Search Grassy Key Condo Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Grassy Key condo rentals

Outdoor pool
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL

Condo in Marathon

Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
2.0 star property
9.0 out of 10, Wonderful, (4)
"Unit was very clean and recently remodeled. The building was a little difficult to find in the dark at night, but I would definitely recommend staying here again."
United States
Nancy M.
The price is €360
includes taxes & fees
13 Jan - 14 Jan 2026
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
1 bedroom, iron/ironing board, free WiFi, bed sheets
Waterfront Fun: Pool, Marina, Tiki Bar & Beach!

Condo in Marathon

Waterfront Fun: Pool, Marina, Tiki Bar & Beach!
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 €441
includes taxes & fees
22 Dec - 23 Dec
Waterfront Fun: Pool, Marina, Tiki Bar & Beach!
Outdoor pool
Sombrero Beach Tropical Getaway in the Heart of Marathon

Condo in Marathon

Sombrero Beach Tropical Getaway in the Heart of Marathon
2.0 star property
9.4 out of 10, Exceptional, (9)
"Convenient location to our needs. Store right around the corner as well as Sombrero beach "
United States
Brian D.
The price is €397
includes taxes & fees
6 Jan - 7 Jan 2026
Sombrero Beach Tropical Getaway in the Heart of Marathon
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Grassy Key Hotel Reviews

Rainbow Bend Resort

Rainbow Bend Resort

10/10 Excellent
"We enjoyed this resort because it was quiet! It is right on the ocean so, amazing views. When we were there, there were a lot of mudflats right in front which meant birdwatching was fabulous. The daily breakfasts were top notch! "
Laura 6-night trip
Posted 2 days ago
Rainbow Bend Resort

Find out more about Grassy Key

Grassy Key Condo Rentals information

Number of reviews
30
Accommodation
174 Condo Rentals
Lowest Price
€360
Highest Price
€397

Frequently asked questions

How much do condos in Grassy Key cost?
The price range for condos in Grassy Key is €360 to €397 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 9.3.
How many condos are there in Grassy Key?
Pack your bags and pick from 174 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.
Are there any family-friendly condos in Grassy Key?
Many visitors needing family-friendly condos in Grassy Key pick The Reef At Marathon. With a 3-star rating and amenities like an ocean view and a marina, you're sure to feel right at home here. Alternatively, check out 3.5-star Indigo Reef Resort Villas And Marina By Keyscaribbean. A marina and a terrace help make it a comfortable base for your Grassy Key getaway. After checking in and chilling in your comfy new digs, it's time to head out and visit some of the local sights. Coco Plum Beach and Curry Hammock State Park are some of the best family-friendly attractions in Grassy Key.
Why book your condo in Grassy Key with Expedia?
Getaways shouldn't be difficult, so if you're seeking condos at an affordable rate, Expedia has your back. Keep costs down and pick something small and cosy, or splurge on a high-end condo and really spoil your crew. Our search filters make it easy to lock in a stay in Grassy Key that meets your needs.
How can I find cheap condos in Grassy Key?
With Expedia's filter tool, getting your hands on cheap condos in Grassy Key is easy. To view accommodation that'll make your wallet smile, fine-tune your search results by star rating, budget and amenities.

Explore a world of travel with Expedia