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
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Grassy Key condo rentals

Pool

1. 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
The price is AU$794
includes taxes & fees
3 Sept - 4 Sept
Canal Front Retreat with Pool + Free Breakfast
Pool

2. 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.
The price is AU$476
includes taxes & fees
30 Aug - 31 Aug
Waterfront Suite with Pool, Tiki Bar & Marina
Living area

3. 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 AU$475
includes taxes & fees
30 Aug - 31 Aug
Marina View Getaway with Pool & Free Breakfast
Interior

4. 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 AU$482
includes taxes & fees
30 Aug - 31 Aug
Boot Key Harbor Retreat with Pool & Breakfast
Terrace/patio

5. 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 AU$528
includes taxes & fees
3 Sept - 4 Sept
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
Pool

6. 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 AU$490
includes taxes & fees
29 Aug - 30 Aug
Resort Condo with Marina Views, Pool, Tiki, Breakfast
Terrace/patio

7. 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 AU$566
includes taxes & fees
3 Sept - 4 Sept
Sombrero Beach Tropical Getaway in the Heart of Marathon
Pool

8. 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 AU$562
includes taxes & fees
2 Sept - 3 Sept
Marina View Escape with Pool, Tiki & Breakfast
Pool

9. 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 AU$521
includes taxes & fees
30 Aug - 31 Aug
Marina View Suite with Pool & Tiki Bar
Pool

10. Waterfront Retreat with Marina Views & Pool

Waterfront Retreat with Marina Views & Pool
Marathon
The price is AU$498
includes taxes & fees
30 Aug - 31 Aug
Waterfront Retreat with Marina Views & Pool
Interior

11. 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 AU$570
includes taxes & fees
30 Aug - 31 Aug
Waterfront Escape with Pool, Tiki, Breakfast & Marina
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

Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

10/10 Excellent
"Parking was limited, but I was there during the off season, so it was easy to secure a good space"
Ric 2-night trip
Posted 9 hours ago
Captain Pips Marina & Hideaway

Find out more about Grassy Key

Grassy Key Condo Rentals information

Number of reviews
100
Accommodation
186 Condo Rentals
Lowest Price
AU$475
Highest Price
AU$794

Frequently asked questions

How much do condos in Grassy Key cost?
Condos in Grassy Key range from AU$475 to AU$794 per night. This means extra room for the entire family at a price that doesn't break the bank. This price was 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.
How many condos are there in Grassy Key?
Grassy Key has 186 condos. To help you find the perfect stay, use our filter tool to search for the amenities or perks you need.
What is there to do in Grassy Key near my condo?
You'll find tons of wonderful things to sink your teeth into in Grassy Key. Head for big attractions like Curry Hammock State Park, Coco Plum Beach and Florida Keys Aquarium Encounters. Crane Point Museum and Nature Centre, Captain Hooks Marina and Dive Centre and San Pablo Catholic Church are also visitor favourites.

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