Holiday Rentals in Grassy Key

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Holiday Rentals in Grassy Key

Yacht Haven Marina

3.5 star property
Marathon
9.8 out of 10, Exceptional, (224)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
United States
Xiomeidy
Yacht Haven Marina

Tropical Cottages

3.0 star property
Marathon
8.6 out of 10, Excellent, (903)
"Beautiful place, conveniently located "
United States
Clifton
The price is €92
includes taxes & fees
19 Nov - 20 Nov
Tropical Cottages

Aqua Lodge Rentals At Coconut Cay

3.5 star property
Marathon
9.6 out of 10, Exceptional, (192)
"Clean room, spacious, nice and quiet. "
United States
Douglas
Aqua Lodge Rentals At Coconut Cay

Knight's Key Suites

3.0 star property
Marathon
9.0 out of 10, Wonderful, (1155)
"Room were clean and staff was very helpful "
United States
Leonard
The price is €117
includes taxes & fees
30 Nov - 1 Dec
Knight's Key Suites

Skipjack Resort & Marina

3.0 star property
Marathon
8.6 out of 10, Excellent, (1209)
"Had a great time in Marathon. Nice accommodations, very friendly staff."
Canada
Brenda
Skipjack Resort & Marina

Sombrero Beach Tropical Getaway in the Heart of Marathon

2.0 star property
Marathon
9.4 out of 10, Exceptional, (9)
"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 €285
includes taxes & fees
19 Nov - 20 Nov
Sombrero Beach Tropical Getaway in the Heart of Marathon

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key
9.6 out of 10, Exceptional, (45)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
The price is €606
includes taxes & fees
19 Dec - 20 Dec
Villa 5053 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)
"Everything about the stay was nice. "
United States
Mario S.
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key
9.2 out of 10, Wonderful, (18)
"Property was very nice, everything as expected based on listing. Very good place for families."
United States
Nicholas H.
The price is €516
includes taxes & fees
18 Dec - 19 Dec
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Waterfront Fun: Pool, Marina, Tiki Bar & Beach!

Marathon
9.6 out of 10, Exceptional, (18)
"I just finished a detailed response to the owner. We were well satisfied with the property and it's location."
United States
Michael S.
The price is €330
includes taxes & fees
22 Nov - 23 Nov
Waterfront Fun: Pool, Marina, Tiki Bar & Beach!

Beach House Getaway - Kayaks & 2-2.5 Villa

Duck Key
9.8 out of 10, Exceptional, (28)
"Its a nice place to stay "
United States
shiree p.
Beach House Getaway - Kayaks & 2-2.5 Villa

Waterfront Duck Key Villa

Marathon
9.2 out of 10, Wonderful, (61)
"Our group of 8 really enjoyed this property. We found it very clean and the back porch on the water was loved by all!!!"
United States
Teresa
Waterfront Duck Key Villa

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

Marathon
9.2 out of 10, Wonderful, (29)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
The price is €529
includes taxes & fees
18 Dec - 19 Dec
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Duck Key
9.4 out of 10, Exceptional, (32)
"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.
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Oceanfront Tiny Villa in the Heart of the FL Keys

Marathon
10.0 out of 10, Exceptional, (11)
"Great place, beautiful view, close to everything."
United States
Maria G.
Oceanfront Tiny Villa in the Heart of the FL Keys

Seas the Keys Getaway

Duck Key
9.6 out of 10, Exceptional, (8)
"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 €412
includes taxes & fees
19 Nov - 20 Nov
Seas the Keys Getaway

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

Duck Key
10.0 out of 10, Exceptional, (1)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
The price is €697
includes taxes & fees
19 Dec - 20 Dec
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Charming 2-bedroom house in Marathon with pool

Marathon
8.0 out of 10, Very good, (1)
"Great Home & Location & Enjoyable Stay! Thanks!"
United States
James J.
The price is €536
includes taxes & fees
19 Nov - 20 Nov
Charming 2-bedroom house in Marathon with pool

Marathon Oceanfront Room | 2Queens + Spa-Like Bath

Marathon
The price is €342
includes taxes & fees
20 Nov - 21 Nov
Marathon Oceanfront Room | 2Queens + Spa-Like Bath
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, apart-hotels, 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 €92 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.