Holiday Homes in Grassy Key

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Grassy Key

Our top choices for Grassy Key holiday homes

Wreckers House Double Queen Room at Grassy Flats

10.0 out of 10, Exceptional, (1)
"great place "
The price is AU$457
includes taxes & fees
2 Sept - 3 Sept
Wreckers House Double Queen Room at Grassy Flats

Wreckers House King Room at Grassy Flats

The price is AU$486
includes taxes & fees
11 Sept - 12 Sept
Wreckers House King Room at Grassy Flats

Humidor House Suite at Grassy Flats

The price is AU$737
includes taxes & fees
10 Sept - 11 Sept
Humidor House Suite at Grassy Flats

Galleon Suite at Grassy Flats Resort

The price is AU$952
includes taxes & fees
10 Sept - 11 Sept
Galleon Suite at Grassy Flats Resort

Villa 5023 on Duck Key BOAT SLIP available

9.4 out of 10, Exceptional, (32)
"Perfect for our get away"
The price is AU$863
includes taxes & fees
10 Sept - 11 Sept
Villa 5023 on Duck Key BOAT SLIP available

Oceanfront Tiny Villa in the Heart of the FL Keys

9.8 out of 10, Exceptional, (10)
"Comfortable beds, clean, well equipment kitchen, quiet ocean front location, easy check in, responsive owner"
The price is AU$805
includes taxes & fees
31 Aug - 1 Sept
Oceanfront Tiny Villa in the Heart of the FL Keys

Villa 5053 on Duck Key BOAT SLIP available

9.6 out of 10, Exceptional, (45)
"We had a good stay. Nice place"
The price is AU$865
includes taxes & fees
10 Sept - 11 Sept
Villa 5053 on Duck Key BOAT SLIP available

Beach House Getaway - Kayaks & 2-2.5 Villa

9.8 out of 10, Exceptional, (28)
"Great location for day trips and very clean, well stocked apartment. "
Beach House Getaway - Kayaks & 2-2.5 Villa

Tiny Villa, Big Ocean Views| Breathtaking Sunsets

10.0 out of 10, Exceptional, (13)
"Our stay at the tiny villa was wonderful. The property was as listed and had fantastic views. Communication with the property owner was very easy. We really enjoyed our time in Duck Key."
Tiny Villa, Big Ocean Views| Breathtaking Sunsets

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

2.0 star property
10.0 out of 10, Exceptional, (156)
"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."
The price is AU$1,763
includes taxes & fees
10 Sept - 11 Sept
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

Villa 5103 on Duck Key BOAT SLIP available

9.4 out of 10, Exceptional, (53)
"Our stay was great. The place had ampule room, a great view, the bath area had lots of towels that were a good quality. We enjoyed going to the "
The price is AU$865
includes taxes & fees
10 Sept - 11 Sept
Villa 5103 on Duck Key BOAT SLIP available

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

8.0 out of 10, Very good, (2)
"Property was spacious and meticulously maintained. Frank is very informative, absolute pleasure to deal with."
The price is AU$1,833
includes taxes & fees
10 Sept - 11 Sept
4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

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

The price is AU$1,736
includes taxes & fees
10 Sept - 11 Sept
Villa 7205 on Duck Key - 3 BR & 2.5 BA - Boat Slip available

Villa 5054 on Duck Key BOAT SLIP available

9.8 out of 10, Exceptional, (48)
"The property was very clean. The kitchen was well equipped and the beds were very comfortable. "
The price is AU$865
includes taxes & fees
10 Sept - 11 Sept
Villa 5054 on Duck Key BOAT SLIP available
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Grassy Key Hotel Reviews

Find out more about Grassy Key

Find out more about Grassy Key

Grassy Key Holiday Homes information

Number of reviews
322
Accommodation
1221 Holiday Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia