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Compare 1343 Vacation Homes in Grassy Key with updated reviews, rates, and availability.

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (164)
"Great property for a quiet few days Loved the aqua lodge"
The price is SAR 671
SAR 1,358 total
includes taxes & fees
1 Jun - 2 Jun
Aqua Lodge Rentals At Coconut Cay

Coral Lagoon #13: Pool, Water Views, Both Gulf & Atlantic Access via Vaca Cut

10.0 out of 10, Exceptional, (257)
"Highly recommend staying at this condo. "
Coral Lagoon #13: Pool, Water Views, Both Gulf & Atlantic Access via Vaca Cut

FALL SPECIAL 40% off Rental Rate! Sep-Dec 2025 except holidays

9.6 out of 10, Exceptional, (121)
"Enjoyed our time in Marathon, the property was very nice. We only needed 4 of the bedrooms and did not use the bunk bed room which is great as the room is directly off the master suite. If we had small children "
FALL SPECIAL 40% off Rental Rate! Sep-Dec 2025 except holidays

Coco Plum Waterfront Escape – 2BR Duplex, Pet-Friendly, Hot Tub & Private Dock!

10.0 out of 10, Exceptional, (1)
"Wonderful place to stay for a vacation in the Marathon area of the Keys! Canal front location with lovely sunrises! Owner and property manager very responsive. Check in was simple. Nice kitchen to make some meals and comfy beds to get a good night’s sleep! "
Coco Plum Waterfront Escape – 2BR Duplex, Pet-Friendly, Hot Tub & Private Dock!

Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches

9.6 out of 10, Exceptional, (15)
"Escaped the snow and single digit temps for shorts and sunshine in February. The water was every bit as beautiful as the pictures. Toms of fish to see around the dock which the kids loved. Short drive to great restaurants and dog friendly beach. Plenty of room to spread out in the like new property. Very safe area to walk around and let the kids play. Would definitely recommend for a family getaway!"
Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches

Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!

10.0 out of 10, Exceptional, (89)
"Beautiful outdoor patio, amazing pool, and a very well air conditioned house. We had a great week here, only thing we wished was different was the jacuzzi connected to the pool was the same temperature as the pool, other than that, fantastic host and property. "
Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!

Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water

9.8 out of 10, Exceptional, (96)
"The host was extremely responsive to any requests that we had. We loved the stay, great location. The house met all of our needs. Walkable area to some things. The host was very helpful and accommodating, would definitely recommend. "
Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water

Charming 2beds 2 baths w/pool 10 mins from the beach!

9.4 out of 10, Exceptional, (8)
"Home was perfect for our stay. Communication was great throughout and location was perfect. "
Charming 2beds 2 baths w/pool 10 mins from the beach!

4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

10.0 out of 10, Exceptional, (1)
"Property was spacious and meticulously maintained. Frank is very informative, absolute pleasure to deal with."
The price is SAR 1,872
SAR 3,988 total
includes taxes & fees
29 May - 30 May
4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy.

10.0 out of 10, Exceptional, (7)
"Comfortable place in a nice neighborhood with a beautiful view"
Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy.

4 Bedroom 3 Full Bath Home on Canal in Marathon w/Private 35 foot dock

9.0 out of 10, Wonderful, (109)
"Had a great time here! House was the perfect size for our group. The heated pool was wonderful! Neighborhood was quiet, even for a busy street. We had one issue with the garbage disposal and it was addressed immediately. We would recommend this home to anyone look for an awesome place to stay!"
4 Bedroom 3 Full Bath Home on Canal in Marathon w/Private 35 foot dock

Private Waterfront Single Family Home,Heated Pool,Dock,Ocean Views,Kayaks, WOW

10.0 out of 10, Exceptional, (129)
"Wonderful "
Private Waterfront Single Family Home,Heated Pool,Dock,Ocean Views,Kayaks, WOW

Great Water Front 2 Story Townhouse With Boat Slip available at additional cost

8.6 out of 10, Excellent, (42)
"The only thing we did not like was we could not use the dock. And it does not say that in the discription."
Great Water Front 2 Story Townhouse With Boat Slip available at additional cost

Best 2/2 in KCB. Private Pool/Private Dock/Lush backyard/Tiki & Outdoor Bar.

9.8 out of 10, Exceptional, (106)
"Amazing place to stay. The pool and tiki area are great."
Best 2/2 in KCB. Private Pool/Private Dock/Lush backyard/Tiki & Outdoor Bar.

"Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage

10.0 out of 10, Exceptional, (222)
"Quick responses from the host. Great location and home has lots to offer!"
"Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage

Amazing 4 BR/2BA home, Pool/Hot Tub, Oceanside canal, Kayak

9.8 out of 10, Exceptional, (86)
"Fantastic house and property ! Location, pool and Cleanliness were all superb. Will definitely book here again !"
Amazing 4 BR/2BA home, Pool/Hot Tub, Oceanside canal, Kayak

Beautiful Home in Key Colony Beach! Private Pool. Dock. Tiki Hut

8.8 out of 10, Excellent, (88)
"We love staying at key colony beach because of the location, the house did not disappoint we had teens with us and they loved the bikes they provided, loved the snorkeling, house was clean and any issues we had and called about George attended our needs immediately, very easy to book, check in and check out. I highly recommend this house if you want space and a great location. "
The price is SAR 1,688
SAR 3,687 total
includes taxes & fees
4 Jun - 5 Jun
Beautiful Home in Key Colony Beach! Private Pool. Dock. Tiki Hut

Waterfront & Privacy, Heated Pool HotTub & waterfall, 60' Dock TikiHut, pets ok

10.0 out of 10, Exceptional, (143)
"Perfect for family vacation and fishing trip getaway "
Waterfront & Privacy, Heated Pool HotTub & waterfall, 60' Dock TikiHut, pets ok

Discount Available! 4BR 3BA! So Many Amenities!

10.0 out of 10, Exceptional, (47)
"Meredith did a great job with a washer problem, fast repair and timely. Everything was well taken care of. Master Suite is so nice Planning to return!"
Discount Available! 4BR 3BA! So Many Amenities!

Just Listed. On quiet, 11th ST in Key Colony. 2Beds2Full baths with PRIVATE POOL

10.0 out of 10, Exceptional, (3)
"Loved our stay! It was nicely decorated, clean, and had the best backyard! The pool was great (I recommend paying the extra to have it heated in March or winter months, its worth it if you enjoy pool time). The owner was quick to respond to any questions or issues. "
Just Listed. On quiet, 11th ST in Key Colony. 2Beds2Full baths with 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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Other property types in Grassy Key

🌇 Ocean Sunset Views with Pool and Dock 🌇

9.0 out of 10, Wonderful, (37)
"Great property, loved the pool,screened porch, pier for fishing and just great views, Host was great. We locked ourselves out once and he sent somebody to resolve the issue in less than 10 minutes.Place is kind of "Old School"but it was right for us. Gives of a good classic Keys Vibe,"
🌇 Ocean Sunset Views with Pool and Dock 🌇

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

9.0 out of 10, Wonderful, (42)
"Most an amazing place, with an amazing view. Frank was great to work with if had any questions or needs. We have been coming down to Marathon for 10 years and had one place we rented be sold, this was our first year at this location. So private, pool was amazing, kitchen had everything you need, all bedrooms had own bathroom, screen porch had unreal views. We will definitely be back next year and hopefully many years in the future. A little piece of heaven on earth."
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

Villa IKI -Private Dock & Pool - Oceanfront 8 guests

2.0 star property
10.0 out of 10, Exceptional, (1)
"Best house ever. Very friendly host and ready to please with any requests. The beds were top quality. The house is perfect for families, the kitchen is great to cook, they have games, fishing poles and is very clean. We have never seen such beautiful sunsets. Easy to get to from anywhere in the country. Marathon is a unique destination, great food, quaint and you don’t get tired of coming back every year. WE RECOMMEND THIS HOUSE."
Villa IKI -Private Dock & Pool - Oceanfront 8 guests
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.