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
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
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
A true beach bungalow with a slice of private shoreline and a dock to boot, this full duplex is perfect for a relaxing getaway. Gather the whole family, including your canine pals (for a small nightly fee), and head to the land of sunshine and shorelines. One dog is also welcome to join you for an additional nightly fee. This home comprises two sep
Oceanfront
- Long Key
Bedrooms 4 bedrooms
Bathrooms 2 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
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
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
Oceanfront
- Cudjoe Key
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Baths 1 half bath
Dog Friendly Dog Friendly
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
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
LK01a - The Zane Grey Rating 5 (7)
Oceanfront
- Long Key
Bedrooms 2 bedrooms
Bathrooms 1 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
Oceanfront
- Long Key
Bedrooms 2 bedrooms
Bathrooms 1 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
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
*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

Tell us what you're looking for and someone will contact you with available options.

I agree