Cudjoe Key Vacation Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in Cudjoe Key

Sugarloaf Key RV Resort & Cottages

311 Johnson Rd Summerland Key FL

With a stay at Sugarloaf Key RV Resort & Cottages in Summerland Key, you'll be within a 15-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.

Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out

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.

Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking

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 Venture Out Keys.

Old Florida Style, wrap around porch, boat basin for dockage, open water

Little Torch Key FL

$695 nightly

$771 total

Jun 25 - Jun 26

Total with taxes and fees

Located in Summerland Key, this vacation home is by the ocean, within a 5-minute drive of Boondocks Grille & Draft House and National Key Deer Refuge Visitor Center.

Kitchen

Washer

Oceanside Paradise in the FL Keys Free Kayaks Bikes Community Pool & Hot Tub

Cudjoe FL

With a stay at this vacation home in Summerland Key, you'll be near the beach, within a 10-minute drive of Florida Keys Beaches and Venture Out Keys.

Pool

Hot Tub

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Cudjoe Key FL

$629 nightly

$698 total

Jul 5 - Jul 6

Total with taxes and fees

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.

Pool

Kitchen

CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!

Key West FL

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

OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!

Key West FL

When you stay at this vacation home in Key West, you'll be by the sea, within a 10-minute drive of Florida Keys Beaches and Duval Street.

PET FRIENDLY! Completely REMODELED! 3 Bedroom 3 bathroom home. Sleeps 8

Key West FL

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

Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West

Cudjoe Key FL

With a stay at this vacation home in Summerland Key, you'll be on the waterfront, within a 15-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.

Oceanfront 4-Bed 3-Bath home with pool

Key West FL

With a stay at this vacation home in Key West (Northside Resort), you'll be a 4-minute drive from Florida Keys Beaches and 5 minutes from Duval Street.

3-Story spacious conch style home w/ private pool & dock!

Key West FL

With a stay at this vacation home in Key West (Meadows), you'll be within a 5-minute drive of Duval Street and Southernmost Point.

Don't see what you're looking for?

See all available properties in Cudjoe Key

View all properties

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.