Monroe County Villas
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Villas in Monroe County
The Islands of Islamorada
82779 Old Hwy Islamorada FL
$848 nightly
The price is $954 total per night
$954 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at The Islands of Islamorada in Islamorada (Matecumbe), you'll be within a 10-minute walk of History of Diving Museum and Islamorada Brewery & Distillery.
Pool
Hot Tub
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
Villa del Sol - Sunset Views, Kayaks, 2/2.5 - Slip Available/Ramp/Free Pkg
Duck Key FL
With a stay at this villa in Marathon, you'll be within a 5-minute drive of Little Conch Key and Walkers Island.
Washer
Dryer
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
Seas the Keys Getaway
Duck Key FL
$345 nightly
The price is $383 total per night
$383 total
Dec 8 - Dec 9
Total with taxes and fees
When you stay at this villa in Marathon, you'll be on the beach, within a 5-minute drive of Little Conch Key and Walkers Island.
Pool
Kitchen
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
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Key West FL
With a stay at this villa, you'll be centrally located in Key West, steps from Duval Street and 7 minutes by foot from Ernest Hemingway Home and Museum.
Pool
Hot Tub
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key FL
$528 nightly
The price is $587 total per night
$587 total
Dec 8 - Dec 9
Total with taxes and fees
When you stay at this villa in Marathon, you'll be on the waterfront, within a 5-minute drive of Little Conch Key and Curry Hammock State Park.
Kitchen
Washer
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Key West FL
$570 nightly
The price is $632 total per night
$632 total
Dec 8 - Dec 9
Total with taxes and fees
With a stay at this villa in Key West (Old Town Key West), you'll be steps from Duval Street and 6 minutes by foot from Ernest Hemingway Home and Museum.
Pool
Hot Tub
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included
Marathon FL
Located in Marathon, this villa is on the waterfront, within a 5-minute drive of Little Conch Key and Walkers Island.
Pool
Kitchen
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.
Monroe County Villas essential information
Accommodation | 219 Villas |
|---|---|
Lowest Price | $383 |
Highest Price | $954 |
Popular accommodation | The Islands of Islamorada, TF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking, Villa del Sol - Sunset Views, Kayaks, 2/2.5 - Slip Available/Ramp/Free Pkg, Stunning Panoramic rooftop views from this gulf side Tuscan style Villa!, Seas the Keys Getaway, Charming 3-bedroom villa with WiFi, AC in welcoming Marathon, Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere, Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA, Two Bedroom Two Bath Poolside Villa Steps from Duval!, DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included, Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA, Two Bedroom Two Bath Balcony Villa Steps from Duval! |