Serviced apartment holiday rentals in Key West

Beach House Resort + Premium Amenities, 2BR Condo

Indulge in the exclusive privilege of the resort’s private white sand beach, complete with BBQ grills, for the ultimate seaside retreat. Watersport rentals available Feel the tropical breeze as you dip into the zero-entry lagoon pool or join in fun games like table tennis, cornhole, and foosball. Enjoy delicious bites at Jimmy’s Ocean Blue Tiki Hut. Unlock $500-$1000 in SAVINGS on select 7-night reservations with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢. PROPERTY REQUIRES SUNDAY-SUNDAY reservations.

Private Beach House Resort Oasis, 2-Bedroom Suite

Indulge in the exclusive privilege of the resort’s private white sand beach, complete with BBQ grills, for the ultimate seaside retreat. Watersport rentals available Feel the tropical breeze as you dip into the zero-entry lagoon pool or join in fun games like table tennis, cornhole, and foosball. Enjoy delicious bites at Jimmy’s Ocean Blue Tiki Hut. Unlock $500-$1000 in SAVINGS on select 7-night reservations with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢. PROPERTY REQUIRES SUNDAY-SUNDAY reservations.

Near Duval-Waterfront Sunset Harbor Resort

Imbibe the relaxed Key West lifestyle from a coveted location in the Heart of Old Town at this fantastic waterfront resort overlooking the Gulf of Mexico. Access to Resort Amenities included! Additional $500-$1000 SAVINGS available with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 on certain 7-Night stays. All reservations require a FRI-FRI, SAT-SAT OR SUN-SUN STAY SHORT STAYS: 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 can provide shorter stays. Some stays shorter than 7-Nights *may incur a higher nightly rate

Knight's Key Suites Deluxe Double Room w/ Kitchen

One-of-a-kind place accommodations located next to the 7-Mile Bridge. These rooms feature two full beds that can accommodate up to four people. The room comes equipped with a kitchen. Perfect for long or short-term stays! Dear guest, we’re sorry to inform you that, due to unexpected circumstances beyond our control, the pool will be closed from 9:00 a.m. this Monday 3/16/26 until Monday 3/30/26. A significant leak was found and emergency repairs are necessary to fix the problem.

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! Dear guest, we’re sorry to inform you that, due to unexpected circumstances beyond our control, the pool will be closed from 9:00 a.m. this Monday 3/16/26 until Monday 3/30/26. A significant leak was found and emergency repairs are necessary to fix the problem.

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 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.