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Grassy Key Vacation Rentals
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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 petsMarathon
9.2 out of 10, Wonderful, (66 reviews)

2. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
Bluegreen Vacations Hammocks at Marathon, Ascend Collection ResortMarathon
9.2 out of 10, Wonderful, (147 reviews)
The price is CA $233
CA $303 total
includes taxes & fees
Nov 18 - Nov 19

3. Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Tiny Villa, Big Ocean Views| Breathtaking SunsetsDuck Key
10.0 out of 10, Exceptional, (24 reviews)
The price is CA $268
CA $667 total
includes taxes & fees
Nov 18 - Nov 19

4. Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BADuck Key
9.6 out of 10, Exceptional, (55 reviews)
The price is CA $351
CA $814 total
includes taxes & fees
Nov 17 - Nov 18

5. Oceanfront Tiny Villa in the Heart of the FL Keys
Oceanfront Tiny Villa in the Heart of the FL KeysMarathon
9.8 out of 10, Exceptional, (17 reviews)
The price is CA $298
CA $704 total
includes taxes & fees
Nov 22 - Nov 23

6. Canal Front, 3 BR, Cabana Club, Sleeps 8
Canal Front, 3 BR, Cabana Club, Sleeps 8Marathon
9.2 out of 10, Wonderful, (5 reviews)
The price is CA $385
CA $1,339 total
includes taxes & fees
Nov 19 - Nov 20

7. 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, (51 reviews)
The price is CA $514
CA $1,074 total
includes taxes & fees
Nov 29 - Nov 30

8. Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BADuck Key
9.0 out of 10, Wonderful, (16 reviews)
The price is CA $427
CA $905 total
includes taxes & fees
Dec 1 - Dec 2

9. 4 BR with 32 Ft Boat Slip, Sleeps 10
4 BR with 32 Ft Boat Slip, Sleeps 10Marathon
10.0 out of 10, Exceptional, (167 reviews)
The price is CA $606
CA $1,619 total
includes taxes & fees
Dec 11 - Dec 12

10. Blue Waters Stay - Kayaks - 2BR 2.5BA Coastal Villa
Blue Waters Stay - Kayaks - 2BR 2.5BA Coastal VillaDuck Key
9.0 out of 10, Wonderful, (2 reviews)
The price is CA $549
CA $1,045 total
includes taxes & fees
Nov 22 - Nov 23

11. Beach House - Waterfront Villa - Free Kayaks
Beach House - Waterfront Villa - Free KayaksDuck Key
9.8 out of 10, Exceptional, (33 reviews)
The price is CA $556
CA $1,053 total
includes taxes & fees
Dec 4 - Dec 5

12. Villa 7079 on Duck Key - Boat Slip Available
Villa 7079 on Duck Key - Boat Slip AvailableMarathon
The price is CA $705
CA $1,470 total
includes taxes & fees
Nov 16 - Nov 17

13. Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available
Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip availableDuck Key
9.0 out of 10, Wonderful, (2 reviews)
The price is CA $897
CA $1,734 total
includes taxes & fees
Nov 15 - Nov 16

14. 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 requestDuck Key
9.8 out of 10, Exceptional, (13 reviews)
The price is CA $962
CA $1,812 total
includes taxes & fees
Nov 16 - Nov 17

15. Coral Lagoon #13: Heated Pool, Views, easy Gulf & Atlantic Access via Vaca Cut
Coral Lagoon #13: Heated Pool, Views, easy Gulf & Atlantic Access via Vaca CutCoral Lagoon
10.0 out of 10, Exceptional, (296 reviews)
The price is CA $551
CA $1,151 total
includes taxes & fees
Nov 15 - Nov 16

16. Walk to Beach: Florida Keys Gem w/ Ocean Views
Walk to Beach: Florida Keys Gem w/ Ocean ViewsLayton
9.2 out of 10, Wonderful, (5 reviews)
The price is CA $623
CA $948 total
includes taxes & fees
Nov 16 - Nov 17

17. Key Lime Cottage in Islamorada
Key Lime Cottage in IslamoradaMatecumbe
10.0 out of 10, Exceptional, (49 reviews)
The price is CA $335
CA $642 total
includes taxes & fees
Nov 17 - Nov 18

18. Private Beach / Private overwater dock / Heated Pool / Mahi Key
Private Beach / Private overwater dock / Heated Pool / Mahi KeyMatecumbe
10.0 out of 10, Exceptional, (4 reviews)
The price is CA $2,021
CA $3,727 total
includes taxes & fees
Nov 20 - Nov 21
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

Kingsail Resort
10/10 Excellent
Find out more about Grassy Key
Grassy Key Vacation Homes information
Number of reviews | 481 |
|---|---|
Accommodation | 1261 Vacation Homes |
Lowest Price | CA $303 |
Highest Price | CA $3,727 |
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