Grassy Key Vacation Rentals

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Vacation Rentals in Grassy Key

Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (220)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
United States
Xiomeidy
$224 nightly
The price is $252
Dec 2 - Dec 3
Total with taxes and fees
Yacht Haven Marina
Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (892)
"The hostess was so sweet and the bar and taco bar was amazing. They even had live music not loud on a Tuesday evening."
United States
John
$95 nightly
The price is $107
Nov 16 - Nov 17
Total with taxes and fees
Tropical Cottages
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (189)
"Very very nice place"
United States
Juan G
$280 nightly
The price is $315
Nov 5 - Nov 6
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1154)
"Room were clean and staff was very helpful "
United States
Leonard
$118 nightly
The price is $130
Nov 4 - Nov 5
Total with taxes and fees
Knight's Key Suites
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1207)
"Great stay"
United States
sharon
$215 nightly
The price is $242
Nov 4 - Nov 5
Total with taxes and fees
Skipjack Resort & Marina
Beach, Pool, Marina & Tiki Bar - Summer Getaway!
9.8 out of 10, Exceptional, (23)
"We loved the condo and the location. Everything was great. Especially loved the Csbana Club. Would definitely stay there again!"
United States
Charles P.
$319 nightly
The price is $354
Nov 6 - Nov 7
Total with taxes and fees
Beach, Pool, Marina & Tiki Bar - Summer Getaway!
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
2.0 star property
9.0 out of 10, Wonderful, (4)
"This condo was an excellent place to stay. The unit was clean, and we especially enjoyed relaxing on the balcony overlooking the pool and tiki bar, both in the mornings and evenings. The thoughtful inclusion of basic spices, cooking oil, paper towels, coffee filters, and ziplock bags was much appreciated, as were the full-size refrigerator and cooktop. The provided beach and pool towels were also a nice touch.The resort itself offers a fantastic pool area with an on-site restaurant and tiki bar,...
Canada
James T.
$348 nightly
The price is $386
Nov 9 - Nov 10
Total with taxes and fees
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
9.6 out of 10, Exceptional, (45)
"We had a good stay. Nice place"
United States
Nicholas H.
$496 nightly
The price is $551
Nov 11 - Nov 12
Total with taxes and fees
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
8.6 out of 10, Excellent, (25)
"Great location! We enjoyed our time there."
United States
Erin T.
$486 nightly
The price is $540
Nov 10 - Nov 11
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
10.0 out of 10, Exceptional, (4)
"Everything about the stay was nice. "
United States
Mario S.
$492 nightly
The price is $547
Dec 1 - Dec 2
Total with taxes and fees
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Beach House Getaway - Kayaks & 2-2.5 Villa
9.8 out of 10, Exceptional, (28)
"Great location for day trips and very clean, well stocked apartment. "
United States
Phil V.
$472 nightly
The price is $524
Nov 24 - Nov 25
Total with taxes and fees
Beach House Getaway - Kayaks & 2-2.5 Villa
Oceanfront Tiny Villa in the Heart of the FL Keys
10.0 out of 10, Exceptional, (11)
"Comfortable beds, clean, well equipment kitchen, quiet ocean front location, easy check in, responsive owner"
United States
Karen B.
$483 nightly
The price is $510
Nov 24 - Nov 25
Total with taxes and fees
Oceanfront Tiny Villa in the Heart of the FL Keys
Tiny Villa, Big Ocean Views| Breathtaking Sunsets
10.0 out of 10, Exceptional, (13)
"Excellent site and host!"
United States
Graham L.
$487 nightly
The price is $514
Nov 6 - Nov 7
Total with taxes and fees
Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
9.4 out of 10, Exceptional, (32)
"Perfect for our get away"
United States
Kelly H.
$495 nightly
The price is $550
Nov 4 - Nov 5
Total with taxes and fees
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
Seas the Keys Getaway
9.6 out of 10, Exceptional, (8)
"It was really nice. The owners were friendly and available. 2 highlights of the property were it being on a canal, next it was at the back of the resort so it was very quiet and thirdly the splash pool that was also heated as a jacuzzi for relaxing in the evening. Plenty of dining and things to do in the area."
United States
Jeremy T.
$552 nightly
The price is $613
Nov 4 - Nov 5
Total with taxes and fees
Seas the Keys Getaway
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
9.2 out of 10, Wonderful, (29)
"We love this property. You step out the backdoor and you see a beautiful dock and that breathtaking water. The villa is very clean and well and up to date. The host gets back to you right away if you have any questions. We always make sure we stay at the spot every time we visit the Florida Keys."
United States
Sarah W.
$524 nightly
The price is $583
Dec 1 - Dec 2
Total with taxes and fees
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
$511 nightly
The price is $568
Nov 4 - Nov 5
Total with taxes and fees
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Charming 2-bedroom house in Marathon with pool
8.0 out of 10, Very Good, (1)
"Great Home & Location & Enjoyable Stay! Thanks!"
United States
James J.
$550 nightly
The price is $611
Nov 4 - Nov 5
Total with taxes and fees
Charming 2-bedroom house in Marathon with pool
Marathon Oceanfront Room | 2Queens + Spa-Like Bath
$295 nightly
The price is $335
Nov 30 - Dec 1
Total with taxes and fees
Marathon Oceanfront Room | 2Queens + Spa-Like Bath
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool
9.4 out of 10, Exceptional, (73)
"My brother my son and three other friends stayed the first five days. Fish bonded had a great time everyone thought the accommodations were great. Second five days my son the rest of my family joined us eight adults for children. Accommodated all of us very well. Pool was great location was very good."
United States
Mike S.
$793 nightly
The price is $880
Nov 21 - Nov 22
Total with taxes and fees
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled 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 $107 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.