Grassy Key Holiday Homes

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Check availability on Holiday Homes in Grassy Key

31 May - 1 Jun

Tonight

1 Jun - 2 Jun

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Featured Holiday Homes in Grassy Key

Aqua Lodge Rentals At Coconut Cay

7200 Aviation Blvd, Marathon, FL

CHF 287

includes taxes & fees

2 Jun - 3 Jun

Our customers tell us that they can't get enough of the helpful staff at this holiday home. During your stay, you'll be within walking distance of Crane Point Museum and Nature Center. Features include free WiFi in public areas and free self-parking, plus an outdoor pool. This comfortable holiday home has 5 homes. This property offers pet-friendly amenities, such as pet-sitting services. The holiday home offers free WiFi and a kitchen.

Pool

Küche

Coral Lagoon #13: Pool, Water Views, Both Gulf & Atlantic Access via Vaca Cut

Marathon, FL

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Our customers tell us they can't get enough of this holiday home's great location. During your stay, you're just a quick walk from Marathon Visitor Center. You'll find features such as an outdoor pool and laundry facilities. The holiday home includes amenities such as free WiFi and a kitchen.

Pool

Küche

FALL SPECIAL 40% off Rental Rate! Sep-Dec 2025 except holidays

Marathon, FL

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During your stay at this holiday home, you're just a quick walk from Captain Hooks Marina and Dive Center. Features include an outdoor pool and laundry facilities. Free WiFi and a private pool are available in the holiday home.

Pool

Küche

Coco Plum Waterfront Escape – 2BR Duplex, Pet-Friendly, Hot Tub & Private Dock!

Marathon, FL

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During your stay at this holiday home, you'll be within walking distance of Coco Plum Beach. 1 hot tub and laundry facilities are available. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Whirlpool

Küche

Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches

Duck Key, FL

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During your stay at this holiday home, you'll be close to Little Conch Key. Laundry facilities are available. The holiday home offers a kitchen and 3 bathrooms.

Küche

Waschmaschine

Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water

Marathon, FL

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During your stay at this holiday home, you're just a quick walk from Marathon Visitor Center. Features include an outdoor pool and laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Pool

Küche

Dragonfly Lite - Privathaus in tropischer Umgebung mit eigenem Pool zum Genießen!

Marathon, FL

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During your stay at this holiday home, you're just a quick walk from Boot Key Harbor. Features include an outdoor pool, 1 hot tub and laundry facilities. Enjoy your stay with amenities like free WiFi and a private pool in the holiday home.

Pool

Whirlpool

Charming 2beds 2 baths w/pool 10 mins from the beach!

Marathon, FL

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During your stay at this holiday home, you're just a quick walk from Captain Hooks Marina and Dive Center. You'll find features such as an outdoor pool and laundry facilities. The holiday home offers a kitchen and 2 bathrooms.

Pool

Küche

4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

Duck Key, FL

CHF 1'037

includes taxes & fees

1 Jun - 2 Jun

During your stay at this holiday home, you'll be close to Little Conch Key. Enjoy features like laundry facilities. The holiday home offers free WiFi and a private pool.

Pool

Küche

4 Schlafzimmer 3 Vollbad Haus am Kanal in Marathon mit eigenem 35-Fuß-Dock

Marathon, FL

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During your stay at this holiday home, you're just a quick walk from Boot Key Harbor. Enjoy features like laundry facilities. The holiday home offers a private pool and a kitchen.

Pool

Küche

Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy.

Marathon, FL

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During your stay at this holiday home, you're just a quick walk from Captain Hooks Marina and Dive Center. Enjoy features like laundry facilities. Enjoy your stay with amenities like a kitchen and a Smart TV in the holiday home.

Küche

Waschmaschine

Waterfront Sgl Family Pool Startseite: 60 'Dock: Direkter Zugang zum Meer: Kajaks: Ozean

Marathon, FL

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During your stay at this holiday home, you'll be within walking distance of Marathon Air Museum. Enjoy features like 1 hot tub and laundry facilities. The holiday home includes amenities such as free WiFi and a private pool.

Pool

Whirlpool

Great Water Front 2 Story Townhouse With Boat Slip available at additional cost

Duck Key, FL

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During your stay at this holiday home, you'll be close to Little Conch Key. You'll find features such as an outdoor pool, a gym and laundry facilities. Enjoy your stay with amenities like a private pool and a kitchen in the holiday home.

Pool

Küche

Amazing 4 BR/2BA home, Pool/Hot Tub, Oceanside canal, Kayak

Marathon, FL

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During your stay at this holiday home, you'll be within walking distance of Crane Point Museum and Nature Center. You'll find features such as an outdoor pool, 1 hot tub and laundry facilities. Free WiFi and a private pool are available in the holiday home.

Pool

Whirlpool

Best 2/2 in KCB. Private Pool/Private Dock/Lush backyard/Tiki & Outdoor Bar.

Key Colony Beach, FL

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During your stay at this holiday home, you're just a quick walk from Sunset Park Beach. Features include an outdoor pool and laundry facilities. The holiday home includes amenities such as free WiFi and a private pool.

Pool

Küche

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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.