Grassy Key Holiday Rentals

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Our top choices for Grassy Key holiday rentals

Houseboat in Marathon

Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (276 reviews)
"Very clean and great staff. "
United States
Barbara
Yacht Haven Marina

Cottage in Marathon

Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (936 reviews)
"Very cozy and clean!"
United States
JUSTIN
The price is AU$348
includes taxes & fees
1 Mar - 2 Mar
Tropical Cottages
3.5 star property
9.6 out of 10, Exceptional, (210 reviews)
"Room was clean, staff was friendly, view from deck was amazing, took the free kayaks out and saw a Manatee, convenient location. Great experience!"
United States
Wendy
Aqua Lodge Rentals At Coconut Cay

Aparthotel in Marathon

Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1,175 reviews)
"Very a nice place clean nice location good price"
United States
Pawel
The price is AU$328
includes taxes & fees
8 Mar - 9 Mar
Knight's Key Suites

Aparthotel in Marathon

Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1,231 reviews)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
Skipjack Resort & Marina
The price is AU$988
includes taxes & fees
5 Mar - 6 Mar
Marina View Suite w/ Pool, Tiki Bar & Boats
The price is AU$760
includes taxes & fees
1 Mar - 2 Mar
Luxury Waterfront Suite w/ Marina, Pool, Tiki Bar
9.0 out of 10, Wonderful, (4 reviews)
"Unit was very clean and recently remodeled. The building was a little difficult to find in the dark at night, but I would definitely recommend staying here again."
United States
Nancy M.
The price is AU$540
includes taxes & fees
9 Mar - 10 Mar
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
9.2 out of 10, Wonderful, (20 reviews)
"Property was very nice, everything as expected based on listing. Very good place for families."
United States
Nicholas H.
The price is AU$1,129
includes taxes & fees
2 Mar - 3 Mar
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
The price is AU$823
includes taxes & fees
1 Mar - 2 Mar
New Waterfront Villa w/ Pool & Marina
9.8 out of 10, Exceptional, (144 reviews)
"Great location and very neat place!"
United States
FERNANDO S.
The price is AU$888
includes taxes & fees
2 Mar - 3 Mar
SPECIAL-2 Bed 2 Bath Villa including Cabana Club membership which
10.0 out of 10, Exceptional, (4 reviews)
"Everything about the stay was nice. "
United States
Mario S.
The price is AU$1,129
includes taxes & fees
2 Mar - 3 Mar
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
The price is AU$865
includes taxes & fees
3 Mar - 4 Mar
Waterfront Suite w/ Marina, Pool, Tiki Bar
9.6 out of 10, Exceptional, (12 reviews)
"Great location, great accomodation, hot tub and patio in the back area was great for relaxing in the evenings."
United States
Justus
The price is AU$814
includes taxes & fees
20 Mar - 21 Mar
Seas the Keys Getaway with plunge pool/spa
9.6 out of 10, Exceptional, (48 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$1,120
includes taxes & fees
9 Mar - 10 Mar
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
8.6 out of 10, Excellent, (11 reviews)
"Unit was very clean and had everything we needed"
United States
Vanessa L.
The price is AU$1,129
includes taxes & fees
2 Mar - 3 Mar
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
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$764
includes taxes & fees
1 Mar - 2 Mar
Beach, Pool, Marina & Tiki Bar - Summer Getaway!
10.0 out of 10, Exceptional, (2 reviews)
"Amazing home and host, could not have been any better. "
United States
Randy P.
The price is AU$1,077
includes taxes & fees
10 Mar - 11 Mar
Villa del Sol - Sunset Views, Kayaks, 2/2.5
9.8 out of 10, Exceptional, (28 reviews)
"Great location for day trips and very clean, well stocked apartment. "
United States
Phil V.
Beach House Getaway - Kayaks - 2BR 2.5BA Coastal Villa
9.4 out of 10, Exceptional, (32 reviews)
"Perfect for our get away"
United States
Kelly H.
The price is AU$1,123
includes taxes & fees
3 Mar - 4 Mar
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
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$328 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.