Big Pine Key Vacation Rentals

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Vacation Rentals in Big Pine Key

The Hammocks at Marathon

1688 Overseas Hwy Marathon FL

Located in Marathon, The Hammocks at Marathon is by the ocean, a 1-minute drive from The Turtle Hospital and 5 minutes from Florida Keys Country Club.

Charming 3-bedroom house in Big Pine Key near Beach and Key West

Big Pine Key FL

$545 nightly

$604 total

Dec 8 - Dec 9

Total with taxes and fees

With a stay at this vacation home in Big Pine Key (Sands), you'll be within a 15-minute drive of Florida Keys Beaches and Bahia Honda State Park.

Perla Blanca 4 Bed 5 Bath kayaks pool boat dock

Marathon FL

With a stay at this vacation home in Marathon, you'll be within a 10-minute drive of Sombrero Beach and Marathon Air Museum.

Outstanding pool and outdoor area 5 minute walk to beach!

Marathon FL

With a stay at this vacation home in Marathon, you'll be on the waterfront, within a 15-minute drive of Sombrero Beach and Curry Hammock State Park.

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

Marathon FL

With a stay at this vacation home in Marathon (Coral Lagoon), you'll be within a 10-minute drive of Sombrero Beach and Marathon Visitor Center.

Waterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access – Boaters Welcome!

Marathon FL

When you stay at this vacation home in Marathon, you'll be on the waterfront, within a 5-minute drive of Coco Plum Beach and Curry Hammock State Park.

Private Secluded Ocean View & Pool Near Key West

Summerland Key FL

With a stay at this vacation home in Summerland Key, you'll be by the sea, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.

FALL 2025~399/NT~NO HLDY Wk~Fish, Swim, Relax! Pool & Dock – Perfect 4 Families~

Marathon FL

With a stay at this vacation home in Marathon, you'll be on the waterfront, just a 3-minute walk from Sombrero Beach and within a 5-minute drive of Crane Point Museum and Nature Center.

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Key FL

With a stay at this vacation home in Summerland Key, you'll be on the waterfront, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.

Keys Elegant - Key Colony Single Family. Private Pool, Hot Tub, Dock!

Key Colony Beach FL

With a stay at this vacation home in Key Colony Beach, you'll be on the waterfront, within a 15-minute drive of Sombrero Beach and Sunset Park Beach.

Tropical Paradise 🏝! POOL, Hot Tub, Dock, FREE Ice, Kayaks, Paddles, Bikes!

Key Colony Beach FL

With a stay at this vacation home in Key Colony Beach, you'll be on the waterfront, within a 15-minute drive of Sombrero Beach and Marathon Visitor Center.

Finest location in Coral Lagoon. End unit with bay views and boat slip!

Marathon FL

With a stay at this vacation home in Marathon (Coral Lagoon), you'll be within a 10-minute drive of Sombrero Beach and Marathon Visitor Center.

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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.