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Vacation rentals in Sunset Key

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Vacation rentals for every style

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Popular amenities for Sunset Key vacation rentals

Self check-in
Gym
BBQ grill
Laptop-friendly workspace
Wifi

Other great vacation rentals in Sunset Key

Guest favorite
A balcony area is visible, featuring a view of lush greenery and a pool in the background. A comfortable seating arrangement is positioned on the wooden deck, while light filters through the leaves, creating a serene atmosphere.
Apartment in Key West
5 out of 5 average rating, 6 reviews

Casa Caribe 2bed2bath sleeps 6 beautiful decorated

Superhost
The outdoor area features a spacious pool with a spillover jacuzzi, surrounded by lush tropical landscaping. A thatched-roof tiki hut provides shaded seating, complemented by palm trees swaying gently in the breeze. The inviting space is designed for relaxation and enjoyment.
Home in Marathon
4.62 out of 5 average rating, 26 reviews

Sweet Retreat! 4 bedroom 2.5 Baths Sombrero Beach

Guest favorite
A wooden dock extends into clear turquoise waters, providing access to the surrounding landscape. Lush greenery and palm trees frame the serene view, while a brightly colored patio umbrella adds a pop of color nearby. The peaceful atmosphere is enhanced by the open sky above.
Villa in Marathon
4.95 out of 5 average rating, 135 reviews

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Guest favorite
The exterior of the vacation home is framed by vibrant palm trees, providing a tropical feel. A white staircase leads to the covered front porch, which features a round glass door. Decorative stone landscaping complements the structure, enhancing its inviting appearance.
Home in Cudjoe Key
4.93 out of 5 average rating, 46 reviews

Private Ocean Oasis by Key West, Florida

Top guest favorite
The image captures a sandy beach scene with clear turquoise waters. Sunbathers and beachgoers are seen enjoying the sun on the shore, while lush palm trees line the beach. A beachfront villa is visible in the background, enhancing the coastal setting.
Home in Marathon
4.91 out of 5 average rating, 176 reviews

Beachfront Villa - Florida Keys

Superhost
Home in Marathon
4.6 out of 5 average rating, 5 reviews

Coastal Paradise: 5-Bed Retreat

Superhost
Home in Marathon
4.75 out of 5 average rating, 4 reviews

SeaEsta! Bring your boat & 1 block to the beach!

Guest favorite
A private pool with lounge chairs is set against a backdrop of palm trees and a tranquil canal. The clear blue sky is scattered with clouds, reflecting the serene atmosphere of the outdoor space. The surrounding area features stone pathways and lush greenery.
Home in Key Colony Beach
5 out of 5 average rating, 10 reviews

Sleeps 8, 3 bedroom, 4 full bath, pool, 37.5' dock

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Your guide to Sunset Key

Welcome to Sunset Key

Sunset Key’s origins are inglorious: the United States Navy built it as a fuel tank depot during the Cold War. Today it's a very different place. This privately owned island community of multimillion-dollar homes is ringed by waving palm trees, white sand, and bright blue waters accessible only via ferry. Those lucky enough to stay in one of the house rentals here can avail themselves of a swimming pool, tennis courts, spa treatments, and yoga on the beach. It would be easy to play luxury island castaway for your entire vacation, but Sunset Key is located just off the coast of the island of Key West, whose serene beaches and bustling saloons have tempted artists and writers to its shores for decades. Go island hopping to get the best of both worlds.

The best time to stay in a vacation rental in Sunset Key

There’s a reason many visitors to the Keys have made themselves permanent residents — the tropical climate is enchanting. The difference in temperature between January and July is slight. Warm, balmy days tempered by cool sea breezes are the norm. However, June through October is the wet season, marked by rain, thunderstorms, and occasional hurricanes. Look to neighboring Key West for events all year round, including Fantasy Fest in October, a weeklong party during which revelers don extravagant costumes and attend street fairs, balls, and a parade.

Top things to do in Sunset Key

Key West Museum of Art & History at the Custom House

Housed in a grand circa-1891 four-story brick building, this museum chronicles the last two centuries of art and history in Key West through two floors of exhibits. The collection includes displays devoted to notable locals and the sinking of the battleship USS Maine in Cuba’s Havana Harbor in 1898.

Key West Cemetery

The residents of Key West have as relaxed an attitude about memorials as they do about life. Dotted among the grand monuments and crypts of Key West Cemetery are cheeky tombstone messages such as “I told you I was sick” and “I’m just resting my eyes.” Established in 1847, this is an active cemetery with an estimated 100,000 people buried within. Self-guided tour maps are available at the cemetery entrance.

Fort Zachary Taylor State Park

It took 21 years to build the circa-1866 fort that lends this park its name. Used by the Union during the Civil War, and later in the Spanish-American War, the fort included then-state-of-the-art features such as a desalination plant and toilets flushed by the tide. After you’ve had your fill of history, head to the park’s gorgeous beach, where tropical fish put on a show for snorkelers. Head underwater and you may catch a glimpse of parrotfish, yellowtail snapper, lobster, and brilliant coral. Speaking of coral, there’s a lot of it at this beach, so wear water shoes (sold in the gift shop if you didn’t pack your own).

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Key West
  6. Sunset Key