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Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

Compare 164 Condo Rentals in Grassy Key with updated reviews, rates, and availability.

The Reef at Marathon, Florida Keys
Deluxe Villa | Living area | 42-inch flat-screen TV with cable channels, table tennis

The Reef at Marathon, Florida Keys

4.0 star property
8.8 out of 10, Excellent, (3)
"We really enjoyed staying at The Reef. I would say that it would have been a better experience if the washing machine worked properly- does not drain. Also we had to leave at 4 am to catch a flight- we should not be ask to take off the linens and put in the washing machine before leaving. It was not feasible. Thank you "
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, (41)
"We just returned from a Spring Break get-away to Duck Key. This condo was perfect for myself ], husband and our niece (13) and nephew (11)! The floor plan was very conducive with large/modern bedrooms and bathrooms and terrific extra space on the back deck. Our host was very responsive on the morning when we had trouble locating the toaster! He helped us locate it within 30 minutes of the initial communication! Lovely place to stay!!!"
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
Fridge, microwave, oven, stovetop

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, (3)
"this place was great . the owner was super nice and handled a small problem fast. as for location it was also great. close to beach. and resturants. we traveled to key west one day and had a blast..."
The price is SAR 657
SAR 1,519 total
includes taxes & fees
21 Apr - 22 Apr
Sombrero Beach Tropical Getaway in the Heart of Marathon
Beach, Heated Pool & Ocean Views
A heated pool

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, (85)
"House was super clean!! Great location walking to cabana club! Owners were so helpful and nice! Thank you for sharing your home and being a part of our family’s memories! Would love to stay again soon! "
Canal side location with beach & pool club membership!
The Reef at Marathon
Exterior

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!
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (194)
"We lived everything about our stay! Prior to arrival communication with the owner was wonderful. We received an email with information about the area/restaurants/activities that was very helpful and the restaurant suggestions were all amazing! Check in was very easy. The condo was clean and well stocked, exactly as pictured. The pool area was perfect. It wasn’t very crowded, but there were plenty of lounge chairs and shaded table seating. The beach area was beautiful as well. The kitchen was...
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
Outdoor pool, a heated pool

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!
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (134)
"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 5/1-5/10/25+DOCK+POOL+GYM+”150” 5 STAR REVIEWS!
Exterior

AQUAMARINE OCEANVIEW “FLASH SALE 5/1-5/10/25+DOCK+POOL+GYM+”150” 5 STAR 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 5/1-5/10/25+DOCK+POOL+GYM+”150” 5 STAR REVIEWS!
Tropical oasis near all the action with central AC & balcony
Fridge, microwave, oven, stovetop

Tropical oasis near all the action with central AC & balcony

8.8 out of 10, Excellent, (36)
"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
A heated pool

One Of A Kind Ocean Front With Boat Slip

9.8 out of 10, Exceptional, (46)
"Great property with a beautiful view of the ocean. Protected boat slip. Halfway between Marathon and Islamorada. We loved it!"
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, (69)
"Beautiful place. Five star experience. "
Waterfront Dream Condo with Panoramic Views, Near Vaca Cut
Duck Key Getaway: Charming 3BR Condo with Water Views, Steps from Angler & Ale, Near Marathon
3 bedrooms, internet, bed sheets

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

8.6 out of 10, Excellent, (38)
"Our stay at this Duck Key Vrbo was exactly as expected, which is always a good thing! Check-in was seamless, and everything matched the listing details. We love to walk, and the immediate area was perfect for that, offering peaceful surroundings and scenic views. It was a pleasant and hassle-free experience, making for a relaxing getaway."
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

🌊 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
Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards
A heated pool

Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards

9.0 out of 10, Wonderful, (24)
"Great property with great views."
Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards
🌇 Ocean Sunset Views with Pool and Dock 🌇
Outdoor pool, a heated pool

🌇 Ocean Sunset Views with Pool and Dock 🌇

9.0 out of 10, Wonderful, (37)
"Great property, loved the pool,screened porch, pier for fishing and just great views, Host was great. We locked ourselves out once and he sent somebody to resolve the issue in less than 10 minutes.Place is kind of "Old School"but it was right for us. Gives of a good classic Keys Vibe,"
🌇 Ocean Sunset Views with Pool and Dock 🌇
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 SAR 657 to SAR 657 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 164 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.