Grassy Key Holiday Rentals

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Our top choices for Grassy Key holiday rentals

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (917 reviews)
"Decent stay, easy check in and contactless checkout. Very quiet and nice place! "
United States
Swastik
The price is AU$244
includes taxes & fees
20 Jan - 21 Jan
Tropical Cottages

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.8 out of 10, Exceptional, (253 reviews)
"Great place. "
Canada
Elizabeth
Yacht Haven Marina

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (204 reviews)
"A unique and interesting place to vacation. Relaxing yet close enough to things to do. I highly recommend the Aqua Loge rentals as a place to stay."
United States
Keith
The price is AU$544
includes taxes & fees
25 Jan - 26 Jan
Aqua Lodge Rentals At Coconut Cay

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,164 reviews)
"Nice shower and great location room was clean and comfortable"
United States
Bruce
The price is AU$266
includes taxes & fees
19 Jan - 20 Jan
Knight's Key Suites

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,219 reviews)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
Skipjack Resort & Marina

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 reviews)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
The price is AU$918
includes taxes & fees
20 Jan - 21 Jan
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
8.6 out of 10, Excellent, (25 reviews)
"Great location! We enjoyed our time there."
United States
Erin T.
The price is AU$897
includes taxes & fees
19 Jan - 20 Jan
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

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 reviews)
"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 AU$862
includes taxes & fees
21 Jan - 22 Jan
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
10.0 out of 10, Exceptional, (4 reviews)
"Everything about the stay was nice. "
United States
Mario S.
The price is AU$937
includes taxes & fees
15 Jan - 16 Jan
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Sombrero Beach Tropical Getaway in the Heart of Marathon

Sombrero Beach Tropical Getaway in the Heart of Marathon
2.0 star property
Marathon
9.4 out of 10, Exceptional, (10 reviews)
"Our rental was very easy to check into and having the pool and bar at Skipjack’s was great! The beach is close and the balcony was nice too. "
United States
Hillari G.
The price is AU$755
includes taxes & fees
11 Feb - 12 Feb
Sombrero Beach Tropical Getaway in the Heart of Marathon

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 reviews)
"Unit was very clean and had everything we needed"
United States
Vanessa L.
The price is AU$900
includes taxes & fees
15 Jan - 16 Jan
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Marathon
9.2 out of 10, Wonderful, (30 reviews)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
The price is AU$937
includes taxes & fees
15 Jan - 16 Jan
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
10.0 out of 10, Exceptional, (1 review)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
The price is AU$900
includes taxes & fees
15 Jan - 16 Jan
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Beach, Pool, Marina & Tiki Bar - Summer Getaway!

Beach, Pool, Marina & Tiki Bar - Summer Getaway!
Marathon
9.8 out of 10, Exceptional, (25 reviews)
"Everything was perfect and as described. Located near all the things we wanted to do especially the rental of pontoon boat right on site. Condo was clean and had all the things we needed for a beach day! We enjoyed the pool and bar! Kate was wonderful. Will definitely stay again!! "
United States
Shell B.
The price is AU$824
includes taxes & fees
19 Jan - 20 Jan
Beach, Pool, Marina & Tiki Bar - Summer Getaway!

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 reviews)
"Great location for day trips and very clean, well stocked apartment. "
United States
Phil V.
The price is AU$1,001
includes taxes & fees
22 Jan - 23 Jan
Beach House - Kayak 2-2.5 Villa - OS Slip Ramp Pkg

Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Duck Key
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful views. Very nice accommodations. Wonderfull location!"
United States
michael h.
The price is AU$1,109
includes taxes & fees
27 Jan - 28 Jan
Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Tropical Escape | King Room w/ Resort Perks

Tropical Escape | King Room w/ Resort Perks
Duck Key
The price is AU$732
includes taxes & fees
19 Jan - 20 Jan
Tropical Escape | King Room w/ Resort Perks

Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available

Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Duck Key
The price is AU$1,628
includes taxes & fees
19 Jan - 20 Jan
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available

Marathon Oceanfront | ADA Queen + 5 Pools

Marathon Oceanfront | ADA Queen + 5 Pools
Marathon
The price is AU$888
includes taxes & fees
19 Jan - 20 Jan
Marathon Oceanfront | ADA Queen + 5 Pools
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

Everything you need to know about Grassy Key holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Grassy Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Grassy Key holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Grassy Key holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Grassy Key. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Grassy Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Grassy Key holiday rentals we have selected for you start as low as AU$244 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Grassy Key rentals

At Expedia, we put the best Grassy Key holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Grassy Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Grassy Key holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Grassy Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.