Holiday Homes in Long Key

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Check prices for these dates

Our top choices for Long Key holiday homes

1. Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Duck Key
10.0 out of 10, Exceptional, (24 reviews)
"Perfect rental, can’t say enough about it. The host was fantastic. Would definitely stay here again."
United States
Tammy C.
The price is AU$698
includes taxes & fees
18 Nov - 19 Nov
Tiny Villa, Big Ocean Views| Breathtaking Sunsets

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

Canal Front, 3 BR, Cabana Club, Sleeps 8
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 AU$1,300
includes taxes & fees
11 Nov - 12 Nov
Canal Front, 3 BR, Cabana Club, Sleeps 8

3. 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)
"Great location. Pretty views of Bay. Comfortable rooms. Enjoyed our brief stay for July 4th."
United States
Jorge D.
The price is AU$821
includes taxes & fees
10 Nov - 11 Nov
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

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

Oceanfront Tiny Villa in the Heart of the FL Keys
Marathon
9.8 out of 10, Exceptional, (17 reviews)
"Great stay!"
United States
Nick E.
The price is AU$913
includes taxes & fees
26 Nov - 27 Nov
Oceanfront Tiny Villa in the Heart of the FL Keys

5. 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, (49 reviews)
"It was perfect for our girl trip!"
United States
Brandy
The price is AU$1,321
includes taxes & fees
21 Nov - 22 Nov
Charming 3-bedroom house featuring a heated private pool.

6. 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 AU$898
includes taxes & fees
10 Nov - 11 Nov
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

7. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
2.5 star property
Marathon
9.2 out of 10, Wonderful, (147 reviews)
"It is an excellent place."
United States
Arianna
The price is AU$335
includes taxes & fees
15 Nov - 16 Nov
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

8. 4 BR with 32 Ft Boat Slip, Sleeps 10

4 BR with 32 Ft Boat Slip, Sleeps 10
Marathon
10.0 out of 10, Exceptional, (166 reviews)
"Very nice house, nicely decorated and clean. The children really enjoyed being on the canal, fishing, paddle boarding and kayaking. Plenty of room for our boat on the nice dock. We checked out the pool that was a drive down to Key Colony Beach area but did miss having our own pool at the house for our convenience. Our host was always available and helpful with any questions."
United States
Debra B.
The price is AU$1,592
includes taxes & fees
6 Dec - 7 Dec
4 BR with 32 Ft Boat Slip, Sleeps 10

9. Beach House - Waterfront Villa - Free Kayaks

Beach House - Waterfront Villa - Free Kayaks
Duck Key
9.8 out of 10, Exceptional, (33 reviews)
"We had a lovely stay and our communications with the host we timely, and very helpful."
Canada
Russell
The price is AU$1,118
includes taxes & fees
4 Dec - 5 Dec
Beach House - Waterfront Villa - Free Kayaks

10. Key Colony Beach Paradise

Key Colony Beach Paradise
Key Colony Beach
8.8 out of 10, Excellent, (64 reviews)
"Very nice, clean, comfortable place to stay!"
United States
Connie G.
The price is AU$976
includes taxes & fees
10 Nov - 11 Nov
Key Colony Beach Paradise

11. Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available

Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available
Duck Key
9.0 out of 10, Wonderful, (2 reviews)
"Very relaxing, we were in the keys for my 65th it could not have been better.Thank you again!"
United States
Anonymous traveller
The price is AU$1,770
includes taxes & fees
10 Nov - 11 Nov
Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available

12. 4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request
Duck Key
9.8 out of 10, Exceptional, (13 reviews)
"10/10 would absolutely stay here again. Frank is an excellent host and the property was beautiful."
United States
Evan M.
The price is AU$1,860
includes taxes & fees
12 Nov - 13 Nov
4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

13. Villa 7079 on Duck Key - Boat Slip Available

Villa 7079 on Duck Key - Boat Slip Available
Marathon
The price is AU$1,528
includes taxes & fees
10 Nov - 11 Nov
Villa 7079 on Duck Key - Boat Slip Available

14. 🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets
Marathon
9.2 out of 10, Wonderful, (66 reviews)
"Location is fantastic. House needs some work on the bathrooms but overall we had a wonderful time! Would book again."
United States
Becky F.
The price is AU$1,744
includes taxes & fees
10 Nov - 11 Nov
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

15. Key Colony Home with Dock and Cabana Club Access- Pets Welcomed

Key Colony Home with Dock and Cabana Club Access- Pets Welcomed
Key colony beach
9.8 out of 10, Exceptional, (29 reviews)
"The house and property was very nice. Quiet street and community. "
United States
Troy B.
The price is AU$1,053
includes taxes & fees
23 Nov - 24 Nov
Key Colony Home with Dock and Cabana Club Access- Pets Welcomed
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.

Learn more about Long Key

Kayak through crystal-clear waters at Long Key State Park where you'll spot colourful fish and graceful rays. Fishing enthusiasts can cast lines from the historic Long Key Bridge for tarpon, bonefish, and permit.

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