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

Long Key Vacation Rentals

Dates

November 2026

December 2026

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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

Matecumbe

Gavin

CA $216 total

includes taxes & fees

Nov 17 - Nov 18

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

2. Tropical Cottages

Marathon

Douglas

CA $157 total

includes taxes & fees

Nov 11 - Nov 12

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

CA $167 total

includes taxes & fees

Nov 29 - Nov 30

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

4. Aqua Lodge Rentals At Coconut Cay

Marathon

Susan

CA $368 total

includes taxes & fees

Nov 15 - Nov 16

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

5. Yacht Haven Marina

Marathon

Lauren

CA $379 total

includes taxes & fees

Dec 10 - Dec 11

6. Treasure Harbor

Islamorada

Diane

CA $355 total

includes taxes & fees

Nov 10 - Nov 11

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

CA $310 total

includes taxes & fees

Nov 10 - Nov 11

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

Duck Key

Andres

CA $829 total

includes taxes & fees

Dec 3 - Dec 4

9. Seas the Keys Getaway with plunge pool/spa

Marathon

Gina W.

CA $704 total

includes taxes & fees

Nov 10 - Nov 11

10. Aqua Lodges at 47th Street Gulfside

Marathon

Lauren

CA $415 total

includes taxes & fees

Nov 22 - Nov 23

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

11. Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Duck Key

Tammy C.

CA $689 total

includes taxes & fees

Nov 18 - Nov 19

A covered outdoor area with wicker furniture, a ceiling fan, and a view of the water and greenery.

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

Marathon

Nick E.

CA $899 total

includes taxes & fees

Nov 26 - Nov 27

A poolside area with a wooden pergola, lounge chairs, and potted plants.

13. Canal Front Retreat with Pool + Free Breakfast

Marathon

Eric

CA $636 total

includes taxes & fees

Nov 11 - Nov 12

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

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

Duck Key

Takuma F.

CA $862 total

includes taxes & fees

Nov 16 - Nov 17

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

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

Duck Key

Han W.

CA $898 total

includes taxes & fees

Nov 19 - Nov 20

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

16. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Marathon

Arianna

CA $325 total

includes taxes & fees

Nov 18 - Nov 19

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

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

Duck Key

Jorge D.

CA $807 total

includes taxes & fees

Nov 10 - Nov 11

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

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

Duck Key

Gina A.

CA $829 total

includes taxes & fees

Nov 23 - Nov 24

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

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

Marathon

"We had a great stay at this Duck Key townhouse! It was the perfect place for our family trip. The area was beautiful, peaceful, and incredibly relaxing, which was exactly what we were looking for. We really enjoyed our time together and loved being in the Keys. The townhouse was a great home base for everything we wanted to do, while still giving us a quiet place to come back to and unwind. We made some great family memories here and would definitely stay again!"

shawn m.

CA $1,293 total

includes taxes & fees

Nov 11 - Nov 12

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

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

Marathon

JOHN

CA $527 total

includes taxes & fees

Nov 15 - Nov 16

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Find vacation rentals that suit your style

Top Long Key Hotel Reviews

Lime Tree Bay Resort

Long Key

10/10 Excellent

Deborah

A swimming pool with a wooden deck, surrounded by palm trees and lounge chairs.

Conch Key Fishing Lodge and Marina

Marathon

10/10 Excellent

Justin

A tropical resort with a swimming pool, palm trees, and a view of the ocean.

Gulf View Waterfront Resort

Marathon

10/10 Excellent

Anton

A wooden deck with two chairs and a table, overlooking a beach with palm trees and the ocean.

Rainbow Bend Resort

Marathon

10/10 Excellent

Ariane

A covered outdoor seating area with tables and chairs, overlooking a body of water and a distant shoreline.

Bonefish Bay Motel

Marathon

10/10 Excellent

We stayed in the main building of the property. The room was spacious and well appointed including a hair dryer and kitchenette with microwave.They have free bikes and canoes available for guests. The ladies at reception were very helpful and nice. The place is close to the Marathon Lady docks where we took a fishing trip that was great fun. There is a pickle ball court, bbq and a pool. It was scorching hot so it would be nice if they planted more trees for greater shade. We had a nice stay-...

Victor

A wooden deck with a pool and chairs overlooking a beach with palm trees.

Grassy Flats Resort & Beach Club

Marathon

10/10 Excellent

KAREN

A balcony with a view of the ocean, a round table, and two chairs.

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Marathon

10/10 Excellent

Shayne

A marina with a dock, a boat, and a row of buildings with large windows.

Coconut Cay Resort & Marina

Marathon

10/10 Excellent

Karine

A pool area with lounge chairs, a thatched-roof structure, and a view of the ocean.

Hampton Inn Marathon - Florida Keys

Marathon

10/10 Excellent

Michael

A hammock on a sandy beach with palm trees, a pool, and lounge chairs in the background.

Seascape Resort & Marina

Marathon

10/10 Excellent

Our trip was planned to go to Key West but didn't want to pay the higher prices there so we stayed in Marathon where this motel is located. We are very glad we did as it is a little gem tucked away. We would of like to of stayed longer as we found this motel had a very relaxing atmosphere not like the bigger places with the hustle and bustle. As mentioned below the only negative thing was the pool not heated leaving it very cold and the ocean beach is not really set up to swim in. Both my...

Karen & Rob

A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

Chesapeake Beach Resort

Matecumbe

10/10 Excellent

Alexandre

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

Islander Resort

Matecumbe

10/10 Excellent

This resort was absolutely amazing and exceeded all of my expectations. We originally booked just one night on our way to Key West, but after experiencing everything the property had to offer, we wished we had stayed much longer. If we have the opportunity to make this trip again, we would choose to stay here for our entire vacation and simply take a day trip or two to Key West. The resort offers everything you need for a relaxing and enjoyable stay, with beautiful surroundings, excellent...

Amanda

A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

Amara Cay Resort

Matecumbe

10/10 Excellent

Yimin

Aqua Lodge Rentals At Coconut Cay

Marathon

10/10 Excellent

Wesley

Yacht Haven Marina

Marathon

10/10 Excellent

Vinod

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Long Key vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Long Key vacation rentals we have selected for you start as low as CA $136 per night. Entering your travel dates in the search wizard 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.

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

Change your mind

Treat yourself

Be picky

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. Treasure Harbor

7. Skipjack Resort & Marina

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

9. Seas the Keys Getaway with plunge pool/spa

10. Aqua Lodges at 47th Street Gulfside

11. Tiny Villa, Big Ocean Views| Breathtaking Sunsets

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

13. Canal Front Retreat with Pool + Free Breakfast

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

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

16. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

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

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

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

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

Find vacation rentals that suit your style

Top Long Key Hotel Reviews

Lime Tree Bay Resort

10/10 Excellent

Find out more about Long Key

Long Key vacation rentals: An excellent choice for every season

How to find incredible deals on Long Key rentals

Frequently Asked Questions

Can I find a vacation rental in Long Key?

What are some of the best vacation home rentals in Long Key?

How many vacation rentals are there in Long Key?

What can I see and do in Long Key?

What are vacation rentals like in Long Key?