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
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Grassy Key condo rentals

A poolside area with sun loungers and umbrellas, palm trees, and a clear blue sky.

1. 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 CA $240
CA $577 total
includes taxes & fees
Nov 8 - Nov 9
Resort Condo with Marina Views, Pool, Tiki, Breakfast
A poolside area with lounge chairs and umbrellas, palm trees, and a clear sky.

2. 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 CA $189
CA $483 total
includes taxes & fees
Nov 3 - Nov 4
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
A nighttime pool area with a clear view of the pool, lounge chairs, and palm trees.

3. 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 CA $267
CA $585 total
includes taxes & fees
Nov 3 - Nov 4
Waterfront Suite with Pool, Tiki Bar & Marina
A poolside area with lounge chairs and umbrellas, a pool, and palm trees.

4. 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 CA $235
CA $553 total
includes taxes & fees
Nov 3 - Nov 4
Marina View Escape with Pool, Tiki & Breakfast
A poolside area with a wooden pergola, lounge chairs, and potted plants.

5. 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 CA $240
CA $585 total
includes taxes & fees
Nov 8 - Nov 9
Canal Front Retreat with Pool + Free Breakfast
A poolside area with lounge chairs and umbrellas, palm trees, and a clear sky.

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 CA $252
CA $559 total
includes taxes & fees
Nov 3 - Nov 4
Sombrero Beach Tropical Getaway in the Heart of Marathon
A pool area with a clear blue sky, palm trees, and a covered seating area.

7. Waterfront Retreat with Marina Views & Pool

Waterfront Retreat with Marina Views & Pool
Marathon
The price is CA $281
CA $584 total
includes taxes & fees
Nov 8 - Nov 9
Waterfront Retreat with Marina Views & Pool
A marina with multiple boats docked, a waterfront building, and a clear sky.

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

Canalfront 1BR condo with balcony, full kitchen, Wi-Fi, parking.
Marathon
The price is CA $732
CA $861 total
includes taxes & fees
Nov 3 - Nov 4
Canalfront 1BR condo with balcony, full kitchen, Wi-Fi, parking.
An aerial view of a resort with a large rectangular swimming pool, multiple lounge areas with white chairs and umbrellas, and palm trees.

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 CA $264
CA $588 total
includes taxes & fees
Nov 3 - Nov 4
Marina View Suite with Pool & Tiki Bar
A spacious living area with a large island, a sofa, and a TV mounted on the wall.

10. 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
Marina View Getaway with Pool & Free Breakfast
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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Grassy Key Condo Rentals information

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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 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 .
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.
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 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.

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