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 23 properties available
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
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Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

28-night minimum 28-night minimum
Oceanfront
- Tavernier
Bedrooms 4 bedrooms
Bathrooms 3 baths
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
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
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

Oceanfront
- Duck Key
Bedrooms 2 bedrooms
Bathrooms 1 bath
Half Baths 1 half bath
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
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

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
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
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

Oceanfront
- Tavernier
Bedrooms 2 bedrooms
Bathrooms 2 baths
*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
28-night minimum 28-night minimum
IS12FLR - Paradise Beach Rating 5 (9)
Oceanfront
- Islamorada
Bedrooms 3 bedrooms
Bathrooms 3 baths
Welcome to Plein Air Point, a private point at the end of Patricia Lane in Marathon, with the Gulf on one side, a canal on another, and a protected land preserve on the third. There’s a 35-foot pool that’s heated or cooled at no charge, a separate spa, a 90-foot deep-water dock, and enough kayaks, paddleboards, and bicycles to get the w
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

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
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

TA30 - Tavernier Escape #4408 Rating 4.9 (129)
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
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

DK21 - Palm Breeze - Villa 5030 Rating 4.9 (40)
Oceanfront
- Duck Key
Bedrooms 2 bedrooms
Bathrooms 1 bath
Half Baths 1 half bath
Luxurious Waterfront Retreat with Private Pool & 40-Foot Dock Nestled 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 Living Step out onto the covered p
28-night minimum 28-night minimum
Oceanfront
- Cudjoe Key
Bedrooms 3 bedrooms
Bathrooms 3 baths
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
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
Specials Tag View Special
Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

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

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