Sun, Sea, & Serenity – Islamorada Dual Home Oasis

Welcome to the Conch & Lobster Homes, a rare dual-home getaway located in the heart of Islamorada, just minutes from iconic Alligator Reef. Perfect for large families, multi-generational vacations, or group getaways, this tropical property comfortably sleeps up to 14 guests across two coastal designed residences – The Conch House and The Lobster House.
Enjoy sweeping ocean views, a sparkling private pool, and easy access to world-class boating, snorkeling, and fishing. Each home is thoughtfully appointed with island-inspired décor, full kitchens, spacious living areas, and private outdoor spaces. The lush, landscaped grounds offer a serene setting with plenty of room to relax, dine, and play.
Whether you're watching the sunrise over the Atlantic, grilling the day’s fresh catch, or paddling out to explore the turquoise waters, this peaceful retreat offers the ultimate Keys experience.
Highlights Include:
2 separate homes on one property (ideal for privacy and flexibility)
Accommodates up to 14 guests
Private pool with ocean views
Paddleboards, kayaks & outdoor shower
Fully equipped kitchens & modern amenities & outside summer kitchen
Prime location in Islamorada near shops, dining & Alligator Reef
Your unforgettable Florida Keys vacation starts here. Book the Conch & Lobster Homes today and experience coastal living the way it was meant to be.

Registration Number: VR24-0389

Unique Benefits

Located in the heart of Islamorada, this two home- 5 bedroom (total) Oceanfront vacation rental is the perfect family retreat! Stay here/Play here! We have bikes, kayaks, and SUP's available on property for you to use.

Why Kids Love It

Your kids will love The Conch and Lobster homes for the large sandy backyard, firepit, ping pong table, and kayak fishing! Please note, the Conch has a large stairwell inside the house. Not ideal for toddlers learning to walk without supervision. There is not a baby gate. With toddlers, please consider using the Lobster Home where the stairs are located outside of the home.

Area Information

Located just north of Islamorada, Windley Key is a hidden gem in the Upper Florida Keys offering a peaceful, scenic setting with easy access to both adventure and relaxation. Known for its crystal-clear waters, fascinating history, and uncrowded atmosphere, Windley Key is the perfect destination for those seeking an authentic Keys experience without the crowds.
Nature lovers will enjoy exploring the Windley Key Fossil Reef Geological State Park, where ancient coral formations and hardwood hammocks tell the story of the island’s natural past. Boaters and anglers will appreciate Windley Key’s direct ocean and bay access, making it a prime launch point for deep-sea fishing, reef snorkeling, and sunset cruises.
Despite its quiet vibe, Windley Key is just minutes from the shops, dining, and attractions of Islamorada and Key Largo. Enjoy fresh seafood at local favorites, hand-feed tarpon at Robbie’s Marina, or head out to the famous Alligator Reef for a day of snorkeling in vibrant coral gardens.
With its blend of serenity, natural beauty, and unbeatable location, Windley Key offers the ideal backdrop for a laid-back Florida Keys getaway.

Attractions Within Walking Distance

These homes are within walking distance to Theater of the Sea, Three Water's Resort, one of Islamorada's Largest fishing fleets, and Windley Key Fossil Reef Geological State Park!

Favorite Places To Eat

Square Grouper is our GO TO! Sunday Brunch, lunch and dinner... you will NOT be disappointed! Bayside Gourmet has great salads and Pizza, delivery available. Midway Cafe is a breakfast must, ask for Karie.