Tropical Oasis on Sombrero Beach in the Heart of Marathon FL

Marathon

JOHN

$333 nightly

Nov 15 - Nov 16

Total with taxes and fees

A covered outdoor area with a table set for dining, overlooking a body of water and buildings.

20. Canal Front, 3 BR, Cabana Club, Sleeps 8

Marathon

lori p.

$949 nightly

Nov 7 - Nov 8

Total with taxes and fees

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Top Long Key Hotel Reviews

Lime Tree Bay Resort

10/10 Excellent

"My husband and I had a wonderful stay! Our room had a small private balcony overlooking the pool, and the water - it was very peaceful. The restaurant next door was excellent and laid back - great place to eat after a day out exploring. the pool is zero entry - so can walk in from the side. they have a cute little sitting area downstairs that would be great to sit and play games - and fun hammocks and chairs by the water to sit and read, rest, or lay out in the sun. The resort is located about half way down the Keys - and was a great spot to use as a base to go out and explore during the day. I would stay here again in a heartbeat!"

Islander Resort

10/10 Excellent

"We absolutely loved our stay at Islander! It was such a peaceful, relaxing resort, and we’re so glad we chose it for our honeymoon. The staff was incredibly helpful and welcoming, and the shuttle service was a wonderful perk for getting to and from nearby restaurants. We also really enjoyed the resort’s amenities, especially kayaking, fishing, and bike riding. Everything from check-in to check-out was easy and seamless, making our stay that much more enjoyable. We would definitely stay at Islander again and highly recommend it to anyone looking for a relaxing getaway!"

Amara Cay Resort

10/10 Excellent

"I had heard great things about this property and decided to stay here with a group of friends. We were a little disappointed when we arrived in the hallway that we were staying on was under construction. This was not disclosed at the time of our booking and when we ask The front desk about it, they didn’t really have a solution for us. Also, the staff at the front desk seemed to need a little bit more training however they were very friendly. The restaurant in the tiki bar were really nice and the food was good."

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 $122 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.

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Things to do in Duck 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.

Long Key Vacation Rentals

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Check prices for these dates

Our top choices for Long Key vacation rentals

1. Breezy Palms Resort

2. Tropical Cottages

3. Knight's Key Suites

4. Aqua Lodge Rentals At Coconut Cay

5. Yacht Haven Marina

6. Skipjack Resort & Marina

7. Treasure Harbor

8. Tiny Villa, Big Ocean Views| Breathtaking Sunsets

9. Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

10. Villa del Sol - Sunset Views, Kayaks, 2/2.5

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

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

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

14. Aqua Lodges at 47th Street Gulfside

15. Waterfront Retreat

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

17. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

18. Beachfront Estate - Two Villas / Heated Pools / Docks / Dolphin & Mahi Key

19. Tropical Oasis on Sombrero Beach in the Heart of Marathon FL

20. Canal Front, 3 BR, Cabana Club, Sleeps 8

Find vacation rentals that suit your style

Top Long Key Hotel Reviews

Lime Tree Bay Resort

Find out more about Long Key

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