Apartment holiday rentals in Key West

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Top-rated apartment rentals in Key West

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Guest favourite

Flat in Tavernier

4.89 out of 5 average rating, 432 reviews

Capt Craigs 1 Bedroom /1 Bath 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.

12–19 Nov

$271 SGD per night

Guest favourite

Flat in Key West

4.94 out of 5 average rating, 257 reviews

Honeymoon Hideaway, King bed, Private Deck & Spa!

This Historic unit has Pale blue interiors, small efficiency kitchen, platform Pottery Barn King memory foam bed with multiple basket drawers underneath for storage, large shower. Large private deck with 2 person spa, hammock, outdoor sofa and table/chairs. Bose Bluetooth speaker, Alexa. Private gated compound and gated entrance to Honeymoon Hideaway. Renovated August, 2019 with new full bathroom and designer kitchen with dishwasher, 2 burner stove, refrigerator with freezer, microwave!

17–24 Jul

$646 SGD per night

Guest favourite

Flat in Key Largo

4.94 out of 5 average rating, 246 reviews

Waterfront Studio 1| Kayaks | Pool |Bay View |Wifi

Escape to Northern Key Largo for a relaxing vacation! Discover great restaurants, beautiful state parks, and marine life. This bright, modern studio boasts excellent views of Manatee Bay, free kayaks and paddle boards, and a full kitchen. With access to a swimming pool and docks, there’s always something to do. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park 22 Min Drive to African Queen Canal Cruise Experience Key Largo With Us & Learn More Below!

7–14 Dec

$247 SGD per night

Superhost

Flat in Key West

4.89 out of 5 average rating, 897 reviews

At Mine | Key West 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.

13–20 Sep

$373 SGD per night

Superhost

Flat in Key West

4.92 out of 5 average rating, 165 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.*

28 Feb – 7 Mar

$946 SGD per night

Guest favourite

Flat in Key West

4.89 out of 5 average rating, 134 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

21–28 Oct

$1,026 SGD per night

Guest favourite

Flat in Key West

4.93 out of 5 average rating, 226 reviews

#203 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 Street bordering Southard Street and 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"

23–30 Nov

$596 SGD per night

Superhost

Flat in Key West

4.92 out of 5 average rating, 174 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

18–25 Jan

$879 SGD per night

Superhost

Flat in Key Largo

4.84 out of 5 average rating, 237 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.

8–15 Mar

$260 SGD per night

Superhost

Flat 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!

29 Jul – 5 Aug

$661 SGD per night

Guest favourite

Flat in Key West

4.97 out of 5 average rating, 235 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).

30 Mar – 6 Apr

$1,027 SGD per night

Guest favourite

Flat in Key West

4.94 out of 5 average rating, 358 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.

13–20 Aug

$347 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Key West apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

Guest favourite

Flat in Key Largo

4.89 out of 5 average rating, 203 reviews

Seaside Vista - Ocean Front 2/1 with dockage

1–8 Oct

$352 SGD per night

Guest favourite

Flat in Key Largo

4.98 out of 5 average rating, 123 reviews

“Kawama Sunset”2 BD/3-D Corner/ Lagoon-Free Cancel

22–29 Nov

$424 SGD per night

Guest favourite

Flat in Key West

4.93 out of 5 average rating, 15 reviews

Oceanfront Condo in Key West

30 Jul – 6 Aug

$948 SGD per night

Guest favourite

Flat in Key West

4.96 out of 5 average rating, 55 reviews

Duval Street Suites full kitchen, parking, pool

18–25 Aug

$638 SGD per night

Guest favourite

Flat in Key West

4.86 out of 5 average rating, 36 reviews

Lovely Apartment *Key West Best Locations *Sunset

29 Sep – 6 Oct

$401 SGD per night

Guest favourite

Flat in Key West

4.92 out of 5 average rating, 26 reviews

Rooster Conch~ Amazing Location With Shared Pool

29 Jul – 5 Aug

$591 SGD per night

Superhost

Flat in Stock Island

4.91 out of 5 average rating, 55 reviews

"Key Lime" 1 bedroom at Leo's

18–25 Jul

$375 SGD per night

Superhost

Flat in Marathon

5.0 out of 5 average rating, 10 reviews

Beach Heaven-Private Beach, Pool

29 Nov – 6 Dec

$575 SGD per night

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Private apartment rentals

Guest favourite

Flat in Key Largo

4.93 out of 5 average rating, 14 reviews

Overlooking Marina/Ocean view & FREE GOLF CART

7–14 Jan

$705 SGD per night

Guest favourite

Flat in Key Largo

4.97 out of 5 average rating, 64 reviews

Kawama is Your Next Kokomo - Golf Cart Included

14–21 Jan

$744 SGD per night

Guest favourite

Flat in Key Largo

4.94 out of 5 average rating, 36 reviews

Key Largo Villa, Kawama J3, 3/3

28 Mar – 4 Apr

$802 SGD per night

Guest favourite

Flat in Marathon

4.97 out of 5 average rating, 36 reviews

Dock POOL Kayaks Bikes Beach2mi WalkToStores

7–14 Mar

$662 SGD per night

Superhost

Flat in Key Largo

4.88 out of 5 average rating, 8 reviews

Townhome w/saltwater lagoon view

9–16 Jul

$938 SGD per night

Guest favourite

Flat in Key Largo

4.92 out of 5 average rating, 13 reviews

Lagoon View Townhome

29 Jul – 5 Aug

$632 SGD per night

Guest favourite

Flat in Tavernier

4.86 out of 5 average rating, 7 reviews

Mockerman Southern Command

11–18 Aug

$315 SGD per night

Guest favourite

Flat in Key West

4.93 out of 5 average rating, 190 reviews

Sunset Suite-2 BR, sleeps 4, King and Queen, Spa!

30 Nov – 7 Dec

$900 SGD per night

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Apartment rentals with a hot tub

Guest favourite

Flat in Tavernier

4.95 out of 5 average rating, 144 reviews

Boho FL Keys Condo

16–23 Oct

$400 SGD per night

Superhost

Flat in Key West

4.87 out of 5 average rating, 52 reviews

Comfy 2/2 pool/gym/tennis/hottub

19–26 Aug

$406 SGD per night

Guest favourite

Flat in Tavernier

5.0 out of 5 average rating, 15 reviews

Beautiful condo with a balcony

8–15 Nov

$253 SGD per night

Superhost

Flat in Key West

5.0 out of 5 average rating, 4 reviews

Downtown KeyWest 2Bed Oceanfront

28 Jul – 4 Aug

$661 SGD per night

Superhost

Flat in Key West

4.88 out of 5 average rating, 43 reviews

Penthouse in Paradise

7–14 Aug

$759 SGD per night

Guest favourite

Flat in Tavernier

5.0 out of 5 average rating, 6 reviews

Turtles Nest 2 Ocean Point condo

10–17 Jul

$465 SGD per night

Guest favourite

Flat in Tavernier

4.96 out of 5 average rating, 23 reviews

2 Bed 2 Bath Remodeled Condo!

12–19 Dec

$416 SGD per night

Guest favourite

Flat in Key Largo

4.94 out of 5 average rating, 17 reviews

OceanGaze Poolside Villa

2–9 Feb

$999 SGD per night

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Quick stats about flat rentals in Key West

Total rentals	310 properties
Rentals with a pool	180 properties have a pool
Pet-friendly rentals	60 properties allow pets
Family-friendly rentals	100 properties are a good fit for families
Total number of reviews	17K reviews
Nightly prices starting at	$109 SGD before taxes and fees

Apartment holiday rentals in Key West

Top-rated apartment rentals in Key West

Holiday rentals for every style

Cabins

Houses

Cottages

Popular amenities for Key West apartment rentals

Weekly apartment rentals

Flat in Key Largo

Flat in Key Largo

Flat in Key West

Flat in Key West

Flat in Key West

Flat in Key West

Flat in Stock Island

Flat in Marathon

Private apartment rentals

Flat in Key Largo

Flat in Key Largo

Flat in Key Largo

Flat in Marathon

Flat in Key Largo

Flat in Key Largo

Flat in Tavernier

Flat in Key West

Apartment rentals with a hot tub

Flat in Tavernier

Flat in Key West

Flat in Tavernier

Flat in Key West

Flat in Key West

Flat in Tavernier

Flat in Tavernier

Flat in Key Largo

Quick stats about flat rentals in Key West

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

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