Grassy Key Holiday Rentals

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Holiday Rentals in Grassy Key

Two Bedroom ADA Suite at Grassy Flats Conch House
The price is NZ$1,118
includes taxes & fees
28 Oct - 29 Oct
Two Bedroom ADA Suite at Grassy Flats Conch House
Three Bedroom Suite at Grassy Flats Conch House
The price is NZ$1,530
includes taxes & fees
26 Oct - 27 Oct
Three Bedroom Suite at Grassy Flats Conch House
Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (219)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
United States
Xiomeidy
Yacht Haven Marina
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (184)
"Beautiful experience! Amazing area and very clean. Lots of amenities including kayaks, boat rentals, a clean pool and the office staff was amazingly helpful. "
United States
Stephanie L Lynn
Aqua Lodge Rentals At Coconut Cay
Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (884)
"Wonderful place for a short stay"
United States
Danildo
The price is NZ$167
includes taxes & fees
26 Oct - 27 Oct
Tropical Cottages
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1152)
"Room were clean and staff was very helpful "
United States
Leonard
The price is NZ$205
includes taxes & fees
26 Oct - 27 Oct
Knight's Key Suites
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1207)
"Had a great time in Marathon. Nice accommodations, very friendly staff."
Canada
Brenda
Skipjack Resort & Marina
Marathon Oceanfront Room | 2Queens + Spa-Like Bath
The price is NZ$579
includes taxes & fees
26 Oct - 27 Oct
Marathon Oceanfront Room | 2Queens + Spa-Like Bath
Captain's Suite | Island View | No Hidden Fee
The price is NZ$2,270
includes taxes & fees
5 Nov - 6 Nov
Captain's Suite | Island View | No Hidden Fee
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
2.0 star property
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 NZ$1,966
includes taxes & fees
26 Oct - 27 Oct
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool
9.4 out of 10, Exceptional, (73)
"My brother my son and three other friends stayed the first five days. Fish bonded had a great time everyone thought the accommodations were great. Second five days my son the rest of my family joined us eight adults for children. Accommodated all of us very well. Pool was great location was very good."
United States
Mike S.
The price is NZ$1,313
includes taxes & fees
21 Nov - 22 Nov
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
10.0 out of 10, Exceptional, (13)
"We enjoyed our stay."
United States
H N.
The price is NZ$1,212
includes taxes & fees
26 Oct - 27 Oct
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
9.6 out of 10, Exceptional, (54)
"Very clean. "
United States
Oksana K.
The price is NZ$1,025
includes taxes & fees
20 Nov - 21 Nov
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Seas the Keys Getaway
9.6 out of 10, Exceptional, (8)
"Heated dip pool/hot tub. On the canal, great hosts, prompt replies and great communication."
United States
Dan
The price is NZ$792
includes taxes & fees
27 Oct - 28 Oct
Seas the Keys Getaway
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
The price is NZ$959
includes taxes & fees
27 Oct - 28 Oct
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Marathon Beachfront | King Bed + Veranda
The price is NZ$775
includes taxes & fees
26 Oct - 27 Oct
Marathon Beachfront | King Bed + Veranda
Marathon Beachfront | ADA 2 Queens + Veranda
The price is NZ$649
includes taxes & fees
26 Oct - 27 Oct
Marathon Beachfront | ADA 2 Queens + Veranda
Marathon Oceanfront | ADA Queen + 5 Pools
The price is NZ$614
includes taxes & fees
26 Oct - 27 Oct
Marathon Oceanfront | ADA Queen + 5 Pools
Marathon Oceanfront Room | King Bed + 5 Pools
The price is NZ$767
includes taxes & fees
26 Oct - 27 Oct
Marathon Oceanfront Room | King Bed + 5 Pools
4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request
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 NZ$2,034
includes taxes & fees
27 Oct - 28 Oct
4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request
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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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 favorite 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 depends 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 NZ$167 per night. Entering your travel dates in the search wizard you might find 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.