Pick from 39 Grassy Key Oceanfront Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.
Southern Diversion Estate-see our reduced rates
Southern Diversion Estate-see our reduced rates
Marathon
10.0 out of 10, Exceptional, (82)
10.0/10
Exceptional
(82)
"We were celebrating my wife’s 40th birthday. There were 17 people in our group. Adults and children. Something for everyone to do. We enjoyed relaxing at the property by the pools, fishing from the dock, kayaking and paddle boarding. We went scuba diving with better than most scuba, deep sea fishing on the tail walker. We hired chef Heather for several dinners. It was an amazing trip."
Wide Horizon oceanfront. 4 bedroom, 4 ½ bath, kayaks, pool + observation deck.
Wide Horizon oceanfront. 4 bedroom, 4 ½ bath, kayaks, pool + observation deck.
Marathon
10.0 out of 10, Exceptional, (7)
10.0/10
Exceptional
(7)
"The breath taking views of this jaw dropping beautiful home must be seen in person. Our vacation was an unforgettable experience from start to finish. Every detail has been perfectly thought through, indoors and out. A getaway you will never forget!
The owners are perfect hosts. Always easy to reach for any questions you may have.
We give an incredible 10 star rating!"
Viamarhe-3/1 Ground Level Oceanfront home w/Kayaks, Yard Games & More
Viamarhe-3/1 Ground Level Oceanfront home w/Kayaks, Yard Games & More
Marathon
10.0 out of 10, Exceptional, (7)
10.0/10
Exceptional
(7)
"We had a great time at the house. It was well suited for my family. (And exceptionally clean) The house was beyond equipped from any other Vrbo house I have rented. Fully stocked coffee selection to having laundry soap. The covered patio and games were a big hit as well as the fishing rods. The neighborhood felt safe. Sunrises were amazing.
The location was perfect. The only downfall was it wasn’t great for swimming as the tides play a big role in the water level. But, we found a lot of other...
Isabella on Paradise Place 2 bed 2 bath with Exotic Magnificent pool and Open
Isabella on Paradise Place 2 bed 2 bath with Exotic Magnificent pool and Open
Marathon
10.0 out of 10, Exceptional, (4)
10.0/10
Exceptional
(4)
"We never left the property! It was our second time at this property. The beautiful home has a fully equipped kitchen, comfy beds and an incredible view. We had a seven foot iguana come for a visit to eat “the salad bar” in the yard. It made our visit even more perfect."
"We enjoyed the home and location for our 20 year anniversary. Caught some fish from the dock and watched a manatee swim in the cove. Think we may be back for our 21st."
Gorgeous Getaway with a Lush Yard, Private Pool, & Free WiFi
Gorgeous Getaway with a Lush Yard, Private Pool, & Free WiFi
Marathon
9.8 out of 10, Exceptional, (17)
9.8/10
Exceptional
(17)
"We had a wonder time. The house was spotless in a very nice quite location loved the iguana greeting us at the door over all very pleasant and will be booking again for next year if not sooner"
Authentic And Charming Little Cottage 60 Ft From The Ocean
Authentic And Charming Little Cottage 60 Ft From The Ocean
Marathon
9.8 out of 10, Exceptional, (169)
9.8/10
Exceptional
(169)
"Cottage was very clean and comfortable. Host was amazing and very accommodating! Private beach was a plus and relaxing. Love that this was adult only and non smoking property, which includes a gas grill. The location was central and great for day trips in both upper and lower keys. Would definitely book here on my next trip! We are not condo people so this was perfect! Quaint historic Florida style!"
Serenity Bay Estate-FL Keys Best Kept Secret! Beautiful, Quiet, Tropical Pardise
Serenity Bay Estate-FL Keys Best Kept Secret! Beautiful, Quiet, Tropical Pardise
Marathon
9.8 out of 10, Exceptional, (31)
9.8/10
Exceptional
(31)
"Private, quiet and absolutely beautiful. It was the perfect place to relax with family. Not only did we see dolphins at the research center, but some wild ones came by too! Thanks for sharing this beautiful haven with others."
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.
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.