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Featured Cottages in Grassy Key

Tropical Cottages

3.0 star property
8.4 out of 10, Very good, (805)
"It was verry cozy!"
The price is NZ$227
includes taxes & fees
5 May - 6 May
Tropical Cottages

3BR/3BA Sunset Cottage located at The Villages of Hawks Cay

10.0 out of 10, Exceptional, (195)
"Was perfect for our family. Views and convenience were great."
3BR/3BA Sunset Cottage located at The Villages of Hawks Cay

Brand new 5bed/6Bth pool w/76 ft of Dockage- 2 Homes Next Door Available as well

10.0 out of 10, Exceptional, (2)
"The house was perfect for our crowd of 10. The property managers were so attentive with special requests and more. We had an issue with power to the hot tub one evening and they had a repairman there is about and hour, fixed the issue and had us enjoying again in no time."
Brand new 5bed/6Bth pool w/76 ft of Dockage- 2 Homes Next Door Available as well

Keys Waterfront Half-Duplex, Ocean side 37' Dock,

10.0 out of 10, Exceptional, (101)
"Very fun area and lovely house. The host was very responsive with all the questions we had. Love every minute of this vacation. Will be back!"
Keys Waterfront Half-Duplex, Ocean side 37' Dock,

Escape to a Charming 2-Bedroom Cottage in Long Key – Your Perfect Getaway!

Escape to a Charming 2-Bedroom Cottage in Long Key – Your Perfect Getaway!

Beachy getaway with pool, water views, furnished patio, & dock access

9.4 out of 10, Exceptional, (33)
"Such a cute place! We love staying here so much each year! Everything you need to have a great vacation and the canal view is gorgeous!"
Beachy getaway with pool, water views, furnished patio, & dock access

Pet Friendly Half-Duplex Cottage with kayaks and 40' Slip Option at Marina

9.2 out of 10, Wonderful, (5)
"Central to all keys making it easy to see it all. Comfortable little home with everything you need in the kitchen."
Pet Friendly Half-Duplex Cottage with kayaks and 40' Slip Option at Marina

Brand new 5bed/6bath pool w/45 foot dockage - available with 2 more homes

10.0 out of 10, Exceptional, (3)
"The property was clean and well kept. The amenities were great, pool, dock, hot tub, fishing from the dock. We had 5 adult couples in our group And the accommodations were fabulous. The house is beautiful!Thank youJessi and Debbie"
Brand new 5bed/6bath pool w/45 foot dockage - available with 2 more homes

BRING YOUR BOAT! Perfect Florida Keys Family Getaway with Activities Galore!

10.0 out of 10, Exceptional, (2)
"We enjoyedour stay"
BRING YOUR BOAT! Perfect Florida Keys Family Getaway with Activities Galore!

Instant open water access! Private beach, dock. Rates start at 1995 inquire

Instant open water access! Private beach, dock. Rates start at 1995 inquire

Waterfront Key Colony Beach Home w/ Golf Cart!

3.0 star property
Waterfront Key Colony Beach Home w/ Golf Cart!
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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Other property types in Grassy Key

🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

9.2 out of 10, Wonderful, (40)
"Most an amazing place, with an amazing view. Frank was great to work with if had any questions or needs. We have been coming down to Marathon for 10 years and had one place we rented be sold, this was our first year at this location. So private, pool was amazing, kitchen had everything you need, all bedrooms had own bathroom, screen porch had unreal views. We will definitely be back next year and hopefully many years in the future. A little piece of heaven on earth."
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards

9.0 out of 10, Wonderful, (24)
"Great property with great views."
Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards

Breeze On Inn: A Waterfront Retreat with 2 Bedrooms 2 bathrooms and Dockage

8.6 out of 10, Excellent, (9)
"Great times , house was stocked , we enjoyed our time here . The house is not new but suited our wants / needs just fine . Our boat is 34’ overall length….. plenty of room . Marina 7-7 close , about 3 miles to ocean access via the long bridge on way to this property. Quite community , a definite do over . Thanks"
Breeze On Inn: A Waterfront Retreat with 2 Bedrooms 2 bathrooms and Dockage
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.