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 26 properties available
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
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
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
7-night minimum 7-night minimum
Oceanfront
- Long Key
Bedrooms 4 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
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
Oceanfront Villa Nadia offers a laid-back Keys escape with beautiful water views and an unbeatable marina setting in Marathon. This spacious 3-bedroom, 2.5-bath condo blends comfort and coastal charm, giving up to 8 guests plenty of room to relax after days spent on the water or exploring the islands.Inside, the home is designed for easy vacation l
7-night minimum 7-night minimum
Oceanfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Baths 1 half bath
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
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
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
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
28-night minimum 28-night minimum
IS12FLR - Paradise Beach Rating 5 (9)
Oceanfront
- Islamorada
Bedrooms 3 bedrooms
Bathrooms 3 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
This charming oceanfront two story townhouse offers uninterrupted water views and the laid-back luxury that Duck Key is known for. Perfect for families seeking a peaceful retreat with easy access to world-class boating, fishing, and waterfront relaxation. Step inside to a bright, coastal-inspired living space with comfortable seating and large wind
Oceanfront
- Duck Key
Bedrooms 2 bedrooms
Bathrooms 1 bath
Half Baths 1 half bath

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