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Compare 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, (106)
"Right on the water. Very neat place. "
The price is $137
$294 total
includes taxes & fees
Jun 9 - Jun 10
Aqua Lodge Rentals At Coconut Cay
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
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
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FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8
10.0 out of 10, Exceptional, (2)
"Our family has rented vacation homes for many years and all agree this is our favorite rental. Loved the open canal view, we rented a boat for the week and getting to the ocean/bay and parking was incredibly easy. We only cooked once, but the kitchen was well stocked as was the house, plenty of towels, paper products, soaps, there was even a nice selection of spice so we didn't have to spend a lot of money on the little things that add up. I'm very picky about cleanliness and the house was...
FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8
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
NEW LISTING DISCOUNT! Great Home, Dock, Cabana Club Membership, Pool, Beach!
NEW LISTING DISCOUNT! Great Home, Dock, Cabana Club Membership, Pool, Beach!
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!
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
Brand New '23 Canal Home - 3BR/3BA, Sleeps 8, with Pool, 50' Dock, & Cabana Club
10.0 out of 10, Exceptional, (3)
"The property is new and easy to access. We choose to stay here mainly for three reasons. The 50' Boat slip, Pool, and walking beach access. Overall the property is a good little getaway. It is directly infront of a busy intersection which the master bedroom boarders and will hear with its proximity to the road. We were able to fish easily, there is both fuel, ice, and bait all available on the same canal as the house. A short walk will get you to the KCB cabana club. The mature staff will not be...
Brand New '23 Canal Home - 3BR/3BA, Sleeps 8, with Pool, 50' Dock, & Cabana Club
Gulf views w/scenic elevated sundeck, heated shared pool, boat dock availability
9.0 out of 10, Wonderful, (87)
"We really enjoy staying at this property. House is clean, great location and neighborhood. Highly recommend this rental! Until next year, Joe!!"
Gulf views w/scenic elevated sundeck, heated shared pool, boat dock availability
CLEAR water views @Tiki haven! Quick ocean access, Pool, HotTub, FUN! FREE ICE!
9.8 out of 10, Exceptional, (100)
"We had a wonderful time at the property! It was clean and had everything we needed. The high point was the pool! We spent most of our time there. It was clean and refreshing on the hot Florida days. The location was beautiful, as well. I would definitely stay here again in the future!"
CLEAR water views @Tiki haven! Quick ocean access, Pool, HotTub, FUN! FREE ICE!
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
VR91 Coral Lagoon #11 | 3 Bed, 2.5 Bath
9.6 out of 10, Exceptional, (111)
"My sister and wanted to take our mom who just turned 90 to the keys She had never seen them. It was a great time"
VR91 Coral Lagoon #11 | 3 Bed, 2.5 Bath
Bikini Bottom - 3 Bedroom Home Canal With Boat Lift - Rental Lic# VACA-23-244
10.0 out of 10, Exceptional, (7)
"We loved everything about this property from the moment we stepped in. All the extras that are not listed, like the master shower. That thing was impressive. Thank you so much for sharing your house with us. We will definitely be back."
Bikini Bottom - 3 Bedroom Home Canal With Boat Lift - Rental Lic# VACA-23-244
"Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage
10.0 out of 10, Exceptional, (202)
"We chose this listing as we loved the lush landscape, privacy, and shade this property offered. Additionally, it is tucked back on a culdesac so there’s not much traffic and it offers more parking than your usual house in the area. Although there are no fans on the wraparound porch, it provided a great escape for our little one who is less than a year and a very active crawler. The pool, of course, is roomy enough for the entire family and then some! Overall, we are satisfied with our stay and...
"Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage
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
Carpe' Diem Heart of the Fl. Keys Specials
9.0 out of 10, Wonderful, (124)
"Nice big eat in kitchen, family room was comfortable. The patio was on the canal and had plenty of room. Close to grocery stores and the beach. When we visited it was extremely warm and the air conditioner could not keep up. I have asthma and we needed to cut our trip short due to the heat."
Carpe' Diem Heart of the Fl. Keys Specials
Private Pool & Dock
10.0 out of 10, Exceptional, (27)
"Our first time to the Keys and our sweet little house next to the sea was perfect. It's easy to see why John and CeCe get the rave reviews; you can't help but fall in love with them. About the house. If you're looking for hoity toity lux accommodations with plush robes and precious furnishings, this isn't your place. But if you're looking for a clean and neat well located vintage bungalow with everything you need PLUS an awesome private pool overlooking the water, look no further! We highly...
Private Pool & Dock
Sea Ray Cove, 75’ boat dock, 1 block from beach!
10.0 out of 10, Exceptional, (32)
"Location + back yard fishing +heated pool = perfect family vacation! Super prompt response and resolution of issues! Coming back as soon as possible!"
Sea Ray Cove, 75’ boat dock, 1 block from beach!
Stunning duplex on canal; outdoor patio with Tiki Hut. Boat dock + Cabana Club.
9.4 out of 10, Exceptional, (3)
"We had a great time in Key Colony with our family. We took advantage of the pool and beaches onsite along with the dog park. Marathon has a lot to offer and just a 1.5 hr ride to Key West. Lots of options close by or enjoy the house on the water with dock. We enjoyed watching the sun rise and set over the water. Great walking paths to enjoy. Very safe and friendly location. We loved that it was pet friendly."
Stunning duplex on canal; outdoor patio with Tiki Hut. Boat dock + Cabana Club.
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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

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
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
Oceanfront Sandy Beach Vacation Rental Unit 1
9.4 out of 10, Exceptional, (100)
"First of all...the very first picture online is not the property. I'm not sure where it is but it is not this property. The property is right on the ocean and is a nice beach but does have lots of grass in the water. The bedroom picture, the picture with pelicans on the dock are also not this property. The owner is not very communicative. There was supposed to be an inspection while we were there and I left him a message about it. No answer from owner, no text or any kind of communication. The...
Oceanfront Sandy Beach Vacation Rental Unit 1
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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