Grassy Key Holiday Rentals from AU$337: Search Short-Term Rentals

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Holiday Rentals in Grassy Key

On the beach, sun-loungers, beach towels

"Nice comfortable rental, as described not a swimming beach but great views over the Atlantic. Great mid Keys location. Owner responded to the few problems that we had. Nice birding right across the highway in some backwater ponds!"

"Great property, loved the pool,screened porch, pier for fishing and just great views, Host was great. We locked ourselves out once and he sent somebody to resolve the issue in less than 10 minutes.Place is kind of "Old School"but it was right for us. Gives of a good classic Keys Vibe,"

"Best house ever. Very friendly host and ready to please with any requests. The beds were top quality. The house is perfect for families, the kitchen is great to cook, they have games, fishing poles and is very clean. We have never seen such beautiful sunsets. Easy to get to from anywhere in the country. Marathon is a unique destination, great food, quaint and you don’t get tired of coming back every year. WE RECOMMEND THIS HOUSE."

"Nice customer service "

includes taxes & fees

10 Mar - 11 Mar

42-inch Smart TV with digital channels, Netflix, Hulu

"We wanted to do something different and came across the aqua lodges at Yacht Haven. The staff at the marina were very helpful and friendly which made check-in and checkout a breeze. The property was just as the photos detailed. Very clean, new, great location for moving around the town. We rented a boat onsite and they had bikes, kayaks and paddle boards available. The aqua lodges had all the essentials you need. It was nice to relax on the back deck and watch the sunset. Be mindful, the...

includes taxes & fees

20 Mar - 21 Mar

"This was an excellent choice. We arrived at 10 pm and the directions sent before checking in were perfect. Had absolutely no trouble and the grounds were very well taken care of. Super cute cottages and very comfortable."

includes taxes & fees

10 Mar - 11 Mar

"Fully equipped house boats, the view off the back deck made this trip perfect. It was so relaxing sitting in the back in the evening. A couple of manatees swam by one night. The pool was great. And the kayaks were awesome. Parking was very close, the people working were very friendly and helpful. We definitely will stay again! "

includes taxes & fees

12 Mar - 13 Mar

"Todo súper bien a la hora del check in y la estancia.Pasamos un día feliz en familia. Un buen lugar cerca para pescar."

includes taxes & fees

13 Mar - 14 Mar

"Our stay in the cabins at Bonefish Bay was awesome. Cabin was very clean, quiet, and well equipped."

Deluxe Cabin, Lagoon View | Private kitchen

"Had a wonderful time. So much to do in the area. We enjoyed the Cabana Club beach only a short drive away and included in the fee. We were there for the coldest week of the year. The maintenance gentleman, Scott and his assistant were kind enough to bring a hard to find space heater that kept us toasty warm as well a giving spot on recommendations for great places to eat. Some construction in the area but tolerable. Hope to return someday. "

includes taxes & fees

5 Apr - 6 Apr

"Stayed here several times. Always love it! "

"Highly recommend staying at this condo. "

"Great stay, lovely setting and location! Our second time here!"

"Coincidentally a couple of days before we went a friend who is familiar with Coral Lagoon told us about its sinkhole which will need extensive construction to fix. As a result we learned after we booked but before we arrived about the 5’high chain link fence which walls off the canal from the condos on the east side, including #12. The lack of direct access to the water and the impaired view were disappointing since we spent most of our time on the porch. There was no active construction...

"I love the cottage. Very spacious next to everything all the restaurants attractions things like that. We had a great time. Wonderful little place."

"The rental was perfect for us. A couple in our 60's. We are laid back. The bed was very comfortable. We used the screen porch extensively as well as the patio. The view of the stars at night was amazing. Laz was very responsive. We had one minor issue and let Laz know and it was corrected within hours. We did not have a boat but it would have been a great place to have a boat. We will be back!"

"Three generations of our family enjoyed a wonderful vacation at The Last Resort. The house was beautifully appointed and well stocked as described in the listing. It had everything we needed for a memorable beach vacation. The owner was friendly, helpful, and easy to communicate with. We hope to return! back!ThownerfrieThowwith. "

"First time visiting the Keys and this property was one of the nicest we have stayed in. Very clean with lots of amenities ( kayaks, swim spa, gas grill, etc). Access to the canal and the use of kayaks was a huge plus! Manatees came right up to the dock several times while we were there!! Took the kayaks out to the mangroves and really enjoyed seeing the birds and sea life. The kayaks don't have seat bacs, but we used the lifejackets for that and that worked well.The only "negative" of the trip...

"This property was in a great location. The neighborhood was quiet and convenient to everything. The view was fabulous and we spent many hours on the covered patio. The home & beds were very comfortable and the owner was quick to respond to questions. We'll be back next year."

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Other types of properties in Grassy Key you may be interested in

Signature Suite, 2 Bedrooms, Oceanfront | View from room

"Very nice grounds and clean rooms. The staff was very helpful. "

includes taxes & fees

12 Mar - 13 Mar

"Before we arrived, we weren’t sure what to expect because the reviews were such a range of absolutely amazing or completely horrid. Our first time to the Keys, and we wanted an old school vibe that was quiet and relaxed, in the middle of the Florida Keys, and we could slow down and enjoy ourselves. The resort is older, but well maintained and clean. Yes, there are some dings in the flooring, and walls, but age isn’t dirt. I booked a deluxe king, and we had room 18, the Blue and Gold Macaw...

includes taxes & fees

12 Mar - 13 Mar

"Quiet and relaxing with an amazing sunrise each morning. Conveniently located in the middle of the Keys. Staff was very accommodating."

includes taxes & fees

24 Mar - 25 Mar

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$337 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.