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Check prices for these dates

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

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.
The price is ￥39,330
￥108,354 total
includes taxes & fees
Aug 23 - Aug 24
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 ￥26,576
￥63,817 total
includes taxes & fees
Aug 11 - Aug 12
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
The price is ￥28,791
￥72,931 total
includes taxes & fees
Aug 12 - Aug 13
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 ￥28,318
￥65,799 total
includes taxes & fees
Aug 12 - Aug 13
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
The price is ￥32,368
￥71,166 total
includes taxes & fees
Aug 11 - Aug 12
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 ￥31,857
￥70,114 total
includes taxes & fees
Aug 9 - Aug 10
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 ￥23,617
￥66,373 total
includes taxes & fees
Aug 6 - Aug 7
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 ￥24,778
￥61,188 total
includes taxes & fees
Sep 3 - Sep 4
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 ￥28,961
￥66,834 total
includes taxes & fees
Aug 6 - Aug 7
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.
The price is ￥35,435
￥75,111 total
includes taxes & fees
Aug 11 - Aug 12
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.
The price is ￥29,302
￥66,904 total
includes taxes & fees
Aug 9 - Aug 10
Marina View Suite with Pool & Tiki Bar
Outdoor pool

12. Waterfront Retreat with Marina Views & Pool

Waterfront Retreat with Marina Views & Pool
Marathon
The price is ￥29,131
￥67,026 total
includes taxes & fees
Aug 11 - Aug 12
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

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent
"Love the Keys! great hotel and great view and so many restaurants close by"
Daniela 5-night trip
Posted 1 hour ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Find out more about Grassy Key

Grassy Key Condo Rentals information

Number of reviews
161
Accommodation
185 Condo Rentals
Lowest Price
￥61,188
Highest Price
￥108,354

Frequently asked questions

How much do condos in Grassy Key cost?
The price range for condos in Grassy Key is ￥61,188 to ￥108,354 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 9.6.
How many condos are there in Grassy Key?
Pack your bags and pick from 185 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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