Big Pine Key Villas

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Villas in Big Pine Key

TF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking

Marathon FL

Located in Marathon, this villa is within a 5-minute drive of Coco Plum Beach and Curry Hammock State Park.

Pool

Hot Tub

Stunning Panoramic rooftop views from this gulf side Tuscan style Villa!

Marathon FL

With a stay at this villa in Marathon, you'll be on the waterfront, within a 10-minute drive of Sombrero Beach and Marathon Visitor Center.

Pool

Hot Tub

Charming 3-bedroom villa with WiFi, AC in welcoming Marathon

Marathon FL

Located in Marathon, this villa is by the ocean, within a 5-minute drive of Curry Hammock State Park and Keys Cable Park.

Pool

Hot Tub

Villa Murano - A Private Retreat in the Florida Keys

Marathon FL

With a stay at this villa in Marathon, you'll be on the waterfront, within a 10-minute drive of Sombrero Beach and Boot Key Harbor.

Pool

Hot Tub

KG Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,

Marathon FL

Located in Marathon, this villa is within a 5-minute drive of Coco Plum Beach and Curry Hammock State Park.

Pool

Hot Tub

Atlantic View Luxury Villa with Pool

125 Colson Dr Summerland Key FL

$817 nightly

$920 total

Dec 14 - Dec 15

Total with taxes and fees

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

Pool

Hot Tub

Discount Available! Private Pool, Canal Front, Dock, Bikes, Paddleboards & More!

Marathon FL

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

Pool

Kitchen

Emerald Seas - Florida Keys Ocean Front Paradise!

Cudjoe Key FL

With a stay at this villa, you'll be centrally located in Summerland Key, within a 10-minute drive of Florida Keys Beaches and Venture Out Keys.

Pool

Hot Tub

5% Off Any Booking through Jan 31, 2026! Canal Front/Private Pool/Hot Tub/Dock!

Marathon FL

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

Pool

Hot Tub

Luxury Oceanview Pool Eco-friendly Villa Near Key West

Summerland Key FL

With a stay at this villa in Summerland Key, you'll be near the beach, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.

Pool

Pet friendly

Waterfront Marathon Keys Escape • Pool, Dock & Comfort for 8 Guests

Marathon FL

Located in Marathon, this villa is within a 5-minute drive of Crawl Key and Keys Cable Park.

Pool

Kitchen

iykyk WTF! ELEVATOR~TIKI BAR~BOAT SLIP on site! MOON DECK/POOL~GULF FRONT BABY!!

Marathon FL

With a stay at this villa in Marathon, you'll be on the waterfront, within a 10-minute drive of Sombrero Beach and Marathon Visitor Center.

Pool

Hot Tub

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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.