Grassy Key Vacation Rentals

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Our top choices for Grassy Key vacation rentals

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (207 reviews)
"A unique and interesting place to vacation. Relaxing yet close enough to things to do. I highly recommend the Aqua Loge rentals as a place to stay."
United States
Keith
$360 nightly
The price is $405
Jan 27 - Jan 28
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.8 out of 10, Exceptional, (261 reviews)
"Great place. "
Canada
Elizabeth
$374 nightly
The price is $421
Feb 1 - Feb 2
Total with taxes and fees
Yacht Haven Marina

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (920 reviews)
"Decent stay, easy check in and contactless checkout. Very quiet and nice place! "
United States
Swastik
$160 nightly
The price is $180
Jan 27 - Jan 28
Total with taxes and fees
Tropical Cottages

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,165 reviews)
"Nice shower and great location room was clean and comfortable"
United States
Bruce
$168 nightly
The price is $187
Jan 26 - Jan 27
Total with taxes and fees
Knight's Key Suites

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,220 reviews)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
$282 nightly
The price is $318
Jan 27 - Jan 28
Total with taxes and fees
Skipjack Resort & Marina

Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina
2.0 star property
Big Pine Key
8.8 out of 10, Excellent, (160 reviews)
"Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! "
United States
brenda
$305 nightly
The price is $343
Feb 22 - Feb 23
Total with taxes and fees
Sunshine Key RV Resort & Marina

Sombrero Beach Tropical Getaway in the Heart of Marathon

Sombrero Beach Tropical Getaway in the Heart of Marathon
Marathon
9.4 out of 10, Exceptional, (10 reviews)
"Nice location, central in Marathon. "
United States
Kris K.
$367 nightly
The price is $408
Feb 16 - Feb 17
Total with taxes and fees
Sombrero Beach Tropical Getaway in the Heart of Marathon

Crystal Waters - 2/2.5 Villa

Crystal Waters - 2/2.5 Villa
Marathon
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful expérience in Duck Key.Thank you Ana for your kind hospitality!See you next time !"
Canada
STEPHANIE H.
$403 nightly
The price is $447
Jan 29 - Jan 30
Total with taxes and fees
Crystal Waters - 2/2.5 Villa

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
8.6 out of 10, Excellent, (25 reviews)
"Great location! We enjoyed our time there."
United States
Erin T.
$538 nightly
The price is $597
Jan 26 - Jan 27
Total with taxes and fees
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
10.0 out of 10, Exceptional, (4 reviews)
"Everything about the stay was nice. "
United States
Mario S.
$575 nightly
The price is $638
Jan 29 - Jan 30
Total with taxes and fees
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Seas the Keys Getaway with plunge pool/spa

Seas the Keys Getaway with plunge pool/spa
Marathon
9.6 out of 10, Exceptional, (11 reviews)
"Great location, great accomodation, hot tub and patio in the back area was great for relaxing in the evenings."
United States
Justus
$527 nightly
The price is $527
Feb 19 - Feb 20
Total with taxes and fees
Seas the Keys Getaway with plunge pool/spa

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
10.0 out of 10, Exceptional, (1 review)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
$538 nightly
The price is $597
Jan 26 - Jan 27
Total with taxes and fees
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (46 reviews)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
$583 nightly
The price is $647
Jan 25 - Jan 26
Total with taxes and fees
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Marathon
9.2 out of 10, Wonderful, (30 reviews)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
$561 nightly
The price is $623
Jan 26 - Jan 27
Total with taxes and fees
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Waterfront w Boat Lift! Kayaks & Hot Tub. Mins to Sombrero Beach.

Waterfront w Boat Lift! Kayaks & Hot Tub. Mins to Sombrero Beach.
Marathon
9.8 out of 10, Exceptional, (7 reviews)
"The property is very close to open water .. if you bring a boat! Communication with Max and Ari was excellent and they were willing to assist with all our needs during our stay."
United States
Ruby W.
$455 nightly
The price is $505
Jan 30 - Jan 31
Total with taxes and fees
Waterfront w Boat Lift! Kayaks & Hot Tub. Mins to Sombrero Beach.

Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
9.4 out of 10, Exceptional, (32 reviews)
"A short weekend getaway was made perfect in this villa. The location is idyllic; especially the balcony overlooking the bay with a perfect sunset view. The home was well-appointed, simple yet all the necessities were covered. Communication with the property manager was excellent. Definitely will book again. "
United States
Natasha A.
$565 nightly
The price is $627
Jan 27 - Jan 28
Total with taxes and fees
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Duck Key
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful views. Very nice accommodations. Wonderfull location!"
United States
michael h.
$511 nightly
The price is $544
Jan 27 - Jan 28
Total with taxes and fees
Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Waterfront Fun: Pool, Marina, Tiki Bar & Beach!

Waterfront Fun: Pool, Marina, Tiki Bar & Beach!
Marathon
9.6 out of 10, Exceptional, (18 reviews)
"It was a wonderful stay, little trouble with the WiFi but other than that great stay"
United States
Joshua A.
$407 nightly
The price is $452
Jan 26 - Jan 27
Total with taxes and fees
Waterfront Fun: Pool, Marina, Tiki Bar & Beach!

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
8.4 out of 10, Very Good, (10 reviews)
"Unit was very clean and had everything we needed"
United States
Vanessa L.
$575 nightly
The price is $638
Jan 29 - Jan 30
Total with taxes and fees
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Charming 3-bedroom house featuring a heated private pool.

Charming 3-bedroom house featuring a heated private pool.
Duck Key
10.0 out of 10, Exceptional, (4 reviews)
"Left to go to key west decided to stay here on our drive back up because we enjoyed it so much!"
United States
Regan C.
$590 nightly
The price is $655
Jan 26 - Jan 27
Total with taxes and fees
Charming 3-bedroom house featuring a heated private 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

Find out more about Grassy Key

Everything you need to know about Grassy Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Grassy Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Grassy Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Grassy Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Grassy Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Grassy Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $180 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Grassy Key rentals

At Expedia, we put the best Grassy Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Grassy Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Grassy Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Grassy Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.