Secluded Casa Monthly Rental - Spacious Apartment, Overlooks Pool & Garden.
1 2
apartment , Key West
This Old Town Key West apartment is ideally situated a short walk from the Key West Firehouse Museum and Duval Street, within 15 minutes' walk of South Beach and the Southernmost Point. This 60 square metre (646 square foot) one-bedroom, one-bathroom flat sleeps two guests and boasts a private patio, swimming pool, spa, parking and on-site laundry facilities, alongside a fully equipped kitchen and free Wi-Fi.
10 1 review
Key West, FL
06/01 – 08/01
£653/nighttotal: £1306 (2 )
Pool View Two Bedroom Residence
2 5
apartment , Key West
This two-bedroom condominium is situated in north Key West, approximately 1.6 kilometres from Duval Street and conveniently close to Smathers Beach. This luxury resort apartment offers accommodation for up to six guests, featuring a private balcony, a fully-equipped kitchen with stainless-steel appliances, and access to a heated resort pool, hot tub, and on-site marina.
10 15 reviews
Key West, FL
28/06 – 02/07
£237/nighttotal: £948 (4 )
Key West Beach House
1 4
apartment , Key West
This Key West condominium offers direct access to a private beach and is situated approximately 4.8 kilometres from the Historic Seaport District, Duval Street, Mallory Square, and Sunset Pier. This property features two bedrooms and two bathrooms, accommodating up to six guests with a full kitchen, living area, balcony, and sleeper sofa, complemented by a zero-entry heated swimming pool, hot tub, and complimentary on-site kayaking.
Key West, FL
29/12 – 27/01
£232/nighttotal: £6728 (29 )
Bottled Paradise For That Perfect Sip Of The Keys
1 2
apartment , Key West
This one-bedroom condo offers prime accommodation in Key West, situated just 180 metres from Duval Street and a short walk to Mallory Square for its famous sunsets. This apartment sleeps up to four guests and features a private hot tub, air conditioning, and a kitchen equipped with a fridge, freezer, and microwave, making it ideal for longer stays and offering convenient access to local attractions and water activities.
8.4 7 reviews
Key West, FL
27/06 – 04/07
£175/nighttotal: £1225 (7 )
The Curry Classic | Main Mansion King
1 2
apartment , Key West
This Key West apartment, situated in the Historic District, is less than 0.5 km from Duval Street and within walking distance of Mallory Square and the Mel Fisher Maritime Museum. The one-bedroom, one-bathroom dwelling sleeps two guests and offers a shared heated pool, terrace, and access to laundry facilities; in-room amenities include a mini-fridge, iron, and hairdryer.
8.8 4 reviews
Key West, FL
29/12 – 27/01
£382/nighttotal: £11078 (29 )
Claude Monet Suite
1 2
apartment , Key West
The Claude Monet Suite is a centrally located Key West flat, a short walk (less than 0.5km) from Fort Zachary Taylor State Park Beach, the Ernest Hemingway Home and Museum, and South Beach, and close to Mallory Dock and Duval Street. This 24 square metre self-catering apartment offers a separate bedroom and living room, sleeping up to 7 guests and including a kitchenette, air conditioning, Wi-Fi, a swimming pool, and pet-friendly accommodation.
9.6 148 reviews
Key West, FL
05/09 – 19/09
£344/nighttotal: £4816 (14 )
~Vista Fresco~ Oceanside Condominiums With Resort-style Amenities
2 4
apartment , Key West
This two-bedroom apartment is located on 1800 Atlantic in Key West, just east of Smathers Beach, the island's largest beach. The property has excellent user, location, and cleanliness ratings. The apartment is 122 square metres and can accommodate up to six guests. It offers a range of amenities including a swimming pool, a jacuzzi, a sauna, a spa, a fitness centre, and a garden.
9.6 15 reviews
Key West, FL
02/07 – 05/07
£468/nighttotal: £1404 (3 )
Gardenia Cottage~18+ Adult Only Cottage Near Duval
2 4
apartment , Key West
This 2-bedroom, 1-bathroom apartment is situated in Historic Old Town, Key West, offering original Dade County Pine and hardwood floors, and is a short 500-meter walk to Duval Street, Mallory Square, and local dining. Guests can enjoy a private patio, a shared pool amidst tropical landscaping, an updated kitchenette, and an adults-only atmosphere, accommodating up to 4 people.
9.8 7 reviews
Key West, FL
29/12 – 31/12
£715/nighttotal: £1430 (2 )
The Curry Poolside | Ground Floor King
1 2
apartment , Key West
This Key West apartment, situated in the Historic District, is less than 0.5km from Duval Street and within walking distance of Mallory Square and the Mel Fisher Maritime Museum. The one-bedroom, one-bathroom flat sleeps two guests and offers a shared heated pool, on-site parking (subject to availability), and in-room amenities including a mini-fridge and laundry facilities.
10 1 review
Key West, FL
06/01 – 08/01
£610/nighttotal: £1220 (2 )
Two Bedroom Residence
2 5
apartment , Key West
This two-bedroom condominium is located in north Key West, approximately 1.6 kilometres from Duval Street and offers direct access to an ocean marina, set within a seven-acre luxury resort overlooking the Gulf of Mexico. This accommodation provides a full kitchen, in-unit washer/dryer, private balcony, resort pool, hot tub, fitness centre, and on-site dining, with shuttle service available to key landmarks such as the Ernest Hemingway Home and Museum and Southernmost Point.
9.8 881 reviews
Key West, FL
29/12 – 31/12
£494/nighttotal: £988 (2 )
Duval Balcony Spanky's Retreat
1 2
apartment , Key West
This Key West apartment is ideally situated on Duval Street, placing you within easy walking distance of numerous restaurants, bars, and shops. The one-bedroom flat offers a California King-size bed, a full-sized sofa, a fully equipped kitchen with a two-burner stovetop and full-sized refrigerator, and accommodates up to four guests.
Key West, FL
01/10 – 01/11
£141/nighttotal: £4371 (31 )
The Sea Glass Cottage In Historic Key West
2 2
apartment , Key West
This Key West Historic District holiday home is located less than 1.6km from Florida Keys Beaches and the Unitarian Universalist Fellowship of Key West, and under 1.6km from Duval Street and South Beach. The two-bedroom property sleeps six guests, offering a fully equipped kitchen, laundry facilities, a garden with barbecue, free Wi-Fi, and parking; enjoy nearby attractions and outdoor activities.
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.
Key West, FL
21/12 – 18/01
£279/nighttotal: £7812 (28 )
Blue Horizon Hideaway
3 1
apartment , Key West
This waterfront holiday home is located in Key West's Northside Resort area, a 6-minute drive from Duval Street and a 12-minute walk from Regal Key West. This spacious 130 m² residence offers 3 bedrooms and 2.5 bathrooms, a fully equipped kitchen, in-unit laundry, a communal swimming pool, and a private terrace, with parking and internet provided.
10 5 reviews
Key West, FL
01/10 – 01/11
£636/nighttotal: £19716 (31 )
The Secret Grotto
4 2
apartment , Key West
This White Street Gallery holiday home is located a short walk from Higgs Beach Dog Park and Florida Keys beaches, and within 1.6km of Duval Street and South Beach in Key West. This 307-square-metre property boasts four bedrooms, five bathrooms, sleeps six guests, and includes a private pool, jacuzzi, terrace, garden, parking, and on-site laundry facilities, alongside a fully equipped kitchen and free Wi-Fi.
9.6 12 reviews
Key West, FL
20/07 – 22/07
£287/nighttotal: £574 (2 )
Heron Hideaway
1 1
apartment , Key West
This Key West apartment, a 17-minute walk from Higgs Beach and 3km from Key West International Airport, offers easy access to the Ernest Hemingway Home and Museum and Duval Street. The 56-square-metre flat features one bedroom, one bathroom, sleeps seven guests, and includes a private pool, hot tub, fully equipped kitchen, and access to on-site spa and fitness facilities.
Key West, FL
06/01 – 08/01
£1715/nighttotal: £3430 (2 )
Apartment ∙ 3 Bedrooms ∙ 10 Guests
3 5
apartment , Key West
This spacious Key West house, located just one block from Duval Street, offers easy access to the island's shops, restaurants, and nightlife. Sleeping up to ten guests, this three-bedroom, two-bathroom property boasts two full kitchens, a private pool, enclosed yard, off-street parking for two cars, free WiFi, four cable TVs, and a gas grill on a furnished patio.
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.
10 150 reviews
Key West, FL
01/08 – 08/08
£1658/nighttotal: £11606 (7 )
New Pricing: Drive To Your Getaway - Big Pool, Steps To Beach & Free Parking
5 11
apartment , Key West
This Key West Old Town residence is ideally located just steps from Florida Keys Beaches and Duval Street, with the Southernmost Point and Ernest Hemingway Home and Museum within a 2.4km radius. This five-bedroom property, boasting 251 square metres of floor space, offers a private pool, six bathrooms, sleeps twelve guests, and includes amenities such as a fully equipped kitchen, free Wi-Fi, and concierge service.
9.9 354 reviews
Key West, FL
11/07 – 18/07
£861/nighttotal: £6027 (7 )
**Summer Solstice @ Old Town** Unique 9br/9.5ba Compound + Last Key Services
5 4
apartment , Key West
This Key West property is located in the Historic District, just 500 metres from Duval Street and the Ernest Hemingway Home and Museum, with beaches within a 2.4 kilometre radius. It has received excellent user ratings. The house offers five bathrooms and is equipped with a fully-fitted kitchen, a washing machine, a refrigerator, a Smart TV, and free Wi-Fi. Guests can enjoy a private pool, a terrace or balcony, a garden, a spa, and parking.
10 93 reviews
Key West, FL
01/08 – 08/08
£2331/nighttotal: £16317 (7 )
**Star Of The Seaport @ Old Town** Huge Home & Pool + Last Key Services...
6 11
apartment , Key West
This charming Key West house is located in the Historic District, just a 1.5 kilometre walk from Duval Street and a 3 kilometre walk from Mallory Square, making it ideal for exploring the island's vibrant atmosphere. The house has excellent user ratings and is perfect for families or groups. The property has five bedrooms and five bathrooms, spanning 398 square metres, offering ample space for relaxation. Guests can enjoy a private pool, a fully equipped kitchen, a washing machine, a refrigerator, and a Smart TV.
9.2 227 reviews
Key West, FL
02/07 – 05/07
£615/nighttotal: £1845 (3 )
Duval Square Retreat W/ Private Hot Tub, Pool, Parking & Walkable Location!
2 4
apartment , Key West
This Key West holiday home is situated on upper Duval Street, at the corner of Virginia and Duval, within a gated community offering convenient access to Duval Street's attractions and is close to the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park. The 111 square metre (1194 square feet) property boasts two bedrooms, three bathrooms, and can accommodate up to six guests, featuring a private pool, jacuzzi, and terrace within a lush tropical setting; parking is also available.
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.
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?
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?
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
9.8 136 reviews
Key West, FL
11/07 – 18/07
£483/nighttotal: £3381 (7 )
Waterfront Condo Dock Pool Near Duval St
1 4
apartment , Key West
This Key West waterfront condo, situated in the historic Downtown district, is less than 1.6km from Duval Street, the Seaport, and the Hemingway House. The 125 sq m apartment features two bedrooms, two bathrooms, sleeps six, and boasts a private boat slip (maximum 12m length, 4m beam, 5.5m clearance), a heated pool, and proximity to a park with tennis courts.
10 2 reviews
Key West, FL
29/12 – 27/01
£150/nighttotal: £4350 (29 )
Key West Steps To Duval, Walk Everywherep
1 2
apartment , Key West
This studio apartment is situated in Old Town, Key West, just 3 blocks from Duval Street and a short distance to Fort Zachary Taylor Historic State Park and Truman Waterfront Park. This self-contained unit offers a private, fenced patio and is equipped with air conditioning, a kitchen including a fridge, freezer and microwave, and Wi-Fi, ideal for up to two guests seeking a cost-effective stay with contactless check-in.
9.6 1458 reviews
Key West, FL
03/07 – 05/07
£297/nighttotal: £594 (2 )
At Mine | Key West Suite Steps From Duval Street
1 2
apartment , Key West
This Key West boutique hotel suite is situated on a quiet street, a short walk from Duval Street. The self-catering apartment offers a queen-sized bed, private pool, and modern amenities including a mini-fridge and microwave, sleeping up to two guests.
9.8 3204 reviews
Key West, FL
27/06 – 04/07
£311/nighttotal: £2177 (7 )
Key West Hideaway, Sleeps 10, 4br/4ba, Q Sl. Sofa!
1 2
apartment , Key West
The Mango Hideaway is a junior suite located just 0.8km from Duval Street, a lively street in Key West, with a shared pool located 0.16km away. The property has received excellent ratings for its location, cleanliness, and overall experience. The suite features a private deck with a Jacuzzi, perfect for relaxing after a day of exploring Key West. Amenities include a kitchenette with a full-size fridge and microwave, a spacious shower, and access to a shared washer and dryer, making it ideal for longer stays.
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.
10 7 reviews
Key West, FL
02/07 – 05/07
£426/nighttotal: £1278 (3 )
Key West Sunrise Condo - Special Summer Rates!
2 4
apartment , Key West
This two-bedroom Key West condo, part of the Sunrise Condo complex in the Seaside district, offers convenient access to attractions such as Smathers Beach and Fort Zachary Taylor Historic State Park, though precise distances aren't provided. The 111-square-metre (1194 square feet) property sleeps six, boasting two bathrooms, a fully equipped kitchen including a dishwasher, a private terrace, a shared swimming pool and Jacuzzi, free Wi-Fi, parking, and pet-friendly accommodation (one dog up to 11 kg, fee applies); reduced rates are available until the end of September with a minimum two-night stay.
10 2 reviews
Key West, FL
29/12 – 27/01
£396/nighttotal: £11484 (29 )
Shipwreck Suite - Apartment On Duval St, Key West
1 2
apartment , Key West
This Key West apartment is centrally located on Duval Street, moments from the island's renowned nightlife and restaurants. The one-bedroom flat offers a queen bed in the bedroom and loft, sleeping up to six guests, with a balcony overlooking Duval Street, a shared pool, and Wi-Fi.
Key West, FL
08/07 – 09/07
£402/nightfor 1 night
56 M² Apartment ∙ 1 Bedroom ∙ 4 Guests
1 2
apartment , Key West
This Pescado Penthouse apartment offers a prime location on Duval Street in Key West's historic district, placing you steps from shops, restaurants, and the beach, with the Southernmost Point just a short walk away. This dog-friendly flat, covering 55 square metres, features one bedroom and one bathroom, accommodating up to four guests with a kitchenette including a microwave and fridge, air conditioning, and complimentary WiFi, plus a balcony overlooking Duval Street.
9.8 268 reviews
Key West, FL
20/07 – 22/07
£403/nighttotal: £806 (2 )
Waterfront Condo Dock Pool Downtown Near Duval
2 1
apartment , Key West
This waterfront apartment is located in historic Downtown Key West, just a short walk from Duval Street, the Seaport, and the Hemingway House. The property has received excellent ratings for location, cleanliness, and overall user experience. The two-bedroom apartment comfortably accommodates six guests and features a fully equipped kitchen, a large living area, and a private balcony with stunning water views. Guests can enjoy on-site amenities such as a heated pool, a tiki bar, bike rentals, and a private boat slip with power and fresh water.
