Serviced apartment holiday rentals in Key West

Near Southernmost Pointe Windward Resort+Amenities

Immerse yourself in the crystal-clear waters, our infinity pool calls your name or unwind at in the whirlpool spa. Challenge friends and family to a spirited game of beach volleyball. And if you're feeling competitive, our shuffleboard, ping pong, foosball, and pool tables await your skills. Additional $500-$1000 SAVINGS available with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 on certain 7-Night stays, short stays or custom dates. All reservations require a FRI-FRI, SAT-SAT OR SUN-SUN STAY.

Waterfront Galleon Marina+Beach, Near OldTown, 1BR

Please verify availability before booking. Discover Your Tropical Oasis in Key West! Overlooking the stunning Gulf of Mexico in Historic Old Town, our Resort Retreat is a stone's throw from local attractions. Sip a cocktail at our Tiki Bar, lounge by the pool, and soak in the vibrant Key West charm. ADDITIONAL SAVINGS from $200-$1000 with FindingMeili™✭ on certain 7-Night stays Reservations at this property require 7-Night increments from Saturday-Saturday Only

Waterfront Marina 2BR Mallory Condo+Amenities

Thank you for visiting Chimera Vacations 7-Night Required (Saturday-Saturday Check-In/Check-Out) Rejuvenate in this lush tropical surroundings located near the southernmost tip of Florida. Guest will have access to 2 Swimming Pools, a Whirlpool Hot Tub, Clubhouse, Barbecue Grill Area, a playground for younger guests. Enjoy the marina with available boat slips. The guest services desk is always at hand to help you arrange any and all island activities.

Knight's Key Suites Deluxe King Room w/ Kitchen

One-of-a-kind place accommodations located next to the 7-Mile Bridge. These rooms feature one king bed that can accommodate up to two people. The room comes equipped with a kitchen. Perfect for long or short-term stays!