luxury apartments / penthouses with pool for sale Islamorada, United States

Welcome to your island King suite overlooking the beautiful lagoon at the historic Cheeca Lodge & Spa. Income producing property allowing 28 fabulous owner days! Cheeca handles all vacation rentals making your investment hassle free. The resort offers a spa, Camp Cheeca for the kids, beachfront pool, 9-hole par 3 golf course, lush gardens, bike path, tennis courts, fitness center, 5 star dining, tiki bar, beach, dock, water sports, and fishing. Sleeper sofa in living area for additional sleeping.

Beacon Reef is calling your name! This beautifully designed 2-bedroom, 2-bath residence spans approximately 1,275 square feet of light-filled living space. Enjoy the charming balcony with a steady breeze and lovely ocean views from the primary and balcony. With a spacious primary suite complete with an en-suite bath and charming sitting area and an oversized guest suite offering flexibility and comfort, this unit offers generous space for all! The open-concept living area seamlessly connects to a well-appointed kitchen featuring ample cabinetry and an abundance of counter space and a breakfast bar, perfect for entertaining. Additional highlights include impact windows, designated laundry space, a new air conditioner and refrigerator in 2025, a new stackable washer/dryer, and a large balcony designed for indoor-outdoor living. This unit is also ADA accessible and includes a larger parking space with ADA parking to accomodate a van. Residents of Beacon Reef enjoy gated, resort-style amenities including an oceanfront lovely pool, fitness center with water views, and first come/first serve boat slips accommodating vessels up to 35 feet. The property also offers a fishing pier, tiki hut, BBQ area, and lush tropical landscaping. Just minutes from world-class fishing, diving, dining, and art galleries and within walking distance to Publix and several restaurants, Unit 301 offers the perfect balance of tranquility and access to the best of the Florida Keys. Whether as a primary residence, weekend escape, or seasonal retreat, this exceptional residence is your invitation to live the true Islamorada lifestyle!

Welcome to Sand Pebbles -- Islamorada's Hidden Gem. Located in the heart of the Village of Islamorada, this spacious 2-bedroom, 2-bathroom condo at the boutique community of Sand Pebbles offers the quintessential Florida Keys lifestyle you've been dreaming of. With only 16 units, Sand Pebbles delivers an intimate, low-key atmosphere that larger communities simply can't match -- your own private slice of island paradise. Step inside and discover a bright, airy layout designed for both relaxed living and effortless entertaining. The open-concept floor plan flows naturally, with two generously sized bedrooms and two full baths offering the perfect retreat after a day on the water. Community amenities that elevate everyday life: heated resort-style pool, tiki hut, garden areas, a bayfront observation pier, and on-site trailer storage. Boaters will enjoy easy access to the nearby Safe Harbor Angler House Marina for all of their boating needs. Located just moments from world-class sportfishing, diving, dining, and the eclectic local shops that make Islamorada truly special, Sand Pebbles places you at the center of it all while maintaining the peaceful, uncrowded feel of a private retreat.