Holiday Rentals in Grassy Key

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Holiday Rentals in Grassy Key

MILLION DOLLAR VIEW very private 4 bedroom resort with pool, pier, kayaks, spa

10.0 out of 10, Exceptional, (26)
"We had a family with 3 generations and there was something for everyone. We had an amazing week of fun and relaxation. "
MILLION DOLLAR VIEW very private 4 bedroom resort with pool, pier, kayaks, spa

🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

9.2 out of 10, Wonderful, (48)
"A wonderful vacation rental. The house was very clean on arrival. Kitchen was fully equipped. The dock was a dream for taking the boat out everyday. We enjoyed the pool in the afternoons. Each bedroom has an en suite bathroom which is ideal in a vacation rental. I would recommend and we will most likely try to book again next year. "
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

Serenity Bay Estate-FL Keys Best Kept Secret! Beautiful, Quiet, Tropical Pardise

9.8 out of 10, Exceptional, (43)
"The outdoor space is amazing and a great way to spend a week. Plenty of space for 8 of us."
Serenity Bay Estate-FL Keys Best Kept Secret! Beautiful, Quiet, Tropical Pardise

Beach House🌴Waterfront, Private Pool, Boat Dock on Gulf with Amazing Sunsets!☀️

9.8 out of 10, Exceptional, (120)
"Quiet clean and perfect place to relax!"
Beach House🌴Waterfront, Private Pool, Boat Dock on Gulf with Amazing Sunsets!☀️

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (215)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
Yacht Haven Marina

Cabins at Bonefish Bay

3.0 star property
9.8 out of 10, Exceptional, (71)
"I love this place definitely I will go back there soon, rooms clean staff friendly, ocean view amazing the Floating Aqua Lodge was more than amazing. Thank you for making my vacation so special "
Cabins at Bonefish Bay

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (873)
"Wonderful place for a short stay"
The price is €77
includes taxes & fees
5 Oct - 6 Oct
Tropical Cottages

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1207)
"Had a great time in Marathon. Nice accommodations, very friendly staff."
Skipjack Resort & Marina

The Hammocks at Marathon

2.5 star property
9.0 out of 10, Wonderful, (104)
"Was a wonderful stay! The pool is very nice, and very clean room "
The Hammocks at Marathon

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1148)
"Great place "
The price is €82
includes taxes & fees
6 Oct - 7 Oct
Knight's Key Suites

Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

8.8 out of 10, Excellent, (29)
"So enjoyed our stay here with a couple friends. Place has everything you need, is immaculate, fantastic view, and so close to either the beach in one direction and grocery stores in the other. Also located in a very nice residential neighborhood. Plan on returning! Thanks for the lovely stay!! "
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (183)
"Beautiful experience! Amazing area and very clean. Lots of amenities including kayaks, boat rentals, a clean pool and the office staff was amazingly helpful. "
Aqua Lodge Rentals At Coconut Cay

Private Island ~Oceanfront-Fishing-Diving~ FL Keys

10.0 out of 10, Exceptional, (20)
"Best place ever! Just wonderful! Thank you Wesley!"
Private Island ~Oceanfront-Fishing-Diving~ FL Keys

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."
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

Piece of Paradise located at Hawks Cay in Duck Key

9.6 out of 10, Exceptional, (5)
Piece of Paradise located at Hawks Cay in Duck Key

Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,

10.0 out of 10, Exceptional, (179)
"Beautiful property. Great location. We thoroughly enjoyed ourselves. "
Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,

KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise

9.2 out of 10, Wonderful, (85)
"Had a great time "
KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise

TJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis

9.4 out of 10, Exceptional, (26)
"My friends and i enjoyed our stay. Easy access to multiple restaurants and grocery items store. The place was clean and had everything we needed. The pool and hot tub were great."
TJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis

Finest location in Coral Lagoon. End unit with bay views and boat slip!

9.6 out of 10, Exceptional, (184)
"Great place to stay, amazing location, great hosts!"
Finest location in Coral Lagoon. End unit with bay views and boat slip!

Charming 2-bedroom house in Marathon with pool

The price is €519
includes taxes & fees
6 Oct - 7 Oct
Charming 2-bedroom house in Marathon with 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

Find out more about Grassy Key

Everything you need to know about Grassy Key holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Grassy Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Grassy Key holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Grassy Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Grassy Key holiday rentals we have selected for you start as low as €77 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Grassy Key rentals

At Expedia, we put the best Grassy Key holiday 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 holiday.

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.