A dolphin swimming near a wooden dock and a tree branch in the water.

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Grassy Key condo rentals

Property grounds

1. Ocean front gated privacy with 3 bedrooms and protected boat slip.

Ocean front gated privacy with 3 bedrooms and protected boat slip.
Layton
10.0 out of 10, Exceptional, (63 reviews)
"This is a beautiful place to stay for exploring the keys. We would stay here again."
United States
Mark H.
Ocean front gated privacy with 3 bedrooms and protected boat slip.
Outdoor pool

2. Waterfront Suite with Pool, Tiki Bar & Marina

Waterfront Suite with Pool, Tiki Bar & Marina
Marathon
The price is SAR 600
SAR 1,479 total
includes taxes & fees
6 Aug - 7 Aug
Waterfront Suite with Pool, Tiki Bar & Marina
Outdoor pool, a heated pool

3. Canal Front Retreat with Pool + Free Breakfast

Canal Front Retreat with Pool + Free Breakfast
Marathon
9.8 out of 10, Exceptional, (28 reviews)
"Super easy check in, great location in the Keys and very quiet in the room."
United States
Eric
Canal Front Retreat with Pool + Free Breakfast
Terrace/patio

4. Sombrero Beach Tropical Getaway in the Heart of Marathon

Sombrero Beach Tropical Getaway in the Heart of Marathon
Marathon
9.6 out of 10, Exceptional, (25 reviews)
"Loved this place, fun atmosphere! Can’t wait to come back.. "
United States
jeff l.
The price is SAR 676
SAR 1,552 total
includes taxes & fees
9 Aug - 10 Aug
Sombrero Beach Tropical Getaway in the Heart of Marathon
Smart TV, table tennis

5. Marina View Getaway with Pool & Free Breakfast

Marina View Getaway with Pool & Free Breakfast
Marathon
10.0 out of 10, Exceptional, (1 review)
"Very clean and convenient to shops and restaurants "
United States
JOHN
Marina View Getaway with Pool & Free Breakfast
Interior

6. Boot Key Harbor Retreat with Pool & Breakfast

Boot Key Harbor Retreat with Pool & Breakfast
Marathon
10.0 out of 10, Exceptional, (2 reviews)
"The condo was beautifully decorated and furnished as well as being exceptionally clean."
United States
Rose P.
The price is SAR 758
SAR 1,669 total
includes taxes & fees
9 Aug - 10 Aug
Boot Key Harbor Retreat with Pool & Breakfast
Outdoor pool, a heated pool

7. Resort Condo with Marina Views, Pool, Tiki, Breakfast

Resort Condo with Marina Views, Pool, Tiki, Breakfast
Marathon
9.4 out of 10, Exceptional, (22 reviews)
"Great place to stay which had everything we needed. Very quiet. We loved it and would stay there again!"
United States
Heather K.
The price is SAR 564
SAR 1,584 total
includes taxes & fees
6 Aug - 7 Aug
Resort Condo with Marina Views, Pool, Tiki, Breakfast
Terrace/patio

8. Tropical Oasis on Sombrero Beach in the Heart of Marathon FL

Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
Marathon
9.8 out of 10, Exceptional, (14 reviews)
"What a charming and beautiful property. Beautiful landscape and the room was clean and comfortable. (The only minor issue was the lack of electrical outlets , but we brought our own extension cords) We definitely recommend this place 👌"
United States
JOHN
The price is SAR 592
SAR 1,464 total
includes taxes & fees
10 Aug - 11 Aug
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
Outdoor pool

9. Marina View Escape with Pool, Tiki & Breakfast

Marina View Escape with Pool, Tiki & Breakfast
Marathon
9.6 out of 10, Exceptional, (4 reviews)
"Great area"
United States
Jennifer W.
The price is SAR 689
SAR 1,591 total
includes taxes & fees
6 Aug - 7 Aug
Marina View Escape with Pool, Tiki & Breakfast
Interior

10. Waterfront Escape with Pool, Tiki, Breakfast & Marina

Waterfront Escape with Pool, Tiki, Breakfast & Marina
Marathon
10.0 out of 10, Exceptional, (1 review)
"This is a clean, stylish condo in a location close to everything we needed, including grocery stores, restaurants, and fun things to do. It's convenient, but also feels tucked back into a private area. We enjoyed having a waterfront view. It was also nice to have access to the Skipjack resort amenities including the poolside bar and a laundry room. The included breakfast at the resort is basic, but convenient, and the staff of the resort were very welcoming and helpful. Our favorite thing about...
United States
Julie P.
Waterfront Escape with Pool, Tiki, Breakfast & Marina
Outdoor pool

11. Marina View Suite with Pool & Tiki Bar

Marina View Suite with Pool & Tiki Bar
Marathon
8.0 out of 10, Very Good, (1 review)
"It was a little pricey but the new apartments are spotless and the bed is very confortable. Kate was fantastic to help me resolve my issue. The pool could use some renovations but it’s very clean with plenty of nice pool chairs. We will stay there again. "
United States
Florence P.
Marina View Suite with Pool & Tiki Bar
Outdoor pool

12. Waterfront Retreat with Marina Views & Pool

Waterfront Retreat with Marina Views & Pool
Marathon
Waterfront Retreat with Marina Views & Pool
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

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

10/10 Excellent
"Beautiful property!"
nafeeza 2-night trip
Posted less than an hour ago
Isla Bella Beach Resort & Spa

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 traveler favorite 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 .
How many condos are there in Grassy Key?
Pack your bags and pick from 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.