Holiday Rentals in Grassy Key

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Our top choices for Grassy Key holiday rentals

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (290 reviews)
"great place great views"
United States
Matthew
The price is €253
includes taxes & fees
4 May - 5 May
Yacht Haven Marina

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (949 reviews)
"Had a great time here. Towels were clean everyday, coffee was available at the bar at our convenience, check in was simple as well as the door lock, happy with our decision to stay here, This is our 2nd time here and we will be back again. "
United States
jennifer
The price is €126
includes taxes & fees
4 May - 5 May
Tropical Cottages

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (216 reviews)
"Convenient location, clean and well maintained property. Fun experience being on a houseboat. "
United States
Brooke
The price is €314
includes taxes & fees
29 Apr - 30 Apr
Aqua Lodge Rentals At Coconut Cay

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,242 reviews)
"The pool was ok. It was crowded for most of our stay. "
United States
Teresa
The price is €245
includes taxes & fees
3 May - 4 May
Skipjack Resort & Marina

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,183 reviews)
"Great accommodations, very clean and comfortable. The view of the 7 Mile Bridge was a great surprise. Location was perfect! "
United States
Cheryl
The price is €128
includes taxes & fees
4 May - 5 May
Knight's Key Suites

Florida Keys Getaway w/ Stunning Ocean Views

Florida Keys Getaway w/ Stunning Ocean Views
4.0 star property
Long Key
The price is €906
includes taxes & fees
6 Apr - 7 Apr
Florida Keys Getaway w/ Stunning Ocean Views

Brand New Marina View Suite – Pool and Tiki Bar

Brand New Marina View Suite – Pool and Tiki Bar
Marathon
Brand New Marina View Suite – Pool and Tiki Bar

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, (50 reviews)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
The price is €569
includes taxes & fees
13 Apr - 14 Apr
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Waterfront Marina Suite – Pool, Tiki Bar and Views

Waterfront Marina Suite – Pool, Tiki Bar and Views
Marathon
The price is €522
includes taxes & fees
6 Apr - 7 Apr
Waterfront Marina Suite – Pool, Tiki Bar and Views

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, (6 reviews)
"Everything about the stay was nice. "
United States
Mario S.
The price is €569
includes taxes & fees
14 Apr - 15 Apr
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Heated Pool, Views, Vaca Cut , Gulf & Atlantic Access. Availability Nov + Dec

Heated Pool, Views, Vaca Cut , Gulf & Atlantic Access. Availability Nov + Dec
Coral Lagoon
10.0 out of 10, Exceptional, (274 reviews)
"Excellent stay for a family."
United States
Sandra P.
The price is €772
includes taxes & fees
5 Apr - 6 Apr
Heated Pool, Views, Vaca Cut , Gulf & Atlantic Access. Availability Nov + Dec

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
10.0 out of 10, Exceptional, (1 review)
"House was fantastic. Back deck and pool area were so nice !!!"
United States
Ryan M.
The price is €1,284
includes taxes & fees
19 Apr - 20 Apr
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available

Private Beach / Private overwater dock / Heated Pool / Mahi Key

Private Beach / Private overwater dock / Heated Pool / Mahi Key
Matecumbe
10.0 out of 10, Exceptional, (2 reviews)
"This property and the entire community was amazing. This was a fantastic vacation. One of the best we have had in years!"
United States
Gmac W.
Private Beach / Private overwater dock / Heated Pool / Mahi Key

Waterfront Condo – Pool, Tiki Bar and Marina

Waterfront Condo – Pool, Tiki Bar and Marina
Marathon
9.8 out of 10, Exceptional, (26 reviews)
"Super easy check in, great location in the Keys and very quiet in the room."
United States
Eric
Waterfront Condo – Pool, Tiki Bar and Marina

Marathon Oceanfront Suite | Balcony + 2 Luxe Baths

Marathon Oceanfront Suite | Balcony + 2 Luxe Baths
Marathon
10.0 out of 10, Exceptional, (4 reviews)
"Loved every moment!!!"
United States
Florida Gail S.
The price is €733
includes taxes & fees
26 Apr - 27 Apr
Marathon Oceanfront Suite | Balcony + 2 Luxe Baths

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

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.4 out of 10, Exceptional, (21 reviews)
"Awesome place to stay"
United States
Takuma F.
The price is €608
includes taxes & fees
27 Apr - 28 Apr
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

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, (34 reviews)
"Perfect for our get away"
United States
Kelly H.
The price is €569
includes taxes & fees
13 Apr - 14 Apr
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

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, (32 reviews)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
The price is €591
includes taxes & fees
20 Apr - 21 Apr
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Dbl Queen Room | Pool, Spa & Kayak | No Hidden Fee

Dbl Queen Room | Pool, Spa & Kayak | No Hidden Fee
Duck Key
10.0 out of 10, Exceptional, (1 review)
"Everything was great! Beautiful resort and hotel room. "
United States
Jennifer P.
The price is €487
includes taxes & fees
26 Apr - 27 Apr
Dbl Queen Room | Pool, Spa & Kayak | No Hidden Fee

Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Duck Key
10.0 out of 10, Exceptional, (16 reviews)
"Nice place, clean, relaxing, and well maintained, with great communication from the host. It was a wonderful and relaxing getaway with our family. They offer a military discount, which we truly appreciated. We all enjoyed our stay. We will definitely be back for a longer stay."
United States
Mario S.
Tiny Villa, Big Ocean Views| Breathtaking Sunsets
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 €126 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.