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
Plein Air Point is the perfect combination of modern elegance and laid-back Keys living. Nestled at the end of Patricia Lane in Marathon, it’s surrounded on three sides by a Florida land preserve, a deep-water canal, and the Gulf of Mexico. This is a wildlife refuge teeming with birds and assorted aquatic life. Plein Air Point is a place to b
MA68 - Plein Air Point Rating 5 (104)
Oceanfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 2 baths
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 (half a mile east
Oceanfront
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Luxurious Waterfront Retreat with Private Pool & 40-Foot DockNestled between Sugarloaf Key and Big Pine Key, this upscale three-bedroom waterfront home offers breathtaking sunset views, a private pool, and a 40-foot dock, making it the perfect destination for your next sun-filled getaway.Unparalleled Outdoor LivingStep out onto the covered patio ov
Oceanfront
- Cudjoe Key
Bedrooms 3 bedrooms
Bathrooms 3 baths
Feel the stress melt away as you step through the front door of this tropical Key Largo condo, where serene oceanfront views greet you from two private balconies. Perched on the top floor, your Tavernier Escape offers sweeping water views and gentle breezes that set the tone for a peaceful getaway.Enjoy on‑site amenities including the community poo
Oceanfront
- Tavernier
Bedrooms 2 bedrooms
Bathrooms 2 baths
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
Escape to this waterfront, two-bedroom, one-and-a-half-bath Duck Key villa boasting breathtaking sunset views from your patio and balcony! This two-story end unit features nautical-inspired design elements paired with lots of natural light and privacy. Pick up a local fishing kit or bring your own, then spend leisurely afternoons fishing from the s
Oceanfront
- Duck Key
Bedrooms 2 bedrooms
Bathrooms 1 bath
Half Baths 1 half bath
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
Oceanfront
- Marathon
Bedrooms 4 bedrooms
Bathrooms 2 baths
Half Baths 1 half bath
Dog Friendly Dog Friendly
Welcome to a rare luxury oceanfront estate in the Florida Keys, offering total privacy, panoramic water views, and resort-style amenities, just 18 miles from Key West. This exclusive waterfront compound is more than a vacation home—it’s a private destination designed for luxury travelers, milestone celebrations, and unforgettable coasta
Oceanfront
- Sugarloaf Key
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Baths 1 half bath
*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA, and we cannot make any exceptions. Enjoy incredible beach and ocean views from this family-friendly, waterfront retreat. This home features a beautiful, sandy backyard that leads directly to the ocean, a private boat dock, four beach cru
Oceanfront
- Islamorada
Bedrooms 3 bedrooms
Bathrooms 3 baths
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
MA135 - The Anchor House Rating 5 (37)
Oceanfront
- Marathon
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
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
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, 25-foot dock, a private pool (heating available), and gorgeous views! The inter
MA101 - Marathon Magic Rating 5 (28)
Oceanfront
- Marathon
Bedrooms 4 bedrooms
Bathrooms 2 baths
Half Baths 1 half bath
Dog Friendly Dog Friendly

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