Cudjoe Key Villas

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Villas in Cudjoe Key

Atlantic View Luxury Villa with Pool

125 Colson Dr Summerland Key FL

$1,075 nightly

$1,209 total

Jan 11 - Jan 12, 2026

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

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

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

Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool

12 Coral Way Key West FL

When you stay at this villa in Key West, you'll be on the beach, within a 10-minute drive of Smathers Beach and Florida Keys Beaches.

Pool

Kitchen

Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool

Key West FL

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

Kitchen

Washer

Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!

Key West FL

When you stay at this villa in Key West, you'll be by the sea, within a 10-minute drive of Smathers Beach and Florida Keys Beaches.

Pool

Kitchen

SOLD - NO LONGER AVAILABLE Serene Canal home in the Heart of the Keys

Big Pine Key FL

With a stay at this villa in Big Pine Key (Eden Pines), you'll be a 3-minute drive from Blue Hole and 5 minutes from National Key Deer Refuge Visitor Center.

Kitchen

Washer

Hyatt Beach House Resort. Key West. 2 Bedroom. 2 Bathroom WEEK Stay.

Key West FL

With a stay at this villa, you'll be centrally located in Key West, a 4-minute drive from Smathers Beach and 9 minutes from Duval Street.

Pool

Hot Tub

Key West Paradise w/ Private Pool + Ocean View

Summerland Key FL

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

Pool

Kitchen

Flagler's Oasis by Avantstay Private Pool in Key West Month Long Stays Only

2209 Flagler Ave is #B Key West FL

With a stay at this villa in Key West (New Town), you'll be within a 5-minute drive of Duval Street and Florida Keys Beaches.

Pool

Kitchen

Eco Friendly Secluded OceanView Pool near Key West

Cudjoe Key Florida

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

Pool

Kitchen

Charming villa in enchanting Key West with AC, fitness room

Key West FL

With a stay at this villa in Key West, you'll be within a 5-minute drive of Smathers Beach and Florida Keys Beaches.

Washer

Dryer

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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.