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Our top choices for Grassy Key vacation homes

1. 🌊 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 ¥79,240
¥196,536 total
includes taxes & fees
Nov 10 - Nov 11
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

2. 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 ¥30,428
¥74,321 total
includes taxes & fees
Nov 18 - Nov 19
Tiny Villa, Big Ocean Views| Breathtaking Sunsets

3. 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 ¥28,477
¥36,494 total
includes taxes & fees
Nov 18 - Nov 19
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

4. 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 ¥38,994
¥89,689 total
includes taxes & fees
Nov 10 - Nov 11
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

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 ¥79,240
¥145,207 total
includes taxes & fees
Nov 21 - Nov 22
Charming 3-bedroom house featuring a heated private pool.

6. 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)
"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!"
United States
shawn m.
The price is ¥42,790
¥143,346 total
includes taxes & fees
Nov 19 - Nov 20
Canal Front, 3 BR, Cabana Club, Sleeps 8

7. 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 ¥51,823
¥100,399 total
includes taxes & fees
Nov 26 - Nov 27
Oceanfront Tiny Villa in the Heart of the FL Keys

8. 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.
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

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 ¥67,354
¥122,922 total
includes taxes & fees
Dec 4 - Dec 5
Beach House - Waterfront Villa - Free Kayaks

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

11. 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.
Key Colony Beach Paradise

12. Villa 7079 on Duck Key - Boat Slip Available

Villa 7079 on Duck Key - Boat Slip Available
Marathon
Villa 7079 on Duck Key - Boat Slip Available

13. 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.
Key Colony Home with Dock and Cabana Club Access- Pets Welcomed

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

15. 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 ¥118,702
¥215,613 total
includes taxes & fees
Dec 1 - Dec 2
4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

16. Easy Breezy Family Complex 5BR 3BTH 100ft Dock, Pool, & Beach!

Easy Breezy Family Complex 5BR 3BTH 100ft Dock, Pool, & Beach!
Marathon
10.0 out of 10, Exceptional, (1 review)
The price is ¥80,349
¥253,187 total
includes taxes & fees
Nov 15 - Nov 16
Easy Breezy Family Complex 5BR 3BTH 100ft Dock, Pool, & Beach!
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 Grassy Key Hotel Reviews

Find out more about Grassy Key

Grassy Key Vacation Homes information

Number of reviews
343
Accommodation
1263 Vacation Homes
Lowest Price
¥36,494
Highest Price
¥253,187

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