Search Vacation Homes in Grassy Key

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Compare 1064 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, (104)
"Right on the water. Very neat place. "
The price is SAR 604
SAR 1,191 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Aqua Lodge Rentals At Coconut Cay
"Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage
10.0 out of 10, Exceptional, (201)
"This is our second time here and will not be our last. Love the set up of the house, the screened in porch, the pool of course, basically love everything. Know you will enjoy your time as well."
"Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage
Sombrero Beach 4bed 2 bath Pool Tiki Bar & 50 ft for Docking & Steps to Beach
9.6 out of 10, Exceptional, (7)
"My family had a wonderful time!"
Sombrero Beach 4bed 2 bath Pool Tiki Bar & 50 ft for Docking & Steps to Beach
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NEW LISTING DISCOUNT! Beautiful Home, Dock, Cabana Club Membership, Pool, Beach!
NEW LISTING DISCOUNT! Beautiful Home, Dock, Cabana Club Membership, Pool, Beach!
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts
9.6 out of 10, Exceptional, (71)
"Wonderful little place to stay"
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts
Upgraded waterfront townhouse with balcony, water views, deck, washer/dryer, AC
9.6 out of 10, Exceptional, (4)
"Location is great. Quite neighborhood. Access to water only a few feet from back deck. The house was clean and neat. We would definitely stay again."
Upgraded waterfront townhouse with balcony, water views, deck, washer/dryer, AC
Keys Elegant House Single Family. Private Pool, Hot Tub, Dock. Summer Specials
9.6 out of 10, Exceptional, (46)
"We stayed for a week in May! The location was great! The house had pretty much everything we needed. The beds were comfy. The pool was awesome! We paid for the heat in the hot tub but didn’t need it! Lots of seating outside. The ceiling fans on the lanai were great! They had so many towels! They do require you wash towels (that aren’t part of everyday use in the bathroom) but that was no big deal with the stackable washer and dryer in the house."
Keys Elegant House Single Family. Private Pool, Hot Tub, Dock. Summer Specials
FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8
10.0 out of 10, Exceptional, (1)
"We had an amazing time. I have been renting vacation homes for 30 years and this home is one of our favorites. Jerry does a great job communicating with you from the very first message and throughout your stay. He handles any issues immediately. The layout of the home gives everyone privacy and space. The view is fabulous. The pool is incredible. The pool house is fun to hang out in and has a beauful view. The kitchen is well stocked and the ice maker was a fabulous bonus! Fishing poles were fun...
FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8
VR13 Salt-Water-Revival -North | 3 Bed, 2 Bath
9.8 out of 10, Exceptional, (17)
"Fun trip"
VR13 Salt-Water-Revival -North | 3 Bed, 2 Bath
Manatee Bay: Serene 2-Story Villa on Duck Key, Private Patio, Splash Pool & Mesmerizing Water Views!
9.8 out of 10, Exceptional, (15)
"Nice little condo with a wonderful patio. The showers are great and the beds are nice as well. Check in was easy. The neighborhood was great."
Manatee Bay: Serene 2-Story Villa on Duck Key, Private Patio, Splash Pool & Mesmerizing Water Views!
Waterfront - 5 BR, 4 Full Bath, Pool, 80' Dock, Ample Parking, Tiki Hut, Jacuzzi
10.0 out of 10, Exceptional, (23)
"Nice spot! Would highly recommend."
Waterfront - 5 BR, 4 Full Bath, Pool, 80' Dock, Ample Parking, Tiki Hut, Jacuzzi
Boot Key Harbour Deep Water Canal Home, Walk to Tiki Bars, Restaurants and More!
10.0 out of 10, Exceptional, (60)
"We would recommend this property to everyone. Was clean, beautiful. Great location. Close to everything. Property was perfect never had to leave if you wouldn't want to. Had everything. Can't say enough good to things. You will not be disappointed."
Boot Key Harbour Deep Water Canal Home, Walk to Tiki Bars, Restaurants and More!
welcome to Luna Island in the Florida Keys
10.0 out of 10, Exceptional, (21)
"Very pleased with the location and the accommodations. Our host was quick to respond any time we reached out to her. Loved the pool, great kitchen for cooking and family time. Best of all was just a short walk to the beach."
welcome to Luna Island in the Florida Keys
CLEAR water views @Tiki haven! Quick ocean access, Pool, HotTub, FUN! FREE ICE!
9.8 out of 10, Exceptional, (100)
"We had the best time staying at this beautiful property! The kids loved swimming in the pool and watching the manatee off the dock. My husband and I enjoyed sitting on the dock drinking our coffee and closing out the day with a glass of wine. The new black stone made it super easy to cook our fresh caught fish. My kids said the only issue is they wanted to stay longer. Cannot wait to go back! Thank you Divina!"
CLEAR water views @Tiki haven! Quick ocean access, Pool, HotTub, FUN! FREE ICE!
Oceanfront, ground-level home with a pool. Great location for lobster season!
9.8 out of 10, Exceptional, (36)
"Great spot for mini season. Convenient location to the Atlantic and Gulf. House is set up nicely. Hosts are very attentive and responsive. Highly recommend."
Oceanfront, ground-level home with a pool. Great location for lobster season!
Waterfront home perfect for fishing, water sport, fam fun in Marathon FL keys
10.0 out of 10, Exceptional, (54)
"Perfect location and property for a week long brother’s fishing trip. Clean and comfortable, with a well stocked kitchen, that had everything we needed including a crock pot. The pool, outdoor pool table, gas grill, commercial ice maker and large outdoor freezer were the fan favorites. The private boat slip was nice, although we didn’t have a boat this trip, we would consider one next time. It is truly a fisherman’s paradise and a property we’d definitely rent again. Cheers!"
Waterfront home perfect for fishing, water sport, fam fun in Marathon FL keys
Oceanfront-Atlantic side 3 bed/2bath home w/private pool, 60' Dock
10.0 out of 10, Exceptional, (16)
"We enjoyed our stay in this little piece of paradise. Home was clean, very comfortable and we wish we never had to leave. Host was extremely friendly and welcoming."
Oceanfront-Atlantic side 3 bed/2bath home w/private pool, 60' Dock
Waterfront Private Home-7 BR, 6 Full BA, Pool, 80' Dock, Parking, Screened Porch
10.0 out of 10, Exceptional, (43)
"We had a wonderful stay at this home. There were 13 of us who stayed here. The house worked perfect for us. Our favorite room was the screened in porch in the evenings. The kitchen has a lot of counter space for all our daily cooking Plenty of bathrooms to accommodate us all. Location was great for grocery store, things to do and taking the pontoon boat out. Already booked for next year!"
Waterfront Private Home-7 BR, 6 Full BA, Pool, 80' Dock, Parking, Screened Porch
Yellowtail Island Retreat, pool, dockage and covered patio
10.0 out of 10, Exceptional, (44)
"Communication with owner was pleasant with immediate responses. House is exactly as listed and clean as clean can be. Hats off to the cleaning crew. We just loved coming back to the house and hanging out in the pool."
Yellowtail Island Retreat, pool, dockage and covered patio
Walk to Sombrero Beach!
10.0 out of 10, Exceptional, (89)
"The house was even better than we imagined it to be! My family and I can't wait to return next year for our annual trip. The host gave lots of recommendations on restaurants and things to do. The kitchen was very well stocked with everything you would need and more! My family rented a boat and the dock was perfect not to far back into the canal, the dock had a fish cleaning station with a hose that came in so handy! We also seen manatees everyday swimming around The host also had baby gear that...
Walk to Sombrero Beach!
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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.

Other property types in Grassy Key

Oceanfront Sandy Beach Vacation Rental Unit 1
9.6 out of 10, Exceptional, (99)
"location is great. close enough to marathon for easy access to activities and restaurants, but far enough away to avoid heavy traffic and crowds. clean property. excellent communication with owner when needed. nice private beach on which to sit and relax or read or just bird watch. have already booked same property for christmas this year."
Oceanfront Sandy Beach Vacation Rental Unit 1
4 Keys To Paradise | 5 Bed, 3.5 Bath
9.6 out of 10, Exceptional, (23)
"Fantastic location, beautiful view . Like a dream."
4 Keys To Paradise | 5 Bed, 3.5 Bath
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
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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