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 220 properties available
Welcome to Casa Del Soul, a colorful and effortless island stay! From the moment you step in the front door, you will take notice of the open-concept layout, bohemian furnishings, and lovely tropical theme. The living room's oversized sofa and large Smart TV offer the perfect combination for family hangouts. The adjacent full kitchen boasts a t
28-night minimum 28-night minimum
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 1 bath
This family-friendly home has everything you need for a trip to the Florida Keys: a private 35-foot dock space, Cabana Club membership, and classic home comforts! This canal front home for eight offers swimming, fishing, and more from your private dock! If you're in the mood for more traditional summertime fun, check out the Cabana Club's p
7-night minimum 7-night minimum
Canalfront
- Key Colony Beach
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Baths 1 half bath
Exquisite 2-bedroom condo that has been extensively updated and completely remodeled, featuring beautiful new vinyl plank flooring, stainless steel appliances, granite countertops, and fully renovated bathrooms, along with many additional upgrades. Bring your family and friends along for the ride to this home in Florida's sunny Key West! B
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
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 (half a mile east
Oceanfront
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Soak up incredible west-facing views from the comfort of this elegant, dog-friendly Key West condo. First-rate amenities like a shared pool, exquisite tropical landscaping, and a private deck create a serene atmosphere that'll have you relaxed in no time. This condo is part of the upscale Sunrise Suites development, located on the eastern edge
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Welcome to your Keys escape in Tavernier, Florida! This oceanfront condo puts you right at the water’s edge, where endless blue horizons and island breezes set the tone for your stay. Blending comfort with the laid-back charm of the Keys, it’s the perfect retreat for couples, families, or friends ready to soak up paradise. Start your mo
Marina
- Tavernier
Bedrooms 2 bedrooms
Bathrooms 2 baths
Slip into a modern duplex with distinctly bright Key West vibes! One of the two properties to rent at the Tropical Vibes house, this duplex is full of comfy details and punches of color. Not least of which is the home's star: a brilliant private saltwater pool (yes, it's heated!). You can start your vacation off right kicking back and enjoy
28-night minimum 28-night minimum
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Baths 1 half bath
Get a taste of the coastal lifestyle in Key Colony Beach when you make this newly updated home your retreat away from home! Sitting on the area's unique canal system, enjoy your favorite drinks on the patio with views of the water. Bright and spacious, the interior features all of the comforts of home. Though it will be hard to leave the comfor
7-night minimum 7-night minimum
KC73 - R & R Retreat Rating 5 (49)
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Make your next trip to the Florida Keys the best one yet with this Key Colony beach home, which offers a Cabana Club membership, access to a private beach, and private 35-foot dock for the ideal Florida vacation. This canal-side home is perfect for boaters and fans of watersports, with easy access to scuba diving, snorkeling, and sport fishing! Bac
7-night minimum 7-night minimum
KC14B - Tropical Charm Rating 5 (14)
Canalfront
- Key Colony Beach
Bedrooms 3 bedrooms
Bathrooms 3 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
Oceanfront
- Duck Key
Bedrooms 2 bedrooms
Bathrooms 1 bath
Half Baths 1 half bath
Escape the everyday and experience the extraordinary when you book this fantastic vacation rental in the beautiful Florida Keys. Spend your days on the water by going paddleboarding, swimming, fishing, or touring the area to discover delightful attractions. Florida Keys Aquarium Encounters, Key Colony Beach golf, Hammock State Park, Turtle Hospital
7-night minimum 7-night minimum
Condo
- Marathon
Bedrooms 1 bedroom
Bathrooms 2 baths
Situated in the heart of Key West, this unbelievable retreat will be the perfect place for entertaining the whole family! With three stories, high-end furnishings, and ample areas to spread out, there will ample room for everyone to indulge in their own kind of vacation. As if that isn't enough, recent renovations to enhance your stay include n
28-night minimum 28-night minimum
House
- Key West
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Baths 1 half bath

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