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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Grassy Key condo rentals

A modern kitchen with a large window, a coffee maker, and a welcome sign.

1. 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 NZ$651
includes taxes & fees
16 Nov - 17 Nov
Boot Key Harbor Retreat with Pool & Breakfast
A poolside area with a wooden pergola, lounge chairs, and potted plants.

2. Canal Front Retreat with Pool + Free Breakfast

Canal Front Retreat with Pool + Free Breakfast
Marathon
9.8 out of 10, Exceptional, (30 reviews)
"Super easy check in, great location in the Keys and very quiet in the room."
United States
Eric
The price is NZ$742
includes taxes & fees
17 Nov - 18 Nov
Canal Front Retreat with Pool + Free Breakfast
A poolside area with a wooden canopy bed, lounge chairs, and potted plants.

3. 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, (16 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 NZ$662
includes taxes & fees
16 Nov - 17 Nov
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
A spacious living area with a large island, a sofa, and a TV mounted on the wall.

4. Marina View Getaway with Pool & Free Breakfast

Marina View Getaway with Pool & Free Breakfast
Marathon
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and convenient to shops and restaurants "
United States
JOHN
The price is NZ$712
includes taxes & fees
16 Nov - 17 Nov
Marina View Getaway with Pool & Free Breakfast
A nighttime pool area with a clear view of the pool, lounge chairs, and palm trees.

5. 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 NZ$690
includes taxes & fees
16 Nov - 17 Nov
Waterfront Suite with Pool, Tiki Bar & Marina
A poolside area with a wooden canopy bed, lounge chairs, and potted plants.

6. Sombrero Beach Tropical Getaway in the Heart of Marathon

Sombrero Beach Tropical Getaway in the Heart of Marathon
Marathon
9.8 out of 10, Exceptional, (26 reviews)
"The location and nightly entertainment. "
United States
Robert H.
The price is NZ$710
includes taxes & fees
20 Nov - 21 Nov
Sombrero Beach Tropical Getaway in the Heart of Marathon
A swimming pool with blue lounge chairs and umbrellas, surrounded by palm trees and buildings.

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 NZ$790
includes taxes & fees
18 Nov - 19 Nov
Resort Condo with Marina Views, Pool, Tiki, Breakfast
A spacious living area with a large white marble island, a beige sofa, and a television mounted on the wall.

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 NZ$750
includes taxes & fees
18 Nov - 19 Nov
Marina View Suite with Pool & Tiki Bar
A modern living room with a large white table, a sofa, and a TV displaying a beach scene.

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 NZ$778
includes taxes & fees
16 Nov - 17 Nov
Marina View Escape with Pool, Tiki & Breakfast
A modern living room with a large white island, a sofa, a coffee table, and a view of boats on the water through large windows.

10. 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 NZ$763
includes taxes & fees
16 Nov - 17 Nov
Waterfront Escape with Pool, Tiki, Breakfast & Marina
A pool area with lounge chairs, umbrellas, and a bar area.

11. Waterfront Retreat with Marina Views & Pool

Waterfront Retreat with Marina Views & Pool
Marathon
The price is NZ$763
includes taxes & fees
16 Nov - 17 Nov
Waterfront Retreat with Marina Views & Pool
A balcony with two chairs, a potted plant, and a view of a residential area with palm trees and a building.

12. Canalfront 1BR condo with balcony, full kitchen, Wi-Fi, parking.

Canalfront 1BR condo with balcony, full kitchen, Wi-Fi, parking.
Marathon
The price is NZ$1,100
includes taxes & fees
16 Nov - 17 Nov
Canalfront 1BR condo with balcony, full kitchen, Wi-Fi, parking.
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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Learn more about Grassy Key

Discover the seaside area of Grassy Key—beaches, a marina and sights from Curry Hammock State Park to Grassy Key Marina.

See all hotels in Grassy Key
A building with a blue awning labeled "Dolphin Research Center" and a dolphin logo.

Top reviews in Grassy Key

A beach with palm trees, a sandy path, and beach chairs.
Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
Marathon

10/10 Excellent

Great stay family loved t
Australia
Alexander
Reviewed December 22, 2023
Aqua Lodge Rentals At Coconut Cay

Frequently Asked Questions

How much do condos in Grassy Key cost?

The price range for condos in Grassy Key is NZ$650 to NZ$1,099 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.

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.

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