Sugarloaf Key Vacation Rentals

Name: Casa De Cubana | New! Cuban-Style Home Steps from Duval Street
Price range: $1,997 total

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 Sugarloaf Key

Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking

Key West FL

With a stay at Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking in Key West (Old Town Key West), you'll be a 4-minute walk from Florida Keys Beaches and 11 minutes by foot from Duval Street.

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

Big Pine Key FL

$502 nightly

$558 total

Jan 26 - Jan 27

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.

New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasis

Key West FL

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

NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool

Key West FL

With a stay at this vacation home, you'll be centrally located in Key West, steps from Duval Street and 9 minutes by foot from Florida Keys Beaches.

CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!

Key West FL

A stay at this vacation home places you in the heart of Key West, within a 15-minute walk of Duval Street and Florida Keys Beaches.

Perfect Location, Private Heated Pool, Pristine Luxury Home!

Key West FL

With a stay at this vacation home, you'll be centrally located in Key West, steps from Duval Street and 8 minutes by foot from Florida Keys Beaches.

TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool!

Key West FL

With a stay at this vacation home, you'll be centrally located in Key West, steps from Duval Street and 5 minutes by foot from South 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 Duval Street and Smathers Beach.

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.

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

Cudjoe Key FL

$649 nightly

$721 total

Feb 6 - Feb 7

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.

Walk to Duval, Private Pool - Keys Breeze

Key West FL

With a stay at this vacation home, you'll be centrally located in Key West, steps from Duval Street and 4 minutes by foot from South Beach.

Casa De Cubana | New! Cuban-Style Home Steps from Duval Street

Key West FL

$1,817 nightly

$1,997 total

Jan 31 - Feb 1

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Key West, steps from Duval Street and 5 minutes by foot from Florida Keys Beaches.

Don't see what you're looking for?

See all available properties in Sugarloaf 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.