Best apartment offers in Key West, FL

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Key West, FL apartments
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2299 Best apartments in Key West, FL

Our Favourite Family-Friendly Holiday Apartments in Key West, FL

These family-friendly holiday apartments in Key West, FL offer plenty of room to spread out and easy access to lifeguarded beaches.

Apartment ∙ 3 Bedrooms ∙ 8 Guests - Key West, FL
9.0 2 reviews
Key West, FL
24/07 – 28/07
£823/nighttotal: £3292 (4 )

Apartment ∙ 3 Bedrooms ∙ 8 Guests

3 7
apartment , Key West
This three-bedroom apartment is situated in Beachside Key West, just a short distance from Duval Street and its attractions.
The apartment offers private parking with electric charging stations, a fully equipped kitchen, a spacious living area with a queen sleeper sofa, and a private balcony, comfortably accommodating up to eight guests.
Cozy Spot Next To Duval With Swim Spa - 2bed/2bath - Key West, FL
10 2 reviews
Key West, FL
21/12 – 18/01
£333/nighttotal: £9324 (28 )

Cozy Spot Next To Duval With Swim Spa - 2bed/2bath

2 1
apartment , Key West
This Key West Historic District flat is located half a block from Duval Street, less than 0.3 kilometres from the Ernest Hemingway Home and Museum, and close to Mallory Square and the Southernmost Point buoy.
The two-bedroom, two-bathroom apartment sleeps six, features a full kitchen with dishwasher, a shared swimming pool, and is available for monthly rentals, offering easy access to numerous restaurants and shops.
️3 Bdrm - Ocean View Every Room-secluded -Quiet-ocean Front- 90 Ft Balcony - Key West, FL
9.7 47 reviews
Key West, FL
13/09 – 27/09
£389/nighttotal: £5446 (14 )

️3 Bdrm - Ocean View Every Room-secluded -Quiet-ocean Front- 90 Ft Balcony

3 2
apartment , Key West
This beachfront Key West condo, situated in the Beachside neighbourhood near Smathers Beach and approximately 3.2 kilometres from Key West International Airport and the town's main attractions, offers unparalleled oceanfront views.
The 204 square metre, three-bedroom suite sleeps six guests and boasts a gourmet kitchen with Sub-Zero and Jenn-Air appliances, a 90-foot balcony, on-site access to an Olympic-sized pool, Jacuzzi, tennis courts, and a sauna, plus numerous other amenities.
Apartment ∙ 2 Bedrooms ∙ 6 Guests - Key West, FL
10 2 reviews
Key West, FL
26/10 – 28/10
£371/nighttotal: £742 (2 )

Apartment ∙ 2 Bedrooms ∙ 6 Guests

2 4
apartment , Key West
This Key West apartment, situated near Key West International Airport, offers convenient access to the island's attractions.
Sleeping up to six guests, this two-bedroom, two-bathroom second-floor suite features a king and queen bedroom, a queen sofa bed, private balcony, in-unit laundry, and designated parking; amenities include a swimming pool, garden, and free Wi-Fi.

Explore Holiday Apartments with a Pool in Key West, FL

Every holiday apartment near the water in Key West, FL includes a pool, perfect for a refreshing dip to complement a day by the sea.

Key Lime Paradise 2bed 2bath Sleeps 6 Pool Hot Tub - Key West, FL
9.8 61 reviews
Key West, FL
26/10 – 28/10
£459/nighttotal: £918 (2 )

Key Lime Paradise 2bed 2bath Sleeps 6 Pool Hot Tub

2 4
apartment , Key West
This newly renovated two-bedroom Key West condo is situated in New Town, approximately 3.2km from Smathers Beach and 7.2km from Duval Street, offering easy access to Key West International Airport.
The 2-bathroom apartment sleeps six guests and boasts a private parking space, swimming pool, jacuzzi, and fitness centre, plus themed bedrooms and proximity to turtle ponds.
Penthouse In Paradise - Key West, FL
9.7 140 reviews
Key West, FL
30/12 – 10/01
£438/nighttotal: £4818 (11 )

Penthouse In Paradise

1 5
apartment , Key West
This two-bedroom Key West apartment is situated in the Coconut Mallory community, approximately 3.2 kilometres from Smathers Beach.
The self-catering property boasts a king and queen-sized bed, sleeping up to six guests, and features two bathrooms, a private patio, in-unit laundry, smart TVs, and access to resort amenities including two swimming pools and a Jacuzzi.
Newly-built, Dog-friendly Home With Shared Pool - Walk To Beach & Dining - Key West, FL
10 5 reviews
Key West, FL
21/12 – 18/01
£589/nighttotal: £16492 (28 )

Newly-built, Dog-friendly Home With Shared Pool - Walk To Beach & Dining

3 1
apartment , Key West
This Old Town Key West flat is situated one block from Duval Street, within easy walking distance of dining, shops, galleries, and beaches, with the Ernest Hemingway Home and Museum nearby and Fort Zachary Taylor State Park 1.6 kilometres away.
This 130 square metre residence accommodates up to six guests across three bedrooms and three bathrooms, offering a shared swimming pool, a private washer/dryer, off-street parking, and a 30lb weight limit for dog-friendly stays, subject to a mandatory 28-night minimum.
Poolside Paradise Tropical Village - Key West, FL
Key West, FL
02/07 – 07/07
£340/nighttotal: £1700 (5 )

Poolside Paradise Tropical Village

1 2
apartment , Key West
Poolside Paradise Tropical Village offers a Key West apartment, conveniently located 2.2km from the Ernest Hemingway Home and Museum and under 1.5km from Duval Street, close to South Beach and other attractions.
This 31-square-metre flat features one bedroom, one bathroom, sleeps three, and includes a private balcony, swimming pool access, tennis court, parking, Wi-Fi, and a fully equipped kitchen with a microwave and fridge.

Frequently asked questions about apartment rentals in Key West, FL

  • What are the must-see attractions for a 2 days stay in Key West, FL?

    For a two-day trip, you can't miss the iconic Southernmost Point Buoy, marking the southernmost point of the continental US. A visit to Mallory Square for the sunset celebration is a must, as well as the Ernest Hemingway Home and Museum to see the famous six-toed cats.
  • What are the best apartments in Key West, FL?

  • Which neighborhoods in Key West, FL are best for renting an apartment?

    Old Town is the heart of Key West, with lots of historic architecture and a lively atmosphere. The New Town area is also popular, offering a more modern feel with a mix of shops, restaurants, and bars. If you want a quieter stay, try the Truman Annex area, which is a bit further out.
  • What are the best apartments with a pool in Key West, FL?

  • What are the top cultural and historical sites in Key West, FL?

    The Key West Lighthouse and Keeper's Quarters are a must-see, offering stunning views and a glimpse into the island's maritime history. The Harry S. Truman Little White House is another fascinating site, where the 33rd US President spent many of his winter vacations.
  • What are the best apartments with a jacuzzi in Key West, FL?

  • What makes Key West, FL unique or famous?

    Key West is known for its laid-back atmosphere, stunning sunsets, and vibrant arts scene. It's also famous for its colourful history as a pirate haven, a centre for shipwrecks, and a haven for artists and writers.
  • What are the best apartments for families and kids in Key West, FL?

  • Where can you find the best local markets and street food in Key West, FL?

    The Key West Green Market is a great place to find local produce, crafts, and food vendors. You can also find street food stalls scattered throughout the city, especially in the Old Town and Mallory Square areas.
  • What are the best pet friendly apartments in Key West, FL?

    The best pet friendly apartments in Key West, FL are Deckside Suite @ Conch Republic Cottage, Road's End and Southernmost Sanctuary.

  • How is the public transportation system in Key West, FL?

    Key West has a decent public transportation system with the Conch Tour Train, which is a hop-on, hop-off trolley that covers most of the main attractions. You can also use the Key West Transit System, which operates buses throughout the island. It's best to walk or rent a bike to explore the island, though.
  • What are the best apartments with parking in Key West, FL?

  • Which seasonal events or festivals should apartment renters look forward to in Key West, FL?

    The Fantasy Fest in October is a huge celebration with parades, masquerades, and parties. The Hemingway Days Festival in July is a fun event with a focus on Ernest Hemingway's life and work. Key West is also known for its many music festivals throughout the year.
  • What amenities are typically included in apartments in Key West, FL?

    Most apartments in Key West offer basic amenities like air conditioning, a kitchen, and a bathroom. Some may also have a balcony or patio, a pool, and laundry facilities. It's best to check with the individual property for specific amenities.
  • What leisure activities are available for relaxation in Key West, FL?

    Key West is a great place to relax and unwind. You can spend your days lounging on the beach, swimming in the turquoise waters, or exploring the island's many parks and gardens. Sunset Pier and the Key West Botanical Garden are great places to relax.

Destinations nearby

Best Key West, FL holiday apartments with air conditioning

Don't Miss Out On This Gem W/fenced Yard & Balcony - Key West, FL
10 3 reviews
Key West, FL
21/12 – 18/01
£186/nighttotal: £5208 (28 )

Don't Miss Out On This Gem W/fenced Yard & Balcony

1 1
apartment , Key West
This Key West flat is located in a quiet, sought-after district, a short 2.5-kilometre drive or bike ride from the restaurants and bars of downtown.
This pet-friendly apartment, ideal for two guests, features air conditioning, Wi-Fi, a full kitchen, and a private garden and balcony, offering a tranquil base for exploring the area.
Oceanview At 1800 Atlantic, Short Walk To Smathers Beach Wish Island Paradise - Key West, FL
9.4 27 reviews
Key West, FL
02/09 – 05/09
£335/nighttotal: £1005 (3 )

Oceanview At 1800 Atlantic, Short Walk To Smathers Beach Wish Island Paradise

2 2
apartment , Key West
This Beachside, Key West condo is conveniently located near Florida Keys Beaches, offering easy access to the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park.
The 122 square metre apartment features two bedrooms (king and twin beds), two bathrooms, a full kitchen, and a 12-metre private balcony with ocean views; it sleeps six and boasts access to an Olympic-sized pool, jacuzzi, tennis courts, and other amenities within the 1800 Atlantic complex.
Sea-nic View ~ 2 Br/2ba Water-front Views, Pool Access And Dockage! - Key West, FL
10 6 reviews
Key West, FL
21/12 – 18/01
£345/nighttotal: £9660 (28 )

Sea-nic View ~ 2 Br/2ba Water-front Views, Pool Access And Dockage!

2 1
apartment , Key West
This oceanfront Key West condo, situated in New Town near Garrison Bight Marina, offers easy access to attractions such as the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park.
The 97 square metre (1044 square foot) property boasts three bedrooms, two bathrooms, sleeps six, and includes a private 8.5 metre boat slip, a heated pool, and concierge services; monthly rentals (minimum 28 nights) are available.
Waterfront 2br | Pool | Key West | Pet Ok - Key West, FL
9.7 319 reviews
Key West, FL
24/07 – 28/07
£625/nighttotal: £2500 (4 )

Waterfront 2br | Pool | Key West | Pet Ok

1 7
apartment , Key West
This waterfront apartment in historic Downtown Key West offers a private boat slip (max 35ft, 13ft beam) and is less than 1.6km from Duval Street, the Historic Seaport, and the Hemingway House.
The 121 square metre, two-bedroom, two-bathroom flat sleeps six, includes a full kitchen, washer/dryer, large balcony overlooking the harbour, and is close to a park with tennis courts; one dog up to 25lbs is permitted for a £160 fee.

Find the Best Pet-Friendly Holiday Apartments in Key West, FL

Enjoy stress-free seaside trips from a dog-friendly holiday apartment in Key West, FL near local beaches.

Beach Club Ocean Front 2br Condo - Key West, FL
9.9 176 reviews
Key West, FL
22/08 – 29/08
£422/nighttotal: £2954 (7 )

Beach Club Ocean Front 2br Condo

1 2
apartment , Key West
This Key West oceanfront condo, situated mid-town, offers direct Atlantic Ocean access, is within walking distance of beaches and restaurants, and a short 3.2-kilometre drive from local markets and a quick cycle to Duval Street and Old Town.
The spacious two-bedroom, two-and-a-half-bathroom apartment sleeps five, boasts a full kitchen, in-unit laundry, Wi-Fi, and access to two pools, a tennis court, outdoor cooking facilities, a fitness centre, and a sauna, all with stunning ocean views.
Sea Esta Suite - Duval Square - Key West, FL
Key West, FL
13/09 – 27/09
£384/nighttotal: £5376 (14 )

Sea Esta Suite - Duval Square

2 2
apartment , Key West
Sea Esta Suite - Duval Square, a Key West apartment, is centrally located less than 1.6km from Fort Zachary Taylor State Park Beach and Higgs Beach, offering easy access to Duval Street and the city centre.
This two-bedroom, two-bathroom dwelling boasts 115 square metres of floor space, sleeps up to 11 guests, includes a fully equipped kitchen with dishwasher, air conditioning, free Wi-Fi, and access to an outdoor swimming pool, all within 4km of Key West International Airport.
Our Piece Of Paradise - Key West, FL
10 6 reviews
Key West, FL
05/10 – 19/10
£405/nighttotal: £5670 (14 )

Our Piece Of Paradise

1 1
apartment , Key West
This Key West flat offers a prime location between Old Town and New Town, providing straightforward access to Duval Street and Garrison Bight Marina, approximately 1.2 kilometres and 600 metres away respectively.
This pet-friendly accommodation for up to eight guests boasts a heated swimming pool, a garden with a dining setup and BBQ, air conditioning, and an open-concept living area, complemented by on-site parking and smart locks for ease of use.
The Curry Poolside | Ground  Floor King - Key West, FL
Key West, FL
20/06 – 27/06
£206/nighttotal: £1442 (7 )

The Curry Poolside | Ground Floor King

1 2
apartment , Key West
This Key West apartment, situated in the Historic District, is 0.4 km from Duval Street and within easy walking distance of Mallory Square and the Ernest Hemingway Home and Museum.
The one-bedroom, one-bathroom flat sleeps two guests and offers amenities including a shared heated pool, on-site parking (subject to availability), and a private terrace; shared laundry facilities with detergent are also available.
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