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Featured Cottages in Grassy Key

Tropical Cottages

Tropical Cottages

3 out of 5
243 61st Street Gulf, Marathon, FL
The price is AU$250 per night from 5 Jan to 6 Jan
AU$250
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at Tropical Cottages in Marathon, you'll be within a 5-minute drive of Sombrero Beach and Crane Point Museum and Nature Center.
Tropical Cottages
3BR/3BA Sunset Cottage located at The Villages of Hawks Cay

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

Duck Key
Located in Marathon, this cottage is by the ocean, within a 5-minute drive of Little Conch Key and Walkers Island.
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

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

Marathon
With a stay at this cottage in Marathon, you'll be within a 10-minute drive of Sombrero Beach and Crane Point Museum and Nature Center.
Brand new 5bed/6Bth pool w/76 ft of Dockage- 2 Homes Next Door Available as well
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Beachy getaway with pool, water views, furnished patio, & dock access

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

Key Colony Beach
With a stay at this cottage, you'll be centrally located in Key Colony Beach, within a 15-minute drive of Sombrero Beach and Sunset Park Beach.
Beachy getaway with pool, water views, furnished patio, & dock access
Pet Friendly Half-Duplex Cottage with kayaks and 40' Slip Option at Marina

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

Marathon
With a stay at this cottage in Marathon, you'll be by the sea, within a 10-minute drive of Sombrero Beach and Marathon Air Museum.
Pet Friendly Half-Duplex Cottage with kayaks and 40' Slip Option at Marina
Instant open water access! Private beach, dock.  Rates start at 1995 inquire

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

Marathon
With a stay at this cottage in Marathon, you'll be within a 10-minute drive of Sombrero Beach and Crane Point Museum and Nature Center.
Instant open water access! Private beach, dock. Rates start at 1995 inquire
BRING YOUR BOAT! Perfect Florida Keys Family Getaway with Activities Galore!

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

Layton
Located in Long Key, this cottage is within a 5-minute drive of Long Key State Park and Walkers Island.
BRING YOUR BOAT! Perfect Florida Keys Family Getaway with Activities Galore!
Brand new 5bed/6bath pool w/45 foot dockage - available with 2 more homes

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

Marathon
With a stay at this cottage in Marathon, you'll be within a 10-minute drive of Sombrero Beach and Crane Point Museum and Nature Center.
Brand new 5bed/6bath pool w/45 foot dockage - available with 2 more homes
Waterfront Key Colony Beach Home w/ Golf Cart!

Waterfront Key Colony Beach Home w/ Golf Cart!

3 out of 5
Key Colony Beach
With a stay at this cottage in Key Colony Beach, you'll be within a 15-minute drive of Sombrero Beach and Sunset Park Beach.
Waterfront Key Colony Beach Home w/ Golf Cart!
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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.

Grassy Key Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Grassy Key will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Grassy Key definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Grassy Key, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Grassy Key Cottages essential information

Accommodation
12 Cottages
Lowest Price
AU$250
Highest Price
AU$808
Popular accommodation
Tropical Cottages, 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, Beachy getaway with pool, water views, furnished patio, & dock access, Pet Friendly Half-Duplex Cottage with kayaks and 40' Slip Option at Marina, Instant open water access! Private beach, dock. Rates start at 1995 inquire , BRING YOUR BOAT! Perfect Florida Keys Family Getaway with Activities Galore!, Brand new 5bed/6bath pool w/45 foot dockage - available with 2 more homes , Waterfront Key Colony Beach Home w/ Golf Cart!

Top trending hotels in Grassy Key

Rainbow Bend Resort

Rainbow Bend Resort

2.5 out of 5
57784 Overseas Hwy, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is AU$476 per night from 7 Jan to 8 Jan
AU$476
includes taxes & fees
7 Jan - 8 Jan 2025
With a stay at Rainbow Bend Resort in Marathon, you'll be on the waterfront, within a 15-minute drive of Sombrero Beach and Keys Cable Park.
Rainbow Bend Resort
Gulf View Waterfront Resort

Gulf View Waterfront Resort

2.5 out of 5
58743 OVERSEAS HWY, Marathon, FL
The price is AU$355 per night from 5 Jan to 6 Jan
AU$355
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at Gulf View Waterfront Resort in Marathon, you'll be a 1-minute walk from Coco Plum Beach and 7 minutes by foot from Curry Hammock State Park.
Gulf View Waterfront Resort
Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club

2.5 out of 5
58182 Overseas Hwy, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is AU$808 per night from 12 Jan to 13 Jan
AU$808
includes taxes & fees
12 Jan - 13 Jan 2025
Located in Marathon, Grassy Flats Resort & Beach Club is just steps from Coco Plum Beach and a 2-minute drive from Curry Hammock State Park.
Grassy Flats Resort & Beach Club
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Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is AU$704 per night from 24 Dec to 25 Dec
AU$704
includes taxes & fees
24 Dec - 25 Dec
Located in Marathon, Hawks Cay Resort is by the ocean, a 4-minute drive from Curry Hammock State Park and 8 minutes from Long Key State Park.
Hawks Cay Resort
Don't see what you're looking for?
See all available properties in Grassy Key
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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.

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^Subject to availability and chosen travel dates.