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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Browse Select Grassy Key Condo Rentals

Indigo Reef Resort Villas & Marina by KeysCaribbean
Relax by the serene pool surrounded by lush palm trees and shaded lounge chairs.

Indigo Reef Resort Villas & Marina by KeysCaribbean

3.5 star property
9.2 out of 10, Wonderful, (49)
"A real gem. This property is clean and beautiful. Brand new dock, landscaping is perfect, location is within minutes of everything you would want while maintaining a “getting away from it all” vibe. We will be back. "
Indigo Reef Resort Villas & Marina by KeysCaribbean
The Reef at Marathon
Guests can enjoy stunning views of the marina from the comfort of their accommodations.

The Reef at Marathon

3.0 star property
9.2 out of 10, Wonderful, (129)
"Excellent location, well maintained!"
The Reef at Marathon
The Reef at Marathon, Florida Keys
Enjoy meals in this well-equipped kitchen and dining area, featuring a dishwasher, coffee maker, and blender.

The Reef at Marathon, Florida Keys

4.0 star property
9.4 out of 10, Exceptional, (8)
"It’s always been my favorite. The villas fit all my needs. Fantastic location and friendly staff."
The Reef at Marathon, Florida Keys
Topsider Resort
Stroll along the pier to the beachfront property, surrounded by lush greenery and palm trees.

Topsider Resort

3.5 star property
8.8 out of 10, Excellent, (61)
"Its a great choice for small families looking to relax. Heated pool and hot tub. on property beach access (gulf side). Kayaks and bikes to use. inside the dwelling, master bedroom w/ full bath, another bedroom w/ two twin beds, another full bath, full kitchen + kitchenette, and living room. Really pleased. "
Topsider Resort
Indigo Reef Resort Villas and Marina
Relax by the pool surrounded by palm trees and lounge chairs.

Indigo Reef Resort Villas and Marina

3.0 star property
Indigo Reef Resort Villas and Marina
Indigo Reef Marina Homes Close to Boat Slip by Pack and Relax
Villa, 3 Bedrooms | Balcony

Indigo Reef Marina Homes Close to Boat Slip by Pack and Relax

4.0 star property
Indigo Reef Marina Homes Close to Boat Slip by Pack and Relax
Gulfpointe by Pack and Relax
View from property

Gulfpointe by Pack and Relax

3.5 star property
Gulfpointe by Pack and Relax
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

Coconut Cay Resort & Marina

Coconut Cay Resort & Marina

10/10 Excellent
"I would rate this property an A. The only downfall was parking but everything else was amazing. "
Frank 2-night trip
Posted 1 day ago
Coconut Cay Resort & Marina

Frequently asked questions

How much do condos in Grassy Key cost?
The price range for condos in Grassy Key is to per night. No matter your budget, you're sure to find someplace that suits your needs — as well as your entire squad! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Grassy Key?
A traveller favourite is The Reef At Marathon. Settle in at this 3-star property which offers a tennis court and a swimming pool. Indigo Reef Resort Villas And Marina By Keyscaribbean is another highly rated condo to consider. Spend your break at this popular 3.5-star option and make the most of conveniences like a swimming pool and a barbecue grill. You'll have your pick of multiple condos in Grassy Key with a total average guest review rating of 9.0.
How many condos are there in Grassy Key?
Pack your bags and pick from 6 condos in Grassy Key. For work-related travel, a family getaway or anything in between, Expedia will help you find the right place in a few easy clicks.