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

Long Key Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Long Key holiday rentals

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

1. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (741 reviews)
"Great resorts - will return again. Highly recommend"
United States
Lourdes
The price is HK$611
HK$813 total
includes taxes & fees
8 Sept - 9 Sept
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, (998 reviews)
"A/c was amazing, clean and beautiful cabins."
Canada
Natasha
The price is HK$706
HK$794 total
includes taxes & fees
8 Sept - 9 Sept
Tropical Cottages
A marina with several docked boats and a row of small, white cabins with blue roofs.

3. Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.8 out of 10, Exceptional, (356 reviews)
"Fantastic place! It was super clean and looked just like the photos. We would stay here again!"
United States
Clara
The price is HK$691
HK$1,880 total
includes taxes & fees
8 Sept - 9 Sept
Yacht Haven Marina
A covered outdoor area with a round table and chairs, a white railing, and a view of the ocean.

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

Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (62 reviews)
"Excellent place,"
United States
MONICA A.
The price is HK$1,333
HK$3,924 total
includes taxes & fees
9 Sept - 10 Sept
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

5. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (173 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Canada
Molly
The price is HK$1,051
HK$2,285 total
includes taxes & fees
8 Sept - 9 Sept
Treasure Harbor
A beach with palm trees, a sandy path, and beach chairs.

6. Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (232 reviews)
"Cleanness relaxing location, nice views, good air conditioning"
United States
Hakan
The price is HK$781
HK$2,069 total
includes taxes & fees
8 Sept - 9 Sept
Aqua Lodge Rentals At Coconut Cay
A covered outdoor area with a ceiling fan, a view of the sea, and a distant building.

7. 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)
"We loved our stay here! The home was exactly as listed in the photos. The home was clean, the beds were comfy and the view was beautiful! Frank was excellent at communicating with us whenever we had a question. I would recommend and def would stay again."
United States
Angie M.
The price is HK$1,333
HK$3,814 total
includes taxes & fees
9 Sept - 10 Sept
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

8. 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.
The price is HK$1,482
HK$3,971 total
includes taxes & fees
16 Sept - 17 Sept
Seas the Keys Getaway with plunge pool/spa
A waterfront resort with a wooden bridge, palm trees, and a thatched-roof pavilion.

9. 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)
"Great location, well equipped unit!Worked out perfectly"
United States
David N.
The price is HK$1,482
HK$4,107 total
includes taxes & fees
10 Sept - 11 Sept
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
A hotel room with two beds, each with a wooden headboard, white bedding, and a bedside table with a lamp.

10. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,229 reviews)
"It was absolutely amazing.We'll definitely stay there again"
United States
Jessica
The price is HK$540
HK$776 total
includes taxes & fees
10 Sept - 11 Sept
Knight's Key Suites
A covered outdoor seating area with a table and chairs, overlooking a body of water and a beach.

11. 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.
The price is HK$1,482
HK$4,107 total
includes taxes & fees
9 Sept - 10 Sept
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
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.

12. 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.
The price is HK$1,482
HK$4,091 total
includes taxes & fees
9 Sept - 10 Sept
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
A marina with boats docked, a wooden dock, and a building with a covered area.

13. Waterfront Retreat

Waterfront Retreat
Duck Key
10.0 out of 10, Exceptional, (37 reviews)
"The townhouse was very clean and described accurately in the listing. The owner was very responsive answering any questions we had. Checking in and out was a breeze. The townhouse is centrally located in the Keys so you can travel either north or south to enjoy the many activities in the Keys. We enjoyed the water view from the patio and back door. We really enjoyed our vacation!"
United States
Laura S.
The price is HK$2,159
HK$4,719 total
includes taxes & fees
10 Sept - 11 Sept
Waterfront Retreat
A nighttime pool area with a clear view of the pool, surrounding palm trees, and a building with a sign.

14. Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,290 reviews)
"Great spot"
Canada
Justin
The price is HK$1,122
HK$1,580 total
includes taxes & fees
8 Sept - 9 Sept
Skipjack Resort & Marina
A two-story building with a pool, a boat dock, and a table set for dining.

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

Waterfront / Ocean Access Canal / Kamp Key / Homes
Matecumbe
10.0 out of 10, Exceptional, (3 reviews)
"Great VRBO we had an awesome vaction."
United States
Robert E.
Waterfront / Ocean Access Canal / Kamp Key / Homes
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.
The price is HK$2,352
HK$7,639 total
includes taxes & fees
8 Sept - 9 Sept
Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!
A sunroom with a glass table and chairs, large windows, and a view of a residential area.

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

Villa 4204 on Duck Key Boat Slip Available - 3BD 2BA
Marathon
9.8 out of 10, Exceptional, (6 reviews)
"The property was very clean."
United States
Kelsey S.
The price is HK$2,031
HK$5,732 total
includes taxes & fees
8 Sept - 9 Sept
Villa 4204 on Duck Key Boat Slip Available - 3BD 2BA
A spacious living room with a large sofa, a coffee table with fruit and cheese, a dining area with chairs, and a view of the ocean through large sliding doors.

18. Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two

Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two
Matecumbe
9.4 out of 10, Exceptional, (3 reviews)
"The property was very nice, with the listing being very accurate. Furniture is nice, new and clean, the kitchen is well stocked and the view was quite nice. The property manager was very communicative and helpful before and during the stay."
United States
TJ C.
The price is HK$3,831
HK$9,129 total
includes taxes & fees
21 Sept - 22 Sept
Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two
A covered outdoor patio with a table and chairs, a ceiling fan, and a view of trees and a white building.

19. Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
8.8 out of 10, Excellent, (9 reviews)
"Property was clean and comfortable with an excellent sunset view each evening."
United States
william d.
The price is HK$1,333
HK$3,908 total
includes taxes & fees
9 Sept - 10 Sept
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
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.

20. 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, (39 reviews)
"We had a great stay!!"
United States
lissa h.
The price is HK$3,136
HK$6,463 total
includes taxes & fees
29 Sept - 30 Sept
Charming 3-bedroom house featuring a heated private pool.
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

Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"Great place to stay. Would come back again."
Dennis 2-night trip
Posted 7 hours ago
Tranquility Bay Beachfront Hotel and 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 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 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 32 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.