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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 161 Condo Rentals in Grassy Key with updated reviews, rates, and availability.

The Reef at Marathon, Florida Keys
Deluxe Villa | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Reef at Marathon, Florida Keys

4.0 star property
9.0 out of 10, Wonderful, (2)
"Dated but very charming, clean, safe, quiet and private location. Parking is nice and easy! Pool is decent, although it would be nice if it stayed open a little later. The staff was very nice and accommodating (office hours are a bit limited). My only complaint is the water pressure is not great in the showers, but the water was nice and hot! Overall, it’s a great place to stay and would definitely stay there again. "
The Reef at Marathon, Florida Keys
Indigo Reef Resort Villas & Marina by KeysCaribbean
Outdoor pool

Indigo Reef Resort Villas & Marina by KeysCaribbean

3.5 star property
9.2 out of 10, Wonderful, (49)
"The unit we stayed in was very clean, beds comfy. The unit itself is showing some wear and tear but that did NOT affect the cleanliness. The view of the ocean was why i chose to stay here and was not disappointed. The patios of each unit are fairly close and do not lend alot of privacy--not genetally a problem, unless the neighbors decide to get affectionate (if you know what I mean 😀) The pool was clean and offered plenty of seating. I would definitely stay here again."
Indigo Reef Resort Villas & Marina by KeysCaribbean
Water Front Condo in Duck Key. FREE WIFI/CABLE. Over looking Gulf of Mexico.
Smart TV, fireplace

Water Front Condo in Duck Key. FREE WIFI/CABLE. Over looking Gulf of Mexico.

9.6 out of 10, Exceptional, (38)
"The condo was well appointed and immaculately clean! Having traveled by air there are several items we simply could not bring. We found so many extras like a large cooler and beach bag even pickle ball set up. Those items really helped us enjoy our over all stay in FL for the off times of the wedding events. Thanks again for the thoughtfulness! "
Water Front Condo in Duck Key. FREE WIFI/CABLE. Over looking Gulf of Mexico.
KCB-access Private Cabana Club,Dock on Canal,PET Friendly, Pickle ball courts
Pool

KCB-access Private Cabana Club,Dock on Canal,PET Friendly, Pickle ball courts

9.4 out of 10, Exceptional, (59)
"We really enjoyed our trip and would stay again. This duplex is on a quiet street a short walk from a membership club right on the beach with a bar, pool and hot tub. It is the best of both worlds, getting a quiet roomy place to stay then head over to the Cabana Club for some beach time."
KCB-access Private Cabana Club,Dock on Canal,PET Friendly, Pickle ball courts
Vibrant, waterfront retreat with WiFi, balcony & dock access
Beach

Vibrant, waterfront retreat with WiFi, balcony & dock access

8.4 out of 10, Very Good, (11)
"Great place "
Vibrant, waterfront retreat with WiFi, balcony & dock access
Sombrero Beach Tropical Getaway in the Heart of Marathon
Outdoor pool

Sombrero Beach Tropical Getaway in the Heart of Marathon

2.0 star property
10.0 out of 10, Exceptional, (2)
"I was very happy with the condo. It was clean and bright and looked out on a wide canal. It was next door to Skip Jacks so there was a great pool to use.The pictures online do not do it justice, It looks much better in person. "
The price is AED 643
AED 1,508 total
includes taxes & fees
5 Apr - 6 Apr
Sombrero Beach Tropical Getaway in the Heart of Marathon
Beach, Heated Pool & Ocean Views
Beach

Beach, Heated Pool & Ocean Views

9.6 out of 10, Exceptional, (41)
"Place was great"
Beach, Heated Pool & Ocean Views
P42 - Gulf Front condo with 3 bedrooms 2.5 baths, pool and dock
Property grounds

P42 - Gulf Front condo with 3 bedrooms 2.5 baths, pool and dock

9.2 out of 10, Wonderful, (23)
"We Loved this place so much! The view was great overlooking the beautiful pool, marina, and gulf waters beyond. There was so much space for our family to spread out and enjoy. And so much to see and do in the area— really awesome trip!!"
P42 - Gulf Front condo with 3 bedrooms 2.5 baths, pool and dock
Canal side location with beach & pool club membership!
Pool

Canal side location with beach & pool club membership!

9.6 out of 10, Exceptional, (84)
"This property was exactly as described. Very comfortable and homey with everything needed for day to day living. The host was very responsive and welcoming. Great place to hang for a family vacation."
Canal side location with beach & pool club membership!
The Reef at Marathon
Boating

The Reef at Marathon

3.0 star property
9.2 out of 10, Wonderful, (129)
"Great property "
The Reef at Marathon
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
Private beach, sun loungers, beach towels

One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!

10.0 out of 10, Exceptional, (193)
"The property was great for our week long stay. We enjoyed the walks on the beach and the hours by the pool. The neighbors were friendly and welcoming and shared places to eat and things to do. The condo was just the right size for 4 adults and was quiet. Michael was great to work with and available for any questions or problems. The only issue would be if you have a problem with stairs."
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
Gorgeous Ocean Views, Ground Floor Studio
Pool

Gorgeous Ocean Views, Ground Floor Studio

10.0 out of 10, Exceptional, (7)
"Worth the visit. We will be back. "
Gorgeous Ocean Views, Ground Floor Studio
BEACHFRONT CONDO on Coco Plum Beach with Heated Pool
On the beach, sun loungers, beach towels

BEACHFRONT CONDO on Coco Plum Beach with Heated Pool

10.0 out of 10, Exceptional, (50)
"Property was great, plenty spacious for 2 couples. Kitchen had everything we needed! Weather did not cooperate but that’s not anyone’s fault. Great location easy drive to Key West as a day trip. My only comment would be that the bathroom fan did not work but not a huge deal."
BEACHFRONT CONDO on Coco Plum Beach with Heated Pool
Canal-front condo with amazing views & convenient location
Pool

Canal-front condo with amazing views & convenient location

8.4 out of 10, Very Good, (40)
"Everything we needed"
Canal-front condo with amazing views & convenient location
1st Fl Condo with a Private Sandy Beach on Atlantic Ocean & Pool - fully loaded!
Sun loungers, beach towels

1st Fl Condo with a Private Sandy Beach on Atlantic Ocean & Pool - fully loaded!

9.8 out of 10, Exceptional, (133)
"Sunset Park a short walk away - seems like the whole neighborhood does sunset every night there.Nice private beach with plenty of chairs and loungesWell maintained property and pool"
1st Fl Condo with a Private Sandy Beach on Atlantic Ocean & Pool - fully loaded!
AQUAMARINE OCEANVIEW “”FLASH SALE 4/5-4/12/2025”””FREE DOCK+POOL+GYM+150 REVIEWS
Aerial view

AQUAMARINE OCEANVIEW “”FLASH SALE 4/5-4/12/2025”””FREE DOCK+POOL+GYM+150 REVIEWS

10.0 out of 10, Exceptional, (150)
"Everything was spot on! The property was as advertised, and our host was awesome. We have stayed in many vrbo properties, and hands down this was our best host ever. She genuinely wanted us to have a great visit. Thank you!"
AQUAMARINE OCEANVIEW “”FLASH SALE 4/5-4/12/2025”””FREE DOCK+POOL+GYM+150 REVIEWS
Tropical oasis near all the action with central AC & balcony
Dining

Tropical oasis near all the action with central AC & balcony

8.6 out of 10, Excellent, (35)
"My overall experience was amazing, very satisfied."
Tropical oasis near all the action with central AC & balcony
One Of A Kind Ocean Front With Boat Slip
Beach

One Of A Kind Ocean Front With Boat Slip

9.8 out of 10, Exceptional, (46)
"Such a special place! Private and quiet little gated area. Able to view manatees right a the dock and lots of penguins. Highly recommend"
One Of A Kind Ocean Front With Boat Slip
Waterfront Dream Condo with Panoramic Views, Near Vaca Cut
Exterior

Waterfront Dream Condo with Panoramic Views, Near Vaca Cut

10.0 out of 10, Exceptional, (68)
"Beautiful views perfect vacation spot!"
Waterfront Dream Condo with Panoramic Views, Near Vaca Cut
Duck Key Getaway: Charming 3BR Condo with Water Views, Steps from Angler & Ale, Near Marathon
Interior

Duck Key Getaway: Charming 3BR Condo with Water Views, Steps from Angler & Ale, Near Marathon

8.4 out of 10, Very Good, (35)
"We had an amazing time but the sink in master did not drain, the faucets were reversed hot/cold the shampoo dispenser did not work very limited in glasses and drinking cups. Didn't include coffee or any other stocked items. The location was perfect and the home was very cozy and convenient. Thank you."
Duck Key Getaway: Charming 3BR Condo with Water Views, Steps from Angler & Ale, Near 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.
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Other property types in Grassy Key

Waterfront Beauty 8-guests, Dock, Kayaks and more
Marina

Waterfront Beauty 8-guests, Dock, Kayaks and more

10.0 out of 10, Exceptional, (7)
"Wow! We enjoyed this beautiful home and had everything we could possibly need. The house has more than you need and it is clean and the beds are very comfortable. All the furniture was comfortable and the outdoors are amazing. I can’t describe just how special this home feels. I would highly recommend."
Waterfront Beauty 8-guests, Dock, Kayaks and more
Oceanfront Spanish Villa: 4 bed, loft, 8 guests
Outdoor dining

Oceanfront Spanish Villa: 4 bed, loft, 8 guests

2.0 star property
10.0 out of 10, Exceptional, (1)
"Best house ever. Very friendly host and ready to please with any requests. The beds were top quality. The house is perfect for families, the kitchen is great to cook, they have games, fishing poles and is very clean. We have never seen such beautiful sunsets. Easy to get to from anywhere in the country. Marathon is a unique destination, great food, quaint and you don’t get tired of coming back every year. WE RECOMMEND THIS HOUSE."
Oceanfront Spanish Villa: 4 bed, loft, 8 guests
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets
Outdoor pool, a heated pool

🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

9.2 out of 10, Wonderful, (40)
"Most an amazing place, with an amazing view. Frank was great to work with if had any questions or needs. We have been coming down to Marathon for 10 years and had one place we rented be sold, this was our first year at this location. So private, pool was amazing, kitchen had everything you need, all bedrooms had own bathroom, screen porch had unreal views. We will definitely be back next year and hopefully many years in the future. A little piece of heaven on earth."
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets
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.

Frequently asked questions

How much do condos in Grassy Key cost?
The price range for condos in Grassy Key is AED 643 to AED 643 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?
Grassy Key offers multiple condos with a total average guest review rating of 9.3. The Reef At Marathon By Capital Vacations is a favorite pick here. Guests staying at this 3-star condo can enjoy conveniences like a swimming pool and a barbecue grill. Indigo Reef Resort Villas And Marina By Keyscaribbean is another top pick. This 3.5-star property offers premium bedding and individually decorated rooms.
How many condos are there in Grassy Key?
Pack your bags and pick from 161 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.
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 cozy, 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 accommodations that’ll make your wallet smile, fine-tune your search results by star rating, budget and amenities.