Apartment vacation rentals in Key West

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Top-rated apartment rentals in Key West

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Top guest favorite

A bright and welcoming living space features a galley kitchen with a counter and two stools. The refrigerator is visible along with colorful walls in shades of yellow and coral. A TV unit stands nearby, and a red sofa adds a pop of color to the cozy area.

Apartment in Key West

4.98 out of 5 average rating, 498 reviews

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval

1B/1B condo located in Old Town less than 1/2 block from Duval St. & a couple blocks from the Southernmost Point, Hemingway House & many other Key West attractions. Bella Vita accommodates 2 adults only and features a large porch with chairs & table, living room with leather sofa, galley kitchen with bar seating, king-size bed with Tempurpedic mattress, desk area, bathroom with large walk-in shower, wi-fi, sound machine, 2 Smart TVs, DVD players & BlueTooth stereo system with CD player & radio.

Superhost

A living area features a light green accent wall adorned with three framed blue art pieces. A light-colored sofa sits against the wall, complemented by a natural fiber rug on the bamboo flooring. A kitchen counter with a glossy black surface and wooden cabinetry is visible.

Apartment in Key West

4.84 out of 5 average rating, 104 reviews

The Green House ❀ Sunset

Unique and beautifully renewed apartment in the heart of Key West. Spacious bedroom with King Size bed and Walk-in Closet, large living room with pull-out sofa bed and kitchen. Take advantage of our unbeatable price and enjoy! ♡ Best location for exploring Key West, in the epicenter of Old-Town and all attractions. One corner from world-famous Sloppy Joe's (Hemingway's favorite place) and Duval Loop, the free local ride. Check out the map and see all attractions right around The Green House!

Guest favorite

A comfortable seating area features a dark leather sofa adorned with decorative cushions. A unique wooden coffee table sits on a light-colored rug, while coastal artwork adorns the walls. Natural light fills the space, enhancing the serene ambiance.

Apartment in Key Largo

4.93 out of 5 average rating, 155 reviews

2/1 Oceanfront Apartment with Dockage

The Seaside Vista is a luxurious ocean front retreat located in Key Largo. Only 1 hour from Miami International Airport, we are located in the heart of the fishing and diving areas of the Florida Keys. From great dining, to water sports, to eco tours, to parasail, to museums, shopping and beaches, allow us to be your base for all of your Florida Keys activities. Freshly remodeled , enjoy our little piece of paradise...minutes from all that the Upper Keys has to offer. MC Permit #: 21302180

Guest favorite

A large heated Olympic-sized pool is set within a tropical landscape, surrounded by palm trees and lounging chairs. The inviting blue water reflects the sky and is complemented by the nearby resort building, which features multiple levels and balconies.

Apartment in Key West

4.92 out of 5 average rating, 184 reviews

KW Luxury 2/2 Beachfront resort Tropical Oasis

1357 s f Luxury beachfront resort condo w/ all the amenities - beachfront heated Olympic pool, 3 lighted tennis courts, 20 man hot tub, tropical gardens, beach, saunas, Gym, BBQ Grills everything to make your vacation spectacular! You must be at least 25 years old to rent this property. This is a no animal rental due to extreme allergies of the owner. Thank you for understanding. Also there is discussion of spalling work in 2026 on balconies will firm dates as we get closer

Guest favorite

A welcoming living room features two comfortable green sofas and a coffee table, set against large sliding glass doors that offer ocean views. Decorative lamps add a soft light, while a vibrant area rug enhances the space's warmth and connects with the outdoor scenery.

Apartment in Tavernier

4.83 out of 5 average rating, 259 reviews

Breathtaking Oceanfront Views at Tropical Daze

New Island Grill Pool Bar & Marina Cafe now open! Deluxe 2/2 right on the ocean, offering spectacular views of the purple and aquamarine waters of Tavernier Key. Jr Olympic Pool with hot tub. Resort community has a beach, iconic pier, marina, tennis & pickle ball. Gated entry with 24 hour security! Perfect location with popular waterfront restaurants, and the best fishing, snorkeling, kayaking, paddle boarding and diving the world has to offer at your footsteps.

Superhost

Aerial view showcases the oceanfront property surrounded by vibrant waters and lush green mangroves. The resort features a marina with boats docked, while the sandy shoreline leads to a serene beach area under a clear blue sky dotted with fluffy clouds.

Apartment in Key Largo

4.82 out of 5 average rating, 108 reviews

MODERN OCEANFRONT CONDO! OCEAN VIEWS! 2 KING BEDS!

You have just discovered one of the most unique properties in the heart of Key Largo. This OCEAN FRONT condo is located inside Kawama Yacht Club, a beautiful Hawaiian Island style resort that is situated along the southern border to the most popular park in all of the Keys, John Pennekamp National Underwater Park. Everything you could ever imagine making your Florida Keys vacation complete can be found here.

Guest favorite

A well-lit bedroom features a queen-sized bed with white linens and a wooden frame. A lay flat couch is situated against the wall. Two bedside lamps and a wooden dresser with rattan detail enhance the space. An air conditioning unit is visible on the window.

Apartment in Key West

4.91 out of 5 average rating, 194 reviews

Duval St Apartment w/ Balcony w/parking Adult Only

This large apartment overlooks Duval Street from a private balcony. Perfect location in the heart of Old Town within easy walking distance of restaurants, live music, and historic sites. Guests enjoy daily complimentary continental breakfast in the garden and dips in our heated pool. *Please note you must be 21 or older to make a reservation on this property and all guests must be at least 18 years old.*

Guest favorite

A light-filled living room features a blue sofa, a comfortable chair, and a glass coffee table. Large sliding doors open to a balcony with ocean views. A soft area rug lies on the tiled floor, adding warmth to the space, while sunlight illuminates the room.

Apartment in Marathon

4.97 out of 5 average rating, 103 reviews

Beachfront Condo w/ Ocean Views in Marathon

Beautifully decorated 2nd floor end unit with stunning panoramic ocean views from the balcony, living room and master bedroom. Two bedrooms / two full bathrooms and washer and drier in unit. Full kitchen. Directly on the beach! Beach chairs, umbrellas and towels provided for you. Guests have access to the heated swimming pool, tennis court and beach. Master bedroom king-size memory foam mattress

Guest favorite

The living area features a comfortable floral-patterned sofa positioned on a soft blue area rug. Light streams through windows adorned with white shutters, while framed palm tree artwork decorates the walls. A granite breakfast bar with three stools offers additional seating and connection to the kitchen.

Apartment in Key West

4.92 out of 5 average rating, 233 reviews

Sunset Suite-Historic 2 BR, K/Q, Sleeps 4, Spa!

Historic 1880's Cigar Maker's cottage completely renovated. 1 K and 1 Q BR’s, half bath upstairs between BR’s, 32” Smart TV's, Full kitchen with granite counter tops, new stainless steel appliances. A newly remodeled bath with tumbled marbled tile, hairdryer. Also a totally private outdoor shower located in your private patio. All bath amenities provided, plus pool towels and daily housekeeping!

Superhost

The spacious studio apartment features a comfortable seating area with a leather sofa and armchair. Large windows allow natural light to enter, and the full kitchen with wooden cabinets is visible in the background. A dining area is positioned nearby, enhancing the open layout.

Apartment in Key West

4.85 out of 5 average rating, 271 reviews

#201 Key West Suites

Welcome to your charming private studio apartment right on Duval street! Built in 1919, it used to be called the Central Hotel because it’s located at the most central location on Duval bordering Southard Street and is on Duval Street! Although this a vacation rental and not a hotel per se with a lobby etc, we kept hotel in the name in keeping with historic nostalgia, "Key West Suites Hotel"

Superhost

A historic conch home is showcased behind a vibrant green hedge and wooden gated entrance. The two-story structure features a light blue exterior with a spacious porch adorned with white railings, surrounded by lush tropical foliage.

Apartment in Key West

4.85 out of 5 average rating, 233 reviews

Studio Near Downtown - The Bartlum

Welcome to the Bartlum, a historic and luxurious studio apartment just steps to Duval Street. This studio, located on Caroline St, has been designed with comfort in mind, offering large windows for natural sunlight and plenty of space to spread out. Enjoy an updated kitchen, spacious bathroom, open concept layout, and all the hot spots of Key west within walking distance!

Top guest favorite

An inviting living area is visible through open double doors. A spacious gray sofa and a wicker chair are arranged around a circular coffee table. A blue area rug adds a pop of color to the wood floor, with soft lighting illuminating the space.

Apartment in Key West

4.96 out of 5 average rating, 273 reviews

Poolside Truman Annex 2 Bed | Conch Life Condo

Cozy condo in the Truman Annex to fully experience the conch life. It is close to Fort Zachery Beach and State Park, Hemingway House, Mallory Square, and Duval Street. Location is perfect due to Island proximity to any event and occasion. My place is a great getaway for couples, solo adventurers, business travelers, and families (with kids).