Oceanfront Vacation Rentals in the Florida Keys

Browse Florida Keys oceanfront rentals with Seven Keys Vacations and find a stay where the water is part of the entire experience. Oceanfront rental homes in the Florida Keys are ideal for guests who want open views, sea breezes, sunrise coffee, outdoor dining, and easy access to the island lifestyle from the moment they arrive.

Our Florida Keys oceanfront vacation rentals may include private homes, coastal condos, waterfront retreats, private pool homes, and boat-friendly stays across Key Largo, Islamorada, Marathon, the Lower Keys, and Key West. Some properties sit directly along the Atlantic, while others offer wide water views, seawalls, docks, or outdoor spaces designed for relaxing beside the water.

Find the Right Oceanfront Rental in the Florida Keys

Oceanfront stays are especially popular for family vacations, couples getaways, fishing trips, boating vacations, and guests who want a more scenic home base. Many travelers choose these rentals for the views, but the best fit often depends on how you plan to use the water. If boating is part of your trip, browse our vacation rentals with boat docks. For extra outdoor comfort, you can also explore Florida Keys rentals with private pools or homes with an ocean view.

It is also helpful to know the difference between oceanfront and beachfront in the Florida Keys. Many of the best oceanfront homes are loved for their views, decks, docks, sunrise settings, and water access rather than a wide sandy beach. That is part of what makes the Keys unique. A stay here is often more about kayaking from the shoreline, watching boats pass, planning reef trips, fishing nearby waters, and ending the day outside with the ocean in view.

Each area offers a different version of oceanfront living. Choose Key Largo vacation rentals for easy access from mainland Florida and water adventures, Islamorada vacation rentals for fishing and sunset dining, Middle Keys vacation rentals for a central home base near Marathon, Lower Keys vacation rentals for quieter scenery and nature, or Key West vacation rentals for walkability, history, nightlife, and island energy.

Browse available Florida Keys oceanfront rental homes below and book direct with Seven Keys Vacations for a more personal, locally focused rental experience.

Florida Keys oceanfront rental home with turquoise water, palm trees, beach scenery, and coastal views

Properties Available 24 properties available
It's all about the outdoor living at this lovely, central Keys getaway! Your home away from home on Marathon features a private boat dock, pool, and pool table - and you’re walking distance to Sombrero Beach. Start your day on your wraparound deck, iced coffee in hand, enjoying that lovely water view. Take your time - you’re in the
7-night minimum 7-night minimum
MA135 - The Anchor House Rating 5 (50)
Oceanfront
- Marathon
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
What's better than a Marathon getaway when it comes to coastal adventures and dreamy days of sweet sunshine? Treat yourself to a perfect getaway and make this stunning retreat your home base today, as it boasts four spacious bedrooms, room for a boat on the private, 34 foot dock that can accommodate a 30 foot boat, a private pool (heating avail
7-night minimum 7-night minimum
MA101 - Marathon Magic Rating 5 (54)
Oceanfront
- Marathon
Bedrooms 4 bedrooms
Bathrooms 2 baths
Half Baths 1 half bath
Dog Friendly Dog Friendly
Escape to Key West's beaches during a stay at Atlantic Ocean View, where you'll enjoy prime island location and access to a shared pool. This condo accommodates up to six, so it's a great choice for the whole family! The Florida Keys Overseas Heritage Trail sits right outside the building, offering you easy access to Smathers Beach (hal
KW23 - Atlantic Ocean View Rating 5 (104)
Oceanfront
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Welcome to Your Private Slice of Paradise in the Florida Keys 🌴 Bayfront Sunset Oasis | Private Beach • Pool • Dock • Kayaks • Wildlife Encounters Escape to the ultimate coastal retreat at this spectacular four-bedroom Marathon estate, featuring an additional bunk room off the master suite, and front-row access to the natural w
7-night minimum 7-night minimum
MA05 - Bayfront Sunset Oasis Rating 5 (155)
Oceanfront
- Marathon
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Baths 1 half bath
Dog Friendly Dog Friendly
You’ll be wowed by the incredible, 180-degree views of Cudjoe Bay at this three-bedroom home in Cudjoe Key. Completely remodeled inside and out, this high-end home boasts an expansive wrap-around deck, multiple outdoor seating areas, and two private docks that are ideal for fishing or mooring a small boat. Vaulted ceilings soar above the welc
28-night minimum 28-night minimum
Oceanfront
- Cudjoe Key
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Baths 1 half bath
Dog Friendly Dog Friendly
Slip into the beach lifestyle and leave the daily grind behind when you book your stay at this oceanfront Layton cottage. With a dock, expansive deck, and a stunning beach location, you may never want to leave. With historic roots as the home to the 1900's author, Zane Grey, and easy access to a bevy of beach activities, your stay promises to b
7-night minimum 7-night minimum
LK01b - The Henry Flagler Rating 5 (74)
Oceanfront
- Long Key
Bedrooms 2 bedrooms
Bathrooms 1 bath
Dog Friendly Dog Friendly
Enjoy a one-of-a-kind getaway in this Layton vacation rental offering a dock and a lovely beach along the Florida Keys! The rental is the perfect place to celebrate a honeymoon, special anniversary, or relaxing vacation with friends. The family dog is also welcome to join you! Inside, this Florida vacation rental is cheery with coral and teal accen
7-night minimum 7-night minimum
LK01a - The Zane Grey Rating 5 (55)
Oceanfront
- Long Key
Bedrooms 2 bedrooms
Bathrooms 1 bath
Dog Friendly Dog Friendly
All the best of Key West is right at your doorstep at this colorful, second-floor condo just across the street from the gorgeous aquamarine water the Keys are known for. Smathers Beach is just down the road, and all the restaurants, bars, and cafés of Duval St. and the historic district are an easy two-mile drive or bike ride away. Onsite am
28-night minimum 28-night minimum
Oceanfront
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Welcome to your own private slice of the Florida Keys.Perfectly positioned on a quiet waterfront point in Tavernier, this stunning oceanfront retreat offers panoramic turquoise water views, a private dock, resort-style pool, and multiple expansive balconies designed to capture some of the most breathtaking sunrises and sunsets in the Keys.Located b
28-night minimum 28-night minimum
Oceanfront
- Tavernier
Bedrooms 4 bedrooms
Bathrooms 3 baths
Dog Friendly Dog Friendly
Sun‑soaked days and cool ocean breezes await you at this oceanfront Key Largo retreat. With sweeping ocean views and shared amenities such as a pool, on‑site tennis, and private beach access, you'll find that fun and relaxation are always within reach.Just steps from the gently rolling waves and a little over seven miles from the heart of the i
Oceanfront
- Tavernier
Bedrooms 2 bedrooms
Bathrooms 2 baths
With a wonderful location and a private sandy beach just steps away, this family-friendly townhouse is all set up for your beach getaway. Step inside and you'll be greeted by the charming full kitchen, remodeled as of spring 2021 and featuring granite countertops and full-size appliances for your cooking projects. Central air-conditioning will
Oceanfront
- Duck Key
Bedrooms 2 bedrooms
Bathrooms 1 bath
Half Baths 1 half bath
Boasting stunning sunset vistas second only to Mallory Square and a convenient location for cruising to Key West attractions, this four-bedroom home offers a private slice of paradise on Stock Island. This prime bayfront property showcases bespoke features, including a 40-foot dock, sun deck, and custom-built tiki lounge with a built-in TV and outd
28-night minimum 28-night minimum
KW271FLR - Sunset Bay Rating 5 (38)
Oceanfront
- Key West
Bedrooms 4 bedrooms
Bathrooms 3 baths

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