Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Our top choices for Grassy Key vacation rentals
1. 🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow petsMarathon
9.2 out of 10, Wonderful, (66 reviews)
"Location is fantastic. House needs some work on the bathrooms but overall we had a wonderful time! Would book again."
Becky F.
$1,066 nightly
The price is $1,189
Nov 7 - Nov 8
Total with taxes and fees
2. Tropical Cottages
Tropical CottagesMarathon
8.6 out of 10, Excellent, (1,013 reviews)
"The family running the food truck and tiki hut were great. Felt like we were guests in their home."
Douglas
$119 nightly
The price is $134
Nov 10 - Nov 11
Total with taxes and fees
3. Aqua Lodge Rentals At Coconut Cay
Aqua Lodge Rentals At Coconut CayMarathon
9.6 out of 10, Exceptional, (239 reviews)
"Never stayed in a houseboat before. It was a novel experience!"
Susan
$243 nightly
The price is $273
Nov 15 - Nov 16
Total with taxes and fees
4. Knight's Key Suites
Knight's Key SuitesMarathon
9.0 out of 10, Wonderful, (1,245 reviews)
"We had the pool view..Excellent!"
Brandy
$111 nightly
The price is $122
Nov 29 - Nov 30
Total with taxes and fees
5. Yacht Haven Marina
Yacht Haven MarinaMarathon
9.6 out of 10, Exceptional, (380 reviews)
"Loved staying in the aqua lodges, such a relaxing place."
Lauren
$231 nightly
The price is $259
Nov 8 - Nov 9
Total with taxes and fees
6. Skipjack Resort & Marina
Skipjack Resort & MarinaMarathon
8.6 out of 10, Excellent, (1,296 reviews)
"Great spot"
Justin
$201 nightly
The price is $226
Nov 8 - Nov 9
Total with taxes and fees
7. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
Bluegreen Vacations Hammocks at Marathon, Ascend Collection ResortMarathon
9.2 out of 10, Wonderful, (147 reviews)
"It is an excellent place."
Arianna
$220 nightly
The price is $247
Nov 30 - Dec 1
Total with taxes and fees
8. Aqua Lodges at 47th Street Gulfside
Aqua Lodges at 47th Street GulfsideMarathon
8.8 out of 10, Excellent, (61 reviews)
"Loved our stay at the aqua lodges 10/10 would do it again"
Lauren
$270 nightly
The price is $303
Nov 29 - Nov 30
Total with taxes and fees
9. Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BADuck Key
9.6 out of 10, Exceptional, (55 reviews)
"Great location. Pretty views of Bay. Comfortable rooms. Enjoyed our brief stay for July 4th."
Jorge D.
$488 nightly
The price is $547
Nov 9 - Nov 10
Total with taxes and fees
10. Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Tiny Villa, Big Ocean Views| Breathtaking SunsetsDuck Key
10.0 out of 10, Exceptional, (24 reviews)
"This was without a doubt one of the nicest places we have ever stayed! Our hostess was PHENOMENAL and went above and beyond to be sure we were comfortable and had everything we needed for our stay. Literally the best vacation we’ve had!!!’ I suggest this place to everyone!"
Stephanie
$461 nightly
The price is $488
Nov 18 - Nov 19
Total with taxes and fees
11. Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BADuck Key
8.8 out of 10, Excellent, (9 reviews)
"Property was clean and comfortable with an excellent sunset view each evening."
william d.
$521 nightly
The price is $582
Nov 16 - Nov 17
Total with taxes and fees
12. Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BADuck Key
9.4 out of 10, Exceptional, (23 reviews)
"Awesome place to stay"
Takuma F.
$530 nightly
The price is $591
Nov 9 - Nov 10
Total with taxes and fees
13. Villa del Sol - Sunset Views, Kayaks, 2/2.5
Villa del Sol - Sunset Views, Kayaks, 2/2.5Duck Key
10.0 out of 10, Exceptional, (10 reviews)
"Really enjoy the time there"
Han W.
$544 nightly
The price is $610
Nov 7 - Nov 8
Total with taxes and fees
14. Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BADuck Key
10.0 out of 10, Exceptional, (2 reviews)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
Gina A.
$501 nightly
The price is $562
Nov 23 - Nov 24
Total with taxes and fees
15. Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
Tropical Oasis on Sombrero Beach in the Heart of Marathon FLMarathon
9.8 out of 10, Exceptional, (16 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 👌"
JOHN
$333 nightly
The price is $371
Nov 15 - Nov 16
Total with taxes and fees
16. Oceanfront Tiny Villa in the Heart of the FL Keys
Oceanfront Tiny Villa in the Heart of the FL KeysMarathon
9.8 out of 10, Exceptional, (17 reviews)
"Great stay!"
Nick E.
$470 nightly
The price is $498
Nov 8 - Nov 9
Total with taxes and fees
17. Canal Front Retreat with Pool + Free Breakfast
Canal Front Retreat with Pool + Free BreakfastMarathon
9.8 out of 10, Exceptional, (30 reviews)
"Super easy check in, great location in the Keys and very quiet in the room."
Eric
$348 nightly
The price is $394
Nov 8 - Nov 9
Total with taxes and fees
18. Waterfront Retreat
Waterfront RetreatDuck Key
10.0 out of 10, Exceptional, (38 reviews)
"We had an amazing stay and couldn't have asked for a better place to spend the week in the Keys! The home was exactly as described—clean, comfortable, and in a beautiful location. We especially loved relaxing outside and taking in the gorgeous views. It truly felt like a home away from home.The host was wonderful, responsive, and made everything easy from check-in to check-out. We made so many great memories here and would absolutely stay again. Highly recommend this property to anyone looking...
Katie B.
19. Waterfront Suite with Pool, Tiki Bar & Marina
Waterfront Suite with Pool, Tiki Bar & MarinaMarathon
10.0 out of 10, Exceptional, (1 review)
"The condo was super clean and nice very close to Publix, the beach, the flowrider! A great location along with a relaxing and beautiful place to come back to after fishing all day!"
Grace K.
$381 nightly
The price is $427
Nov 10 - Nov 11
Total with taxes and fees
20. Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BADuck Key
9.0 out of 10, Wonderful, (16 reviews)
"Everything was perfect. Great place to stay"
Kirk r.
$551 nightly
The price is $615
Nov 9 - Nov 10
Total with taxes and fees
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.
Top Grassy Key Hotel Reviews
Grassy Flats Resort & Beach Club
Grassy Flats Resort & Beach ClubMarathon
10/10 Excellent
We stayed at this hotel several times. It is very nice, It’s nice that they have a separate area for adults.
They also have 3 in house places to eat, a tiki bar for lunch, a roof top for breakfast and bar in the evening and a restaurant for dinner (didn’t go to this one though).
They include free paddle boards and kayaks.
The rooms could have better A/C, they added another portable fan and seem to be having issues with A/C, hopefully will be resolved soon. Also they don’t have room service...
Victoria
