The Ultimate Guide to Waterfront Condos in the Florida Keys

Boat Slips, Poolside Views & the Keys Life—Made Easy

Let’s be honest—if you’re moving to the Florida Keys, there’s a good chance you’re not looking for a big yard to mow. What you are probably looking for? Open water views, a slip for your boat, maybe a pool, and the kind of low-maintenance living that lets you focus on what really matters: being on—or in—the water.

That’s exactly why waterfront condos in the Florida Keys are such a smart move for so many people. Whether you’re shopping for a full-time residence, a weekend escape, or a rental-friendly investment property, condos offer an easy way to enjoy all the perks of Keys living with fewer strings attached.

I’ve helped plenty of folks find their perfect waterfront condo over the years—by boat and by land—and I can tell you, there’s a spot for just about every lifestyle and budget. Here’s a look at the top condo communities from Key Largo down to Key West.

Waterfront Condos in Key Largo

Key Largo makes a strong case for first place when it comes to condo living. You’ve got big resort-style communities, smaller tucked-away gems, and excellent proximity to Miami and the mainland.

Mariner’s Club

Luxury condos with gated security, deep-water marina, pools, tennis, and vacation rental potential. If you’re into top-tier finishes and easy access to the ocean, this one’s for you.

Ocean Pointe Suites

An oceanside resort-style community with a private beach, on-site restaurant, marina, and —great for investors or second-home seekers. Browse Ocean Pointe Suite condos for sale.

Kawama Yacht Club

Oceanfront community with a lagoon, marina, pools, and tropical landscaping. One of the most unique condo setups in the Upper Keys.

Landings of Largo

Gated bayfront condos with two pools, tennis courts, and marina access with boat ramp.

Moon Bay & Tamarind Bay Club

Both on the bayside with great sunset views, dockage, and strong community amenities. Think poolside cocktails and walkable to restaurants.

Waterfront Condos in Islamorada

Islamorada has a more laid-back, resort-style feel with a focus on boating and fishing. It’s a favorite with folks who want to be on the water and not far from top dining spots.

Beacon Reef

Gorgeous oceanfront condos with a marina, sandy beach, and one of the nicest heated pools in the area. Yes, there’s a gym with ocean views. It’s a vibe.

Maison Residences

Modern, high-end condos right on the ocean. Private elevator entry, massive terraces, beach and dock access—it’s top-tier Keys luxury.

Executive Bay Club

Townhome-style units across from Founders Park, with a boat ramp, pool, tennis, and great community amenities.

Sea Gulls Condos

Affordable oceanfront condos with a private pier and unbeatable sunrise views. Low maintenance, relaxed vibe.

Port of Call & Smugglers Cove

Smaller, more intimate options with great canal and bay access—ideal for boaters looking for a quieter setting.

Waterfront Condos in Marathon & the Middle Keys

In the heart of the Keys, Marathon offers great fishing access and some strong vacation rental opportunities.

Indigo Reef

Luxury townhome-style condos on the bay with private boat slips and wraparound porches. Killer sunsets and strong rental potential.

Tranquility Bay

One of the best vacation rental-friendly resorts with private beach, pools, on-site dining, and rental management—perfect hands-off investment.

Ocean Isles Fishing Village

Affordable oceanfront units with access to boating, docks, and marina—great starter investment or second home.

Seawatch & Harbor Point

Oceanside condo complexes with marina access, pools, and direct water views.

Waterfront Condos in Key West & Lower Keys

Want historic charm, nightlife, and walkability? Key West condos offer just that—with a mix of resort-style and boutique buildings.

1800 Atlantic

One of the most popular oceanfront condos in Key West. Pool, hot tubs, tennis courts, and direct beach access. Vacation-rental friendly.

The Galleon Resort & Marina

Right on the harbor with a full-service marina, poolside bar, and Old Town charm. Investment gold.

Truman Annex (Harbour Place, Shipyard, etc.)

Tight-knit community in the heart of Old Town with a mix of luxury and laid-back units—steps to Duval Street.

Coconut Mallory Marina & Resort

Affordable waterfront condos with boat slips, resort amenities, and short-term rental ability.

Why Buyers Choose Condos in the Florida Keys

• Waterfront access at a lower price point than single-family homes

• Lock-and-leave lifestyle with minimal maintenance

• On-site amenities like pools, gyms, clubhouses, and boat slips

• Strong rental demand for many communities

• Oceanfront, bayfront, and canal front locations across the island chain

Whether you’re a snowbird looking for a seasonal escape, a local ready to downsize, or a first-time buyer who wants to live close to the water without the upkeep of a home—waterfront condos in the Florida Keys might be exactly what you’re looking for.

Let’s Find the Right Keys Condo for You

I’ve helped dozens of buyers find their ideal condo here in the islands—and every time, it starts with one simple question: “How do you want to live?”

Do you want to walk out your back door and jump on your boat? Want to sip your morning coffee on a balcony watching the sunrise over the Atlantic? Want a turnkey rental you can enjoy part-time and rent the rest of the year?

Whatever your vision, I can help you narrow down the best communities for your lifestyle, your boat (if you’ve got one), and your budget.