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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Grassy Key condo rentals

A nighttime pool area with a clear view of the pool, lounge chairs, and palm trees.

1. Waterfront Suite with Pool, Tiki Bar & Marina

Waterfront Suite with Pool, Tiki Bar & Marina
Marathon
10.0 out of 10, Exceptional, (1 review)
"The condo was super clean and nice very close to Publix, the beach, the flowrider! A great location along with a relaxing and beautiful place to come back to after fishing all day!"
United States
Grace K.
Waterfront Suite with Pool, Tiki Bar & Marina
A modern kitchen with a marble countertop, a dining area with a table set for four, and a balcony with a view of greenery.

2. 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 €315
includes taxes & fees
17 Sept - 18 Sept
Boot Key Harbor Retreat with Pool & Breakfast
A poolside area with lounge chairs and umbrellas, palm trees, and a clear sky.

3. 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)
"The location and nightly entertainment. "
United States
Robert H.
The price is €319
includes taxes & fees
17 Sept - 18 Sept
Sombrero Beach Tropical Getaway in the Heart of Marathon
A poolside area with a wooden pergola, lounge chairs, and potted plants.

4. Canal Front Retreat with Pool + Free Breakfast

Canal Front Retreat with Pool + Free Breakfast
Marathon
9.8 out of 10, Exceptional, (29 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
A spacious living area with a large island, a sofa, and a TV mounted on the wall.

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
The price is €319
includes taxes & fees
17 Sept - 18 Sept
Marina View Getaway with Pool & Free Breakfast
A dining area with a view of boats and a sunset.

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

Waterfront Escape with Pool, Tiki, Breakfast & Marina
Marathon
10.0 out of 10, Exceptional, (2 reviews)
"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.
The price is €320
includes taxes & fees
17 Sept - 18 Sept
Waterfront Escape with Pool, Tiki, Breakfast & Marina
A poolside area with lounge chairs and umbrellas, a pool, and palm trees.

7. 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 €332
includes taxes & fees
17 Sept - 18 Sept
Marina View Escape with Pool, Tiki & Breakfast
An aerial view of a resort with a large rectangular swimming pool, multiple lounge areas with white chairs and umbrellas, and palm trees.

8. 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.
The price is €311
includes taxes & fees
17 Sept - 18 Sept
Marina View Suite with Pool & Tiki Bar
A pool area with a clear blue sky, palm trees, and a covered seating area.

9. Waterfront Retreat with Marina Views & Pool

Waterfront Retreat with Marina Views & Pool
Marathon
The price is €311
includes taxes & fees
17 Sept - 18 Sept
Waterfront Retreat with Marina Views & Pool
A poolside area with sun loungers and umbrellas, palm trees, and a clear blue sky.

10. 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 €321
includes taxes & fees
20 Sept - 21 Sept
Resort Condo with Marina Views, Pool, Tiki, Breakfast
A poolside area with lounge chairs and umbrellas, palm trees, and a clear sky.

11. 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, (15 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 €346
includes taxes & fees
17 Sept - 18 Sept
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
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

Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"Beautiful resort"
Katherine 2-night trip
Posted 15 hours ago
Hawks Cay Resort

Find out more about Grassy Key

Grassy Key Condo Rentals information

Number of reviews
9,859
Accommodation
205 Condo Rentals
Lowest Price
€67
Highest Price
€480

Frequently asked questions

How much do condos in Grassy Key cost?
The price range for condos in Grassy Key is €67 to €480 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 8.5.
How many condos are there in Grassy Key?
Pack your bags and pick from 205 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.

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