Florida Keys Vacation Rentals

Browse Florida Keys vacation rentals with Seven Keys Vacations and find a home base that fits the way you want to experience the islands. Our collection includes vacation homes, condo rentals, waterfront stays, private pool homes, pet-friendly rentals, boat dock homes, and longer stay options across Key West, Key Largo, Islamorada, Marathon, Big Pine Key, and the Lower Keys.

Every part of the Keys has its own rhythm. Stay in a Key West vacation rental for walkable dining, historic streets, nightlife, and sunset celebrations. Choose Key Largo vacation rentals for easy access to snorkeling, diving, and boating. Settle into Islamorada vacation rentals if fishing, marinas, and waterfront restaurants are high on the list. For a central island stay, browse Middle Keys vacation rentals near Marathon, or look to Lower Keys vacation rentals for a quieter, more laid-back escape.

Find the Right Florida Keys Rental for Your Trip

Planning a family vacation, fishing trip, couples getaway, remote work stay, or longer island escape? Use the filters to compare Florida Keys house rentals, Florida Keys condo rentals, ocean view rentals, pet-friendly homes, private pool rentals, and vacation rentals with boat docks. You can also narrow your search by travel dates, bedrooms, location, amenities, and stay length.

If you are staying for a full week or longer, our weekly rentals in the Florida Keys make it easier to settle in and enjoy the islands at a slower pace. Guests planning an extended winter stay, remote work trip, or seasonal getaway can also explore monthly rentals in the Florida Keys for more time on the water, more flexibility, and a little less suitcase chaos.

Browse available Florida Keys vacation rentals below and book direct with Seven Keys Vacations for a more personal, locally focused rental experience.

Florida Keys vacation rentals with turquoise water, palm trees, and waterfront scenery

Properties Available 223 properties available
The Keys are calling, so spoil yourself with an unforgettable stay in this fantastic canal-front home! You won't have to leave home base to soak up some of the best views, as the calm canal waters await right outside, as well as a 122-foot private dock to tie up any kayaks and toys. The exterior is a fun, bright green color, just adding to the
Canalfront
- Key Largo
Bedrooms 4 bedrooms
Bathrooms 3 baths
Welcome to Island Time at Cocoa Plum, your serene escape in the heart of the Florida Keys. Nestled in the highly coveted Cocoa Plum area of Marathon, this spacious 3-bedroom, 2-bath condominium blends coastal luxury with laid-back island living—perfect for families, couples, and adventure-seekers alike. You’ll be just 0.5 miles from Coc
Canalfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
An escape to Marathon never looked so good! Yellowtail House is perched in the heart of all the actions, so you will have no delay in checking out pristine beaches, local attractions, ample shopping options, and an abundance of tasty restaurants within walking distance of home base. And, when you really want to indulge in a bit of coastal adventure
MA147 - Yellowtail House Rating 5 (10)
Canalfront
- Marathon
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Couples and small families both deserve a great home base during their stay in the vibrant Florida Keys, and that's just what they'll be getting with this lovely half-duplex in Key Colony Beach. Access to the amenities of the Cabana Club, a 24-foot dock for a boat, and all the home comforts you need make this one rental you won't want t
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Make this canal side Key Colony Beach rental your home away from home on your next vacation to the Florida Keys. Enjoy deluxe amenities throughout your rental and beach access through your Cabana Club membership, as well as access to a pool and bar area. Drop a kayak or canoe off the 35-foot dock behind your rental and paddle around your neighborho
KC17 - Dream in the Keys Rating 5 (41)
Canalfront
- Key Colony Beach
Bedrooms 3 bedrooms
Bathrooms 3 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
*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. This home is perfect for anyone coming to the Keys to spend time on the water. The two-story home sits on the widest canal in Hammer Point that leads to Florida Bay and has its own private dock capable
TA06FLR - Tarpon Cove Rating 5 (11)
Canalfront
- Tavernier
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Anglers take note - you’ve found the perfect getaway at this charming, lime-green Marathon home, offering a canal-front location and easy access to the Atlantic. With an ice maker, fish fryer, and bait freezer on the ground level, you’ll be even more prepared when it comes to landing the big one. And those who prefer to stay land bound
Canalfront
- Marathon
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Experience the essence of island living at Sea Pointe & Canal-Side Charisma, where both halves of this stunning waterfront duplex are exclusively yours. Perfect for families or groups of friends, this tropical retreat offers the best of Key Colony Beach with spacious accommodations, private amenities, and access to resort-style perks. Nestled a
Canalfront
- Key Colony Beach
Bedrooms 4 bedrooms
Bathrooms 4 baths
This canal-front Keys charmer is your ticket to paradise! Along with scenic water views and direct access for kayaking or stand-up paddleboarding, you'll also enjoy membership privileges at the Cabana Club (across the street) featuring an oceanfront pool, a sandy beach area, and a snack bar. Public tennis courts and family facilities at First S
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 3 baths
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
Enjoy a canal-front getaway in the Florida Keys! This colorful charmer offers a private slice of paradise with easy access to Key West. Immerse yourself in the wonders of nature by visiting the nearby National Key Deer Refuge Nature Center. Big Pine Key Park boasts pristine sandy beaches and crystal-clear turquoise waters, perfect for swimming, sno
Canalfront
- Little Torch Key
Bedrooms 2 bedrooms
Bathrooms 1 bath

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