Long Key Holiday Rentals from AU$150: Search Short-Term Rentals

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Our top choices for Long Key holiday rentals

1. Florida Keys Getaway w/ Stunning Ocean Views

Long Key

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

2. Breezy Palms Resort

Matecumbe

Gavin

includes taxes & fees

15 Nov - 16 Nov

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

3. Tropical Cottages

Marathon

Aaron

includes taxes & fees

25 Oct - 26 Oct

A hotel room with two beds, each with a wooden headboard, white bedding, and a bedside table with a lamp.

4. Knight's Key Suites

Marathon

Brandy

includes taxes & fees

28 Oct - 29 Oct

A spacious living area with a gray sectional sofa, wooden beams, and a ceiling fan.

5. Aqua Lodge Rentals At Coconut Cay

Marathon

Susan

includes taxes & fees

26 Oct - 27 Oct

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

6. Treasure Harbor

Islamorada

includes taxes & fees

25 Oct - 26 Oct

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

7. Skipjack Resort & Marina

Marathon

Justin

includes taxes & fees

27 Oct - 28 Oct

8. Yacht Haven Marina

Marathon

Lauren

includes taxes & fees

26 Oct - 27 Oct

A living room with a view of the sea, a ceiling fan, a TV, and a dining area with outdoor seating.

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

Duck Key

Andres

includes taxes & fees

26 Oct - 27 Oct

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.

10. 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.

includes taxes & fees

24 Oct - 25 Oct

A spacious living room with a gray sofa, a wooden coffee table, and a TV on a wooden cabinet.

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

Duck Key

Takuma F.

includes taxes & fees

28 Oct - 29 Oct

12. Seas the Keys Getaway with plunge pool/spa

Marathon

Gina W.

includes taxes & fees

3 Nov - 4 Nov

13. Aqua Lodges at 47th Street Gulfside

Marathon

Lauren

includes taxes & fees

29 Oct - 30 Oct

A covered outdoor seating area with a table and chairs, overlooking a body of water and a beach.

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

Duck Key

Gina A.

includes taxes & fees

23 Oct - 24 Oct

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

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

Duck Key

Jorge D.

includes taxes & fees

27 Oct - 28 Oct

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.

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

Duck Key

Kirk r.

includes taxes & fees

27 Oct - 28 Oct

A two-story building with a pool, a boat dock, and a table set for dining.

17. Waterfront / Ocean Access Canal / Kamp Key / Homes

Matecumbe

"Excellent house. Very clean. We had a little trouble with the check in code and we were immediately contacted and the code was changed and we were in within minutes. The maintenance guy stopped by to make sure we got in and everything was good. EXCELLENT Customer Service!!!!!House was very well stocked with pots and pans and misc things needed for a week stay! Right on a nice little canal with plenty of room for our boat."

Mike H.

includes taxes & fees

26 Oct - 27 Oct

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

18. Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Duck Key

Stephanie

includes taxes & fees

4 Nov - 5 Nov

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.

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

Duck Key

lissa h.

includes taxes & fees

23 Oct - 24 Oct

A coastal resort with multiple buildings, a marina, and clear blue waters.

20. Villa 4204 on Duck Key Boat Slip Available - 3BD 2BA

Marathon

Kelsey S.

includes taxes & fees

27 Oct - 28 Oct

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Top Long Key Hotel Reviews

Islander Resort

10/10 Excellent

"Loved it and would come back"

Fisher Inn Resort & Marina

8/10 Good

"We had a nice stay at Fisher Inn. The location was great, the rooms were spacious, and having two king beds was a bonus. The bathroom was on the small side, but it was clean. We also appreciated the Keurig coffee maker in the room, especially having dark roast coffee available, and there were some nice breakfast options. The evening staff member was great, and the fire pits were a lovely amenity and a great place to relax. There were a couple of things that could have been better. Our accommodation included a cocktail promotion, but when we asked about redeeming it, the employee told us it wasn’t their promotion and then offered us a pop instead. The response felt dismissive and left us feeling that the advertised perk wasn’t being honoured. We would have appreciated a more helpful explanation and a genuine effort to resolve the issue, rather than simply being offered a soda or water. Also, we only saw three bikes available, which really isn’t enough for a property of this size. It would have been helpful to have clearer information about the limited availability. Overall, a great location with spacious, clean rooms and some nice amenities, but a little more attention to guest service and clearer communication about the included perks and available bikes would have made the experience even better."

Coconut Cay Resort & Marina

10/10 Excellent

"We stayed here for one night during our visit to Marathon in the Florida Keys. The location was nice enough and convenient for exploring the area. Our room was situated at the front of the property, so there was quite a lot of road and car park noise, although this was somewhat expected given the location. It did feel as though the front window was open, despite being closed, as it did very little to block out the outside noise. On the positive side, the room was incredibly spacious, with a lovely large TV and a super comfortable bed. The shower was great, and the amenities provided were good. Ice and drinks were also available from reception, which was handy. The reception staff were exceptionally friendly and welcoming. The air conditioning worked overtime but didn’t seem to cool the room particularly well and was rather noisy itself. However, this was more of a minor observation than a complaint. The only real disappointment was the cleanliness of the floor. After showering, the floor became slightly wet, and walking around barefoot left the bottoms of my feet noticeably dirty, which was a shame. Overall, a perfectly reasonable place to stay for a night in Marathon. A few minor improvements would make a difference, but we had a comfortable stay, and the friendly staff were certainly a highlight."

Find out more about Long Key

Everything you need to know about Long Key holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Long Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Long Key holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Long Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Long Key holiday rentals we have selected for you start as low as AU$150 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Long Key rentals

At Expedia, we put the best Long Key holiday 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 holiday.

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.

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.

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Check prices for these dates

Our top choices for Long Key holiday rentals

1. Florida Keys Getaway w/ Stunning Ocean Views

2. Breezy Palms Resort

3. Tropical Cottages

4. Knight's Key Suites

5. Aqua Lodge Rentals At Coconut Cay

6. Treasure Harbor

7. Skipjack Resort & Marina

8. Yacht Haven Marina

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

10. Waterfront Retreat

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

12. Seas the Keys Getaway with plunge pool/spa

13. Aqua Lodges at 47th Street Gulfside

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

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

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

17. Waterfront / Ocean Access Canal / Kamp Key / Homes

18. Tiny Villa, Big Ocean Views| Breathtaking Sunsets

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

20. Villa 4204 on Duck Key Boat Slip Available - 3BD 2BA

Find holiday rentals that suit your style

Top Long Key Hotel Reviews

Islander Resort

Amara Cay Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Breezy Palms Resort

Isla Bella Beach Resort & Spa

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Rainbow Bend Resort

Fisher Inn Resort & Marina

Coconut Cay Resort & Marina

Find out more about Long Key

Frequently asked questions

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