Apartment vacation rentals in Key West

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Top-rated apartment rentals in Key West

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Guest favorite

Apartment in Key West

4.98 out of 5 average rating, 449 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.

Apr 13 – 20

R6,383 ZAR per night

Superhost

Apartment in Key West

4.83 out of 5 average rating, 276 reviews

Key West - Sunset ❀ The Green House

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!

Sep 28 – Oct 5

R5,180 ZAR per night

Guest favorite

Apartment in Tavernier

4.95 out of 5 average rating, 148 reviews

Capt Craigs 1 Bedroom /1 Bath Apartment

Capt. Craig’s Guest Quarters The Seahorse 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.

Nov 11 – 18

R3,923 ZAR per night

Guest favorite

Apartment in Key West

4.9 out of 5 average rating, 211 reviews

Starr's Suite - 2 person K Suite w/Private Spa!

Starr's Suite features a King Pillow-Top Memory Foam mattress. Renovated in 2010, it features a tumbled marble shower, granite counter-tops in kitchen with dishwasher and vanity. Tommy Bahama bath amenities are provided, as well as coffee, creamer and sugar. 56” Smart TV (bring UN/PW for Netflix, Amazon, etc. to watch your favorite shows). Private Solana spa in your private courtyard. Daily housekeeping is provided. Use of 2 heated pools.

Oct 11 – 18

R9,988 ZAR per night

Guest favorite

Apartment in Key West

4.92 out of 5 average rating, 1034 reviews

At Mine | Lovely Suite steps from Duval Street

Beautifully renovated boutique hotel suite steps from Duval Street. This property is situated on a quiet street and offers a private pool and peaceful accommodation for vacationers and business travelers. The unit features a comfortable Queen-sized bed, Mini Fridge, a microwave, Iron and iron board, hangers, TV, and AC. Indulge in Key West's warm weather year-round. This special place is close to everything, making it easy to plan your visit.

Jul 28 – Aug 4

R5,339 ZAR per night

Guest favorite

Apartment in Key West

4.89 out of 5 average rating, 135 reviews

Key West Beachside 1400sf, 2 Bedroom Condo

Welcome to our Key West Condo. This spacious well appointed 2 bedroom, 2 bath condo sleeps 6 and is next to the best beach on Key West. This condo is the perfect alternative to staying in a hotel. It gives you a true island experience. Great for Couples and Families We have a Website specific to our Condo where we offer special pricing, discounts and additional pictures Search-keywestbeachsidecondo

Mar 7 – 14

R14,183 ZAR per night

Superhost

Apartment in Key West

4.92 out of 5 average rating, 175 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

Jan 31 – Feb 7

R13,064 ZAR per night

Superhost

Apartment in Key Largo

4.84 out of 5 average rating, 238 reviews

Key's Cottage Escape

Our cottage is a 1 bedroom suite with separate living and dining area on the 1st floor of our 2 story house in a quiet residential neighborhood. It has its own separate entrance on the side of the house. It's completely renovated with new kitchen, bathroom and tile throughout. It's cozy and has a modern beach decor. It's close to restaurants, shopping center, beaches and parks.

Aug 15 – 22

R2,771 ZAR per night

Guest favorite

Apartment in Key West

4.84 out of 5 average rating, 213 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!

Jun 16 – 23

R9,010 ZAR per night

Guest favorite

Apartment in Key West

4.97 out of 5 average rating, 236 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).

Mar 26 – Apr 2

R14,866 ZAR per night

Superhost

Apartment in Key West

4.86 out of 5 average rating, 198 reviews

#204 Key West Suites

Welcome to your charming private studio apartment right on Duval street! Built in 1919, it was called the Central Hotel because it’s located at the most central location on Duval bordering Southard Street and is on the second floor overlooking both Duval and Southard Streets.

Sep 26 – Oct 3

R7,792 ZAR per night

Guest favorite

Apartment in Key West

4.94 out of 5 average rating, 359 reviews

Studio Blu - Key West, FL - Hip Studio in Old Town

Location, location, location! Situated in the heart of the Cuban district, steps from arguably the best 'con leche' in Key West, this Studio apartment is minutes from everything on the island. No cars are necessary, bikes & beach chairs are provided.

Jul 4 – 11

R5,307 ZAR per night