Search Vacation Homes in Grassy Key

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Vacation Homes in Grassy Key

Property grounds
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, (46)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
The price is SAR 805
SAR 2,069 total
includes taxes & fees
1 Dec - 2 Dec
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Duck Key
9.4 out of 10, Exceptional, (32)
"A short weekend getaway was made perfect in this villa. The location is idyllic; especially the balcony overlooking the bay with a perfect sunset view. The home was well-appointed, simple yet all the necessities were covered. Communication with the property manager was excellent. Definitely will book again. "
United States
Natasha A.
The price is SAR 805
SAR 2,069 total
includes taxes & fees
1 Dec - 2 Dec
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
Exterior
Oceanfront Tiny Villa in the Heart of the FL Keys

Oceanfront Tiny Villa in the Heart of the FL Keys

Marathon
10.0 out of 10, Exceptional, (12)
"Great place, beautiful view, close to everything."
United States
Maria G.
The price is SAR 784
SAR 1,929 total
includes taxes & fees
5 Dec - 6 Dec
Oceanfront Tiny Villa in the Heart of the FL Keys
Property grounds
Beach House - Kayak 2-2.5 Villa - OS Slip Ramp Pkg

Beach House - Kayak 2-2.5 Villa - OS Slip Ramp Pkg

Duck Key
9.8 out of 10, Exceptional, (28)
"Its a nice place to stay "
United States
shiree p.
The price is SAR 1,010
SAR 2,297 total
includes taxes & fees
8 Dec - 9 Dec
Beach House - Kayak 2-2.5 Villa - OS Slip Ramp Pkg
Beach
Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Duck Key
10.0 out of 10, Exceptional, (13)
"Beautiful views. Very nice accommodations. Wonderfull location!"
United States
michael h.
Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Exterior
Discount To Jan 31! 3 Bed, 3 BA Townhome Cabana Club: Oceanfront Beach, Pool!

Discount To Jan 31! 3 Bed, 3 BA Townhome Cabana Club: Oceanfront Beach, Pool!

Marathon
The price is SAR 1,126
SAR 3,648 total
includes taxes & fees
7 Dec - 8 Dec
Discount To Jan 31! 3 Bed, 3 BA Townhome Cabana Club: Oceanfront Beach, Pool!
Fridge, microwave, oven, stovetop
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

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

Duck Key
8.4 out of 10, Very Good, (10)
"Unit was very clean and had everything we needed"
United States
Vanessa L.
The price is SAR 1,947
SAR 3,538 total
includes taxes & fees
22 Dec - 23 Dec
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Beach nearby
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

2.0 star property
Marathon
10.0 out of 10, Exceptional, (159)
"We had an awesome experience. The host, Heather, was quick to respond, the hohse was well kept and clean, and the Cabana Club was a great perk. We would absolutely stay here again."
United States
Juli C.
The price is SAR 1,594
SAR 4,243 total
includes taxes & fees
7 Dec - 8 Dec
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
Property grounds
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
9.0 out of 10, Wonderful, (4)
"The villa is in a great location, and has a very private and secluded feeling to it when inside and around the pool. We had a great time, the villa met and exceeded or expectations, there were 6 of us staying there and the age ranges were from 27 to 64, we rented a charter boat out of marathon so the villa location was perfect.Thank you very much for such a great place to stay, we will try and stay here again if we come back down."
United States
Kevin J.
The price is SAR 2,938
SAR 5,386 total
includes taxes & fees
1 Dec - 2 Dec
4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request
Outdoor pool
Villa 7205 on Duck Key - 3 BR & 2.5 BA - Boat Slip available

Villa 7205 on Duck Key - 3 BR & 2.5 BA - Boat Slip available

Duck Key
The price is SAR 2,998
SAR 5,465 total
includes taxes & fees
15 Dec - 16 Dec
Villa 7205 on Duck Key - 3 BR & 2.5 BA - Boat Slip available
Property grounds
Charming 2-bedroom house in Marathon with pool

Charming 2-bedroom house in Marathon with pool

Marathon
8.0 out of 10, Very Good, (1)
"Great Home & Location & Enjoyable Stay! Thanks!"
United States
James J.
The price is SAR 684
SAR 2,295 total
includes taxes & fees
1 Dec - 2 Dec
Charming 2-bedroom house in Marathon with 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.
View all properties

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Grassy Key Hotel Reviews

Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

10/10 Excellent
"Good "
Milagros 2-night trip
Posted 3 days ago
Captain Pips Marina & Hideaway