Find Oceanfront Hotels in Grassy Key, FL

Beach vacation deals from $152

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    today icon
    Change your mind
    Book hotels with free cancellation

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
10.0 out of 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."
Southern Diversion Estate-see our reduced rates
Wide Horizon oceanfront. 4 bedroom, 4 ½ bath, kayaks, pool + observation deck.
10.0 out of 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!"
Wide Horizon oceanfront. 4 bedroom, 4 ½ bath, kayaks, pool + observation deck.
MILLION DOLLAR VIEW very private 4 bedroom resort with pool, pier, kayaks, spa
10.0 out of 10, Exceptional, (8)
"Family trip, enjoyed use of supplied kayaks, the pool and snorkeling and fishing by the dock; particularly enjoyed bench at end of dock."
MILLION DOLLAR VIEW very private 4 bedroom resort with pool, pier, kayaks, spa
Viamarhe-3/1 Ground Level Oceanfront home w/Kayaks, Yard Games & More
10.0 out of 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...
Viamarhe-3/1 Ground Level Oceanfront home w/Kayaks, Yard Games & More
Beach House🌴Waterfront, Private Pool, Boat Dock on Gulf with Amazing Sunsets!☀️
10.0 out of 10, Exceptional, (108)
"This was our 4th trip to Whitesands. It has everything we need and the location is perfect. Very quiet with the most breathtaking sunsets."
Beach House🌴Waterfront, Private Pool, Boat Dock on Gulf with Amazing Sunsets!☀️
Isabella on Paradise Place 2 bed 2 bath with Exotic Magnificent pool and Open
10.0 out of 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."
Isabella on Paradise Place 2 bed 2 bath with Exotic Magnificent pool and Open
Bayfront w Dock, 96 Jet Spa, Secluded
10.0 out of 10, Exceptional, (4)
"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."
Bayfront w Dock, 96 Jet Spa, Secluded
Gorgeous Getaway with a Lush Yard, Private Pool, & Free WiFi
9.8 out of 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"
Gorgeous Getaway with a Lush Yard, Private Pool, & Free WiFi
Authentic And Charming Little Cottage 60 Ft From The Ocean
9.8 out of 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!"
Authentic And Charming Little Cottage 60 Ft From The Ocean
Serenity Bay Estate-FL Keys Best Kept Secret! Beautiful, Quiet, Tropical Pardise
9.8 out of 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."
Serenity Bay Estate-FL Keys Best Kept Secret! Beautiful, Quiet, Tropical Pardise
Don't see what you're looking for?
See all available properties in Grassy Key
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.

Popular beach getaways

Most booked beach stays in Grassy Key in 2024

Grassy Key Oceanfront Hotels information

 

Oceanfront Hotels in Grassy Key

39

Highest price
$285
Cheapest price
$152
Number of guest reviews
1,321
Total number of hotels in Grassy Key
2,150

 

Recent reviews of Grassy Key hotels
Expedia verified reviews