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Apartment vacation rentals in Key West

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Top-rated apartment rentals in Key West

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Rental unit in Tavernier

4.89 out of 5 average rating, 460 reviews

Capt Craigs Apartment

Capt. Craig’s Guest Quarters The Starfish is a luxurious retreat located in Islamorada. Only 1 ½ hours from Miami International Airport, we are located in the heart of the fishing and diving areas of the Florida Keys. From watersports, 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 with the traveler in mind, enjoy our little piece of paradise...minutes from all that the Upper Keys has to offer.

Rental unit in Key West

4.98 out of 5 average rating, 470 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.

Rental unit in Key Largo

4.83 out of 5 average rating, 244 reviews

5. Guest's Favorite: Waterfront Apt in Key Largo!

Embrace the tranquil waterfront lifestyle in Key Largo! Revel in picturesque boat views and indulge in freshly caught dishes served at nearby restaurants. Observe the serene presence of manatees, nurse sharks, and a variety of fish leisurely gliding through the canal. Conveniently dock your boat at the Pilot House Marina nearby. Our unit boasts a Modern, Spacious, and Impeccably Clean atmosphere, featuring Private Parking, Wifi, YouTubeTV, Refreshingly Cool AC, Plush Pillows, and a Cozy bed.

Rental unit in Key Largo

4.92 out of 5 average rating, 130 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

Rental unit in Stock Island

4.84 out of 5 average rating, 116 reviews

Studio Apartment in Friendly Marina

I have sold this place and Shon is now the property manager. A little off the beaten path. About 4.5 miles to downtown. A $20 Uber ride. Very quiet, nicely furnished studio. Very friendly marina community. The desk is no longer there. Just a small one against the wall. Provides more space now. Added a small living room space and got a smaller table. If you’d like any activities or equipment rentals please reach out to Shon and checkout his website “Fun In The Sun Key West”.

Rental unit in Key West

4.76 out of 5 average rating, 138 reviews

Key West - Cool Shade ❀ The Green House

Unique and beautiful apartments 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, your own garden. Best location for exploring Key West. The Green House is in the epicenter of Old-Town, with all attractions. One corner from world-famous Sloppy Joe's (Hemingway's favorite place) and Duval Loop, the free local ride, stops on Caroline street, next to the house.

Rental unit in Key Largo

4.83 out of 5 average rating, 105 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.

Rental unit in Key West

4.93 out of 5 average rating, 180 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.*

Rental unit in Key West

4.93 out of 5 average rating, 215 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!

Rental unit in Key West

4.85 out of 5 average rating, 241 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"

Rental unit in Key West

4.92 out of 5 average rating, 178 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

Rental unit in Key West

4.85 out of 5 average rating, 223 reviews

The Bartlum | Luxury Studio In Prime Location!

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!

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Houses

A space thats all yours, with room for everyone

Popular amenities for Key West apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

Rental unit in Marathon

5 out of 5 average rating, 9 reviews

"O" Fish Ally Paradise @Ocean Isle Fishing Village

Rental unit in Key West

4.8 out of 5 average rating, 133 reviews

Mesa House, Dos | Unreal Location

Rental unit in Key West

Sunset Harbor 2 bed Ocean views!

Rental unit in Tavernier

5 out of 5 average rating, 8 reviews

Island Time at Ocean Pointe Luxe 2 King Spa BR/BA

Rental unit in Key West

4.9 out of 5 average rating, 10 reviews

Key West Casa by AvantStay | Week-Long Stays

Rental unit in Key West

Coconut Mallory Resort - Charming 2 Bdrm Key West

Rental unit in Key Largo

Serenity in the Keys

Rental unit in Marathon

4.83 out of 5 average rating, 36 reviews

Little Venice in Marathon (in the Beautiful Keys)

Private apartment rentals

Rental unit in Islamorada

Enjoy Sunsets from your Balcony

Rental unit in Islamorada

4.87 out of 5 average rating, 15 reviews

Poolside 2 queen Apartment

Rental unit in Tavernier

5 out of 5 average rating, 18 reviews

FL Keys Getaway @ Ocean Pointe

Rental unit in Key Largo

5 out of 5 average rating, 3 reviews

Key Largo Condo at Moon Bay

Rental unit in Marathon

4.92 out of 5 average rating, 13 reviews

Relax with the whole family at this peaceful place

Rental unit in Key West

4.94 out of 5 average rating, 287 reviews

Honeymoon Hideaway, King bed, Private Deck & Spa!

Rental unit in Key Largo

4.83 out of 5 average rating, 254 reviews

Key's Cottage Escape

Rental unit in Key West

4.83 out of 5 average rating, 213 reviews

#204 Key West Suites

Apartment rentals with a hot tub

Rental unit in Key West

5 out of 5 average rating, 4 reviews

Partial ocean view studio with king bed

Rental unit in Marathon

Marathon 2BR Villa on Lovely Waterfront Resort

Rental unit in Key West

4.81 out of 5 average rating, 32 reviews

Castaway Cove: Pet-friendly 2/2 condo near beach!

Rental unit in Tavernier

4.98 out of 5 average rating, 43 reviews

Turtles Nest 2 Ocean Point condo

Rental unit in Key West

4.9 out of 5 average rating, 79 reviews

Comfy 2/2 pool/gym/tennis/hottub

Rental unit in Key West

Hyatt Windward Pointe! Great Location!

Rental unit in Tavernier

4.86 out of 5 average rating, 50 reviews

Ocean Pointe 2309 with Ocean Views

Rental unit in Key West

Henry's Penthouse On The Ocean

Quick stats about apartment rentals in Key West

Total rentals
380 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
19K reviews
Family-friendly rentals
120 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
260 properties have a pool

Destinations to explore