Florida Keys Vacation Rentals

Find your perfect Florida Keys vacation rental with Seven Keys Vacations. Browse vacation homes, condos, waterfront rentals, canal-front homes, pet-friendly stays, and rentals with private pools across Key West, Key Largo, Islamorada, Marathon, Big Pine Key, and the Lower Keys. Whether you are planning a family vacation, fishing trip, weekend getaway, or extended island stay, our collection makes it easy to find the right home base in the Keys.

Guests can explore Key West vacation rentals near dining, attractions, and sunset celebrations, Key Largo vacation rentals close to boating and snorkeling, Islamorada vacation rentals near fishing and waterfront dining, and Middle Keys rentals near Marathon for convenient access to beaches and family-friendly activities.

Use the search filters to compare Florida Keys house rentals, condo rentals, monthly rentals, pet-friendly homes, private pool rentals, boat dock homes, and ocean view stays. Browse our available Florida Keys vacation rentals below and start planning your island getaway with Seven Keys Vacations.

230 properties available

Perched on Little Torch Key, this charming house offers breathtaking views of Pine Channel, creating a serene backdrop for your vacation. With a BBQ area and a private dock, you can enjoy outdoor dining while watching the boats go by or try your hand at fishing right from your doorstep. Inside, you'll find a cozy retreat with all the amenities

30-night minimum

LT07FLR - Salty Air Retreat

Canalfront

- Little Torch Key

3 bedrooms

2 baths

Dog Friendly

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Boasting some of the great fishing in the world, beautiful and sparkling beaches, and warm weather, Marathon is widely considered the best destination in Florida! This captivating, snowbird-friendly home is located near plenty of dining options and less than two miles from the Florida Keys/Marathon International Airport. This relaxing neighborhood

7-night minimum

MA163 - Sea Salt Harbor 5 (13)

House

- Marathon

2 bedrooms

2 baths

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Wake up every morning to the crisp smell of the ocean when you stay at this cute condo on the shores of Key West! Complete with upscale resort amenities like a shared pool and hot tub, tennis courts, and a private, covered parking space, this comfortable rental is sure to become your new favorite tropical getaway. One dog is allowed.This rental is

KWSS112 - Sunrise Suites - Cozumel Suite 112

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KWSS112 - Sunrise Suites - Cozumel Suite 112 5 (93)

Condo

- Key West

2 bedrooms

2 baths

Dog Friendly

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Welcome to Periwinkle Place—a bright, dog-friendly escape in the vibrant heart of Old Town Key West! Just one block from famous Duval Street, this charming two-level home offers the perfect blend of island relaxation and city excitement. From your front door, walk to top attractions like the Ernest Hemingway Home & Museum, Key West Lighthouse, Sout

28-night minimum

KW378FLR - Periwinkle Place

Condo

- Key West

1 bedroom

1 bath

Dog Friendly

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Playful pops of color, resort amenities, and a prime location await you at this marvelous vacation home! Whether you're out enjoying the sand and waves, taking a refreshing splash in a shimmering pool, or enjoying the charming comforts of your getaway, there is nothing short of possibilities and wonder here!Upon entering, you'll be met with an invi

28-night minimum

KW361FLR - Egret House

Condo

- Key West

2 bedrooms

1 bath

1 half bath

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Experience the very best of Key West living at this unique Old Town Truman Avenue Eyebrow home. Tucked away in a small, gated community, this luxury two-bedroom retreat showcases tranquil tropical decor and comes well-appointed with all the modern essentials of home. Whether you're visiting with the kids or sneaking away for a romantic couple&#

7-night minimum

KW335WK - Dancing Palms 5 (5)

Condo

- Key West

2 bedrooms

2 baths

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Enjoy the unbeatable location of this two-story home only a block away from Duval Street. Take advantage of the large open concept living room, kitchen, and dining spaces while relaxing indoors. You can also beat the Florida heat by cooling off in the pool. This home is ready-made for group getaways with plenty of space to hang out together while s

KW230 - Last Minute

House

- Key West

3 bedrooms

2 baths

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Experience the Florida Keys like never before with this welcoming Marathon condo. A location right near the bay, and plenty of things to do nearby ensure a getaway you'll always remember. This condo for four puts you a quick drive away from Marathon's most exciting sights, including the Air Museum, the Florida Keys Aquarium Encounters, and

MA62 - Sombrero Siesta 5 (41)

Condo

- Marathon

1 bedroom

1 bath

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Papa's is close to everything, yet a genuinely secluded tropical paradise in Key West. Take the worry out of coordinating housing for your next big birthday/anniversary trip, family reunion, wedding party, bachelor and bachelorette parties, or holiday celebrations by reserving this large, entire Key West property. This spacious vacation rental cons

KW49 - Papa's Hideaway 5 (41)

House

- Key West

6 bedrooms

6 baths

1 half bath

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This gorgeous townhouse in the Florida Keys is the perfect paradise vacation for those wanting to experience true serenity. With unbeatable views, beach/dock access, a pool with a view, and a comfortable atmosphere filled with luxuries for everyone, you'll be sure to make memories that'll last a lifetime. Inside you'll find a bright int

7-night minimum

MA144 - Paradise in the Keys 5 (7)

Dry Lot

- Marathon

2 bedrooms

2 baths

1 half bath

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✨ Waterfront Paradise with Private Beach, Dock & Ocean Views – Your Ultimate Keys Getaway! Discover your own slice of paradise in the Florida Keys at this sparkling, sun-kissed retreat! Nestled right on the water, this serene home offers the best of island living with unobstructed views of the inlet and open ocean, a private sandy beach,

7-night minimum

KC85 - Casa Del Mar 5 (2)

Canalfront

- Key Colony Beach

2 bedrooms

2 baths

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Welcome to your perfect vacation retreat in Key Largo, FL! This modern and spacious townhouse is ideally located in the Kawama Oceanside community, offering the closest proximity to the marina and beach area. With 3 bedrooms and 3 baths, there's plenty of room for the entire family to relax and unwind. Inside the townhouse, you'll find a li