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
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Long Key holiday rentals

Property grounds

1. Ocean front gated privacy with 3 bedrooms and protected boat slip.

Ocean front gated privacy with 3 bedrooms and protected boat slip.
Layton
10.0 out of 10, Exceptional, (63 reviews)
"Awesome place all around!"
United States
Luke B.
The price is HK$1,766
HK$5,223 total
includes taxes & fees
23 Aug - 24 Aug
Ocean front gated privacy with 3 bedrooms and protected boat slip.
Exterior

2. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (727 reviews)
"Great place to stay rooms were really nice nice boat ramp plenty of parking restaurants right down the street to eat at no complaints nice pool everybody was friendly room was ice cold from the air condition full kitchen nice balcony looking out over the ocean great stay"
United States
roger
The price is HK$805
HK$1,031 total
includes taxes & fees
1 Sept - 2 Sept
Breezy Palms Resort
Exterior

3. Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.8 out of 10, Exceptional, (351 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$1,881 total
includes taxes & fees
2 Sept - 3 Sept
Yacht Haven Marina
25-inch flat-screen TV with digital channels, TV

4. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (171 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Canada
Molly
The price is HK$911
HK$2,128 total
includes taxes & fees
18 Aug - 19 Aug
Treasure Harbor
Exterior

5. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (993 reviews)
"Very well kept-nice cottage! Would book again!"
United States
Susan
The price is HK$706
HK$795 total
includes taxes & fees
18 Aug - 19 Aug
Tropical Cottages
Property grounds

6. 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)
"Very nice villa "
United States
Grace L.
The price is HK$1,409
HK$4,003 total
includes taxes & fees
18 Aug - 19 Aug
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Premium bedding, soundproofing, iron/ironing board, free WiFi

7. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,221 reviews)
"The rooms are always clean, no bugs, and walking distance to Sunset Grill."
United States
Cristina
The price is HK$540
HK$776 total
includes taxes & fees
3 Sept - 4 Sept
Knight's Key Suites
BBQ/picnic Area

8. 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)
"I never give 5 stars but it was as advertised and good pricing and fun little spot. Keep it up folks.."
Canada
Wesley
The price is HK$887
HK$2,201 total
includes taxes & fees
13 Sept - 14 Sept
Aqua Lodge Rentals At Coconut Cay
Outdoor dining

9. 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$1,409
HK$4,003 total
includes taxes & fees
18 Aug - 19 Aug
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor pool, pool loungers

10. Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,287 reviews)
"We're very happy & please with the hotel"
United States
Barbara
The price is HK$1,123
HK$1,581 total
includes taxes & fees
1 Sept - 2 Sept
Skipjack Resort & Marina
TV

11. 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$1,633
HK$4,286 total
includes taxes & fees
18 Aug - 19 Aug
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining

12. 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$1,633
HK$4,286 total
includes taxes & fees
18 Aug - 19 Aug
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Property grounds

13. 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.
The price is HK$1,718
HK$4,390 total
includes taxes & fees
24 Aug - 25 Aug
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Smart TV, DVD player, books, printers

14. 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, (37 reviews)
"We had a great stay!!"
United States
lissa h.
The price is HK$3,924
HK$7,461 total
includes taxes & fees
9 Sept - 10 Sept
Charming 3-bedroom house featuring a heated private pool.
Outdoor pool

15. Waterfront Suite with Pool, Tiki Bar & Marina

Waterfront Suite with Pool, Tiki Bar & Marina
Marathon
10.0 out of 10, Exceptional, (1 review)
"The condo was super clean and nice very close to Publix, the beach, the flowrider! A great location along with a relaxing and beautiful place to come back to after fishing all day!"
United States
Grace K.
Waterfront Suite with Pool, Tiki Bar & Marina
Outdoor dining

16. 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$2,005
HK$5,989 total
includes taxes & fees
18 Aug - 19 Aug
Villa 4204 on Duck Key Boat Slip Available - 3BD 2BA
Smart TV, ping pong

17. Marina View Getaway with Pool & Free Breakfast

Marina View Getaway with Pool & Free Breakfast
Marathon
10.0 out of 10, Exceptional, (1 review)
"Very clean and convenient to shops and restaurants "
United States
JOHN
Marina View Getaway with Pool & Free Breakfast
Outdoor dining

18. 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$2,354
HK$7,614 total
includes taxes & fees
18 Aug - 19 Aug
Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!
TV

19. 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, (7 reviews)
"Everything about the stay was nice. "
United States
Mario S.
The price is HK$1,409
HK$4,003 total
includes taxes & fees
18 Aug - 19 Aug
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining

20. 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, (61 reviews)
"Excellent place,"
United States
MONICA A.
The price is HK$1,409
HK$4,003 total
includes taxes & fees
18 Aug - 19 Aug
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
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

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Perfect getaway spot"
John 2-night trip
Posted 1 hour ago
Cheeca Lodge & Spa

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?

Coral Lagoon #13: Heated Pool, Views, easy Gulf & Atlantic Access via Vaca Cut: This holiday home rental outside of Long Key is located on the waterfront, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Long Key?

Choose from 30 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.