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 25 properties available
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
Located on the upscale Duck Key in a quiet neighborhood known as the Village in Hawks Cay, this waterfront townhouse offers the ideal restful retreat. Take in breathtaking views of the Duck Key Marina, Toms Harbor, and the Seven Mile Bridge in the distance! Spend leisurely afternoons fishing from the shoreline, right outside your door. You'll a
Oceanfront
- Duck Key
Bedrooms 2 bedrooms
Bathrooms 1 bath
Half Baths 1 half bath
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
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
DK21 - Palm Breeze - Villa 5030 Rating 4.9 (40)
Oceanfront
- Duck Key
Bedrooms 2 bedrooms
Bathrooms 1 bath
Half Baths 1 half bath
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
7-night minimum 7-night minimum
MA68 - Plein Air Point Rating 5 (165)
Oceanfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 2 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
TA30 - Tavernier Escape #4408 Rating 5 (128)
Oceanfront
- Tavernier
Bedrooms 2 bedrooms
Bathrooms 2 baths
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
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
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
This remodeled home is set right on the beach, and is equipped for guests to have a lot of fun on the beach! Towels, a beach umbrella, and four beach chairs are included for guest use on the private sandy beach. Shower off the sand before coming inside the covered deck and grabbing something delicious cooking on the private gas grill. Guests can co
28-night minimum 28-night minimum
Oceanfront
- Long Key
Bedrooms 2 bedrooms
Bathrooms 1 bath
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 (103)
Oceanfront
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
You’ll feel like the Atlantic Ocean is right outside your door at this stunning oceanfront Casa Clara Oceanfront Getaway in Key Colony Beach. Wake up to spectacular sunrises, spend your days between two private sandy beaches, and take advantage of resort-style amenities—all just steps from your first-floor retreat. 🏝 Location & Sur
14-night minimum 14-night minimum
KC93 - Casa Clara #105 Rating 5 (4)
Oceanfront
- Key Colony Beach
Bedrooms 1 bedroom
Bathrooms 1 bath
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

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