
Apartment holiday 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.

Sunset Harbor 2 bed Ocean views!
This is a great unit with large balcony. Sunset Harbor is perfectly located in downtown Key West. Walk along the boardwalk/head to Duval Street only a couple blocks away. The resort has pool, hot tub, grills for use during your stay. There are laundry facilities free of charge. There are NO daily resort fees, parking is extra. Each unit has a King sized bed , Queen sized bed, and sofa bed. Specific units are assigned by front desk. No guarantee about floor but all 2 bedrooms have ocean views.

King Bed | Key West *Best Downtown Locations *Cool
AUGUST, SEPTEMBER, OCTOBER – We have significantly lowered our prices for the off-season. Please use part of the discount to purchase travel insurance at the time of booking. AirBnB Cancellations and Major Disruptive Events Policy excludes weather or natural conditions that are common enough to be foreseeable in a given location. Hurricanes are considered common and foreseeable in Florida between June and November, with peak activity typically occurring in August, September, and October.

"Hemingway" 1 bedroom at Leo's
Our Hemingway” one-bedroom apartment located in Stock Island is the perfect place for your Key West getaway. Located only two blocks from the entrance to Key West, you can easily ride a bicycle, scooter, or golf cart into town. This unit is located inside Leo’s RV Park, where guests can enjoy shared amenities including common-area tiki huts, outdoor ping pong, chess, billiards, and beautiful views of our nature preserve. For the comfort of all guests, pets are not allowed in this unit.

Studio Blu -Hip Studio/Old Town
*Recent Update (2025): We’ve made a wonderful upgrade to the studio bathroom — it’s now fully enclosed with walls extending to the ceiling and a new exhaust fan for ventilation. Situated in the heart of the Cuban district, just steps from arguably the best café con leche in Key West, this bright and breezy studio apartment is minutes from everything on the island. No car needed — bikes and beach chairs are provided free of charge so you can explore at your own pace.

Beachside Unit 22 - Private Beach on Atlantic
Unit 22 Details: Main Floor, Walk-in Shower, 2 Queen Beds and Queen Sofa Pull-out, Maximum Occupancy 4 Guests, Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

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.

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.

Duval Corner - Pet friendly with Balcony
Welcome to Duval Corner! A beautifully updated one-bedroom condo in the heart of Downtown Key West. This second-floor retreat is perfect for travelers wanting to be steps from it all. Within walking distance to iconic attractions like the Southernmost Point, The Ernest Hemingway Home, and Mallory Square, plus dining hotspots such as Blue Heaven, 7 Fish, and Louie's Backyard; Duval Corner is the ideal base for your Key West adventure.

Mango Hideaway @ the Eyebrow House off Duval
Mango Hideaway – Historic Old Town Suite with Private Spa Escape to the Mango Hideaway, a cozy vacation suite in a charming historic eyebrow house at 516 Olivia Street in the heart of Old Town Key West. Just a short stroll to Duval Street, the Ernest Hemingway Home, Key West Lighthouse, and Mallory Square, this location puts you steps from top restaurants, live music, beaches, and iconic attractions.

#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"

The Bartlum - Steps to Duval Street
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!

Duval Street Suites with full kitchen heated pool,
Mile Zero Suite is a one bedroom (queen) 1 bath suite with a sleeper sofa (queen) and kitchen. Overlooking Duval street in historic Old Town, Key West. Free parking available and the pool is privately located behind the building . Located in the middle of everything yet quiet and away from it all. This space is truly unique and sure to please all ages.
Popular amenities for Key West apartment rentals
Weekly apartment rentals

Quiet Canalfront Retreat • Near Sombrero Beach

Best Resort in Key West, 2BD/2BA

Sunrise - Best Downtown Locations

Coconut Mallory Studio-401

At Mine | Key West Suite steps from Duval Street

1BR with balcony & lighthouse view, steps to Duval

Old Town Suites - 2 Bedroom Suite #2

Sky Suite with Balcony Overlooking Duval Street
Private apartment rentals

#203 Key West Suites

Duval Balcony Spanky's Retreat

Honeymoon Hideaway, King bed, Private Deck & Spa!

#204 Key West Suites

Duval Balcony - Suite Mischief

Boot Key Harbor Penthouse

Beautiful Getaway in the Heart of Key West

Rooster Conch~ Amazing Location With Shared Pool
Apartment rentals with a hot tub

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

Ibis Suite | Bright Hideaway, Hot Tubs, Near Duval

Newly Renovated 2/2 Bath Condo, with shared pool

Hyatt Beach House, Key West - 2 bedroom suite

Hyatt Windward Pointe! Great Location!

Hyatt Resort Club at Beach House. 2 Bedroom/2 Bath

2 BR @ Hyatt Beach House Resort

Henry's Penthouse On The Ocean
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $424 SGD | $462 SGD | $461 SGD | $354 SGD | $313 SGD | $276 SGD | $287 SGD | $276 SGD | $264 SGD | $303 SGD | $329 SGD | $400 SGD |
| Avg. temp | 21°C | 22°C | 24°C | 25°C | 27°C | 29°C | 30°C | 30°C | 29°C | 27°C | 25°C | 23°C |
Quick stats about flat rentals in Key West

Total holiday rentals
Explore 330 holiday rentals in Key West

Nightly prices starting at
Key West holiday rentals start at $128 SGD per night before taxes and fees

Verified guest reviews
Over 18,860 verified reviews to help you choose

Family-friendly holiday rentals
150 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Holiday rentals with a pool
200 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
310 of Key West holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Key West rentals

4.8 Average rating
Key West stays are highly rated by guests – averaging 4.8 out of 5!
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- Sombrero Beach
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- Bahia Honda State Park
- Seven Mile Bridge
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- Ernest Hemingway Home & Museum
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