What should a first-time visitor not miss in Key West, FL?

You simply have to visit the Southernmost Point Buoy, it's the most photographed spot in Key West! And don't miss Mallory Square, which comes alive in the evenings with street performers and the famous sunset celebration.

What are the best Airbnb and holiday rentals in Key West, FL?

Leaward Isle Island Retreat , At Mine | Lovely Suite Steps From Duval Street and Flor De Cana ~ Adults Only - Poolview Queen Suite At Azul Mansion are among the best Airbnb and holiday rentals in Key West, FL.

Are there any unusual vacation rentals I can find in Key West?

Key West has some great places to stay, but if you want something unusual, you'll get plenty to choose from. You can stay in a tiny house, a sailboat, a yacht, a houseboat, or even a camper van!

Which neighborhood in Key West, FL should you consider for a vacation rental?

Old Town is the heart of Key West, with charming streets, historic buildings, and plenty of restaurants and shops. It's a great choice for a vacation rental, but be prepared for a bit of noise, as it's a lively area.

What are the most popular Airbnbs in Key West, FL?

Among the Airbnbs in Key West, FL, At Mine | Lovely Suite Steps From Duval Street , At Mine | Key West Suite Steps From Duval Street and Duval Balcony - Street Suite are the most popular ones.

When is the best time to come to Key West?

The months between March and May are the best time to visit Key West. Booking accommodation this time of year is going to be less pricy than in the peak winter season, but you won't miss out on the good weather.

What are the top family-friendly attractions in Key West, FL?

The Key West Aquarium is a great place to learn about the local marine life, and the Butterfly Conservatory is a magical experience for all ages. The Key West Historic Seaport is also a good option, with boat tours and a museum.

What are the best holiday rentals with a pool in Key West, FL?

Leaward Isle Island Retreat , At Mine | Lovely Suite Steps From Duval Street and Flor De Cana ~ Adults Only - Poolview Queen Suite At Azul Mansion are the best holiday rentals with a pool in Key West, FL.

What local special dishes should I try in Key West?

Key Lime Pie is perhaps Key West's most famous dessert, but if you want something savory, there's plenty still to chew through. Key West Pinks is a special local shrimp with a sweet taste that you can find eaten alone or accompanied with some bacon. Conch fritters are also something tasty and different to try and definitely a special in Key West.

When is the best time to book a vacation rental in Key West, FL?

Key West is a popular destination year-round, but the best time to book a vacation rental is during the shoulder seasons, from April to May and September to October. You'll find better deals and fewer crowds during these months.

What are the best rentals for families and kids in Key West, FL?

The best rentals for families and kids in Key West, FL are Leaward Isle Island Retreat , Key West Villas and Sunset South: First Floor 2 Bedroom 1 Bath Condo At Bayfront Suites & Marina .

What's the best way to come to Key West?

You have different options to get to Key West. You can fly, drive, or even take a boat. If you're traveling long distances, then you can fly into Key West with most major US carriers like Delta, American, USAir, United, Southwest, and Cape Air. However, if you want a scenic route, then driving to Key West over the Overseas Highway is a unique experience and worth the long drive (the route runs 113 miles long, or 170 miles long if you start from Miami). There are also buses and shuttle services available too.

What events or festivals should visitors check out in and around Key West, FL?

The Fantasy Fest in October is a wild and colourful celebration, and the Hemingway Days in July honours the famous author with a literary festival and a look-alike contest. There's also the Key West Songwriters Festival in May.

What are the best rentals or Airbnbs with a jacuzzi in Key West, FL?

The best holiday rentals or Airbnb with a jacuzzi in Key West, FL are Leaward Isle Island Retreat , Key West Villas and Downtown Retreat - A++ Location W\/ Private Heated Pool\/hot Tub .

What's the must see sites in Key West?

Visit the southernmost point of the United States before heading back to the northern side of Key West to take in the sights and performances around Mallory Square. Of course, no trip to Key West is complete without a trip to the Ernest Hemingway House!

What are the best budget-friendly activities in Key West, FL?

Stroll along Duval Street and soak up the atmosphere, enjoy a picnic at Higgs Beach, or take a walk around Fort Zachary Taylor Historic State Park. You can also find free concerts and events at various locations throughout the city.

What are the best restaurants with local dishes in Key West, FL?

For a taste of Key West, try the conch fritters at the Blue Heaven restaurant or the seafood at the Waterfront Brewery. The Hogfish Bar and Grill also has a great selection of local dishes.

What are the best walking or cycling routes in Key West, FL?

The Key West Historic Seaport is a great place to start a walking tour, and you can explore the charming streets of Old Town. For cycling, the scenic route along the Overseas Highway is popular, offering stunning views of the ocean.

Are there pet-friendly attractions in Key West, FL?

Many of the beaches in Key West are dog-friendly, including Higgs Beach and Smathers Beach. You can also find pet-friendly restaurants and shops throughout the city.

What are the benefits of choosing a vacation rental in Key West, FL?

Vacation rentals offer more space and privacy than hotel rooms, and they often come with amenities like kitchens and laundry facilities. They can also be a more affordable option, especially for larger groups or families.

What are the top sports attractions and facilities in Key West, FL?

Key West is known for its watersports, with opportunities for fishing, sailing, kayaking, and diving. There are also several golf courses and tennis courts in the area, as well as the Key West Yacht Club.

Key West, FL Holiday Rentals & Airbnb

9.2 107 reviews

Key West, FL

08/01 – 17/01

£528/nighttotal: £4752 (9 )

Flamingo Retreat-waterfront 2br 2ba Condo W/ Pool & Boat Slip

2 2

apartment , Key West

This waterfront apartment is located in the Meadows neighbourhood of Key West, just 1.6 kilometres from Duval Street and across the road from Bayview Park, offering a peaceful escape from the bustling city centre. It has consistently received excellent user ratings, indicating a high level of satisfaction among previous guests.
The apartment offers two bedrooms, two bathrooms, and a total floor area of 113 square metres, providing ample space for a comfortable stay. Guests can enjoy a range of amenities including a private balcony, a swimming pool, and a boat slip, perfect for exploring the beautiful waters of Key West.

9.5 156 reviews

Key West, FL

23/11 – 29/11

£921/nighttotal: £5526 (6 )

Tropical Dreaming By Avantstay 4 Blks To Beach Private Pool

2 6

house , Key West

This Key West property is ideally situated just four blocks from the beach and a short walk from popular attractions like South Beach, Fort Zachary Taylor State Park Beach, and Higgs Beach. The house enjoys excellent user, location and cleanliness ratings, making it a highly recommended choice for your Key West stay.
The property offers 2 bedrooms and a spacious 122 square metres of living space. It is fully equipped with amenities including a private pool, a fully equipped kitchen with a dishwasher, a washing machine, air conditioning, free Wi-Fi, and free private parking, ensuring a comfortable and convenient stay.

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.

9.7 77 reviews

Key West, FL

11/11 – 14/11

£525/nighttotal: £1575 (3 )

Key West Condo 2b/2b With Pool & Boat Free Slip

1 4

apartment , Key West

This Key West condo, situated on Garrison Bight Marina, is a short cycle ride (approximately 1.6km) from Duval Street and a pleasant walk from Bayview Park.
This two-bedroom, two-bathroom apartment sleeps six, boasting a fully equipped kitchen, a private patio with marina views, access to a heated swimming pool, dock, and fish-cleaning station, plus on-site parking.

9.3 457 reviews

Key West, FL

11/11 – 14/11

£493/nighttotal: £1479 (3 )

Nautical Adventures In Paradise

2 4

house , Key West

This two-bedroom apartment in Key West is just a short walk from Smathers Beach and within a mile of Rest Beach and Higgs Beach. The apartment has excellent user, location and cleanliness ratings.
The apartment is fully equipped with a modern kitchen, air conditioning, and a private balcony. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, sauna, fitness centre, tennis court, and free parking.

Key West, FL

01/08 – 08/08

£740/nighttotal: £5180 (7 )

Apartment ∙ 4 Bedrooms ∙ 12 Guests

4 11

apartment , Key West

This Key West apartment, situated on the second floor in the downtown area, offers easy walking access to numerous attractions.
Sleeping up to twelve guests, this four-bedroom, three-bathroom dwelling boasts a private hot tub, a balcony, and a convenient kitchenette; two pets under 40 lbs are welcome for a nightly fee.

9.8 11 reviews

Key West, FL

21/12 – 18/01

£291/nighttotal: £8148 (28 )

Conch Republic House - Key West Millionaires Row

1 1

apartment , Key West

This Key West house, situated in the Historic District on Millionaires' Row, is less than 0.8 km from Duval Street, the marina, Ernest Hemingway's Home, and the Key West Lighthouse.
The two-bedroom, one-bathroom property sleeps six, features a private studio, high-speed internet, a Jacuzzi, and a garden, and is close to 5 Brothers Cuban coffee and Cafe Sole.

9.5 182 reviews

Key West, FL

27/06 – 04/07

£436/nighttotal: £3052 (7 )

Pool View 3br Residence | Beachside Resort

3 3

apartment , Key West

This expansive three-bedroom condo at the Beachside Resort & Residences overlooks the Gulf of Mexico on a seven-acre Key West property, offering easy access to resort amenities and proximity to Key West's attractions.
The 3-bedroom, 3-bathroom apartment, sleeping up to eight guests, boasts a fully equipped kitchen with stainless-steel appliances, a private balcony with pool views, and access to a heated pool, hot tub, fitness centre, Tavern N Town restaurant, and Chicken Walk poolside dining.

9.8 10 reviews

Key West, FL

13/09 – 27/09

£222/nighttotal: £3108 (14 )

Pool, Laundry, And Grilling Area

1 2

apartment , Key West

This Old Town Key West apartment, situated in the historic Cuban district, is minutes from Duval Street and within walking distance of many attractions, including the second oldest saltwater tide pool in Key West.
This one-bedroom, one-bathroom self-catering unit sleeps two guests and features a private master suite with garden access, a Florida room with kitchenette and outdoor grill, a heated Jacuzzi tub, and shared access to a pool and garden; nearby amenities include a convenience store and Cuban coffee shop.

9.2 1115 reviews

Key West, FL

29/12 – 31/12

£628/nighttotal: £1256 (2 )

The Marker Key West Harbor Resort

1 2

resort , Key West

The Marker Key West Harbor Resort is located in the Historic District, just a short walk from Mallory Square, the Florida Keys National Marine Sanctuary, and a slightly longer walk from Southernmost Point. It has consistently received very good user ratings, with excellent ratings for its location and cleanliness.
The hotel offers three outdoor pools, a restaurant, a bar, and a fitness centre. Guests can enjoy a range of amenities and activities, including a terrace, a garden, and a business centre, all while enjoying free Wi-Fi access in public areas.

9.0 349 reviews

Key West, FL

26/10 – 28/10

£503/nighttotal: £1006 (2 )

Amelia House

3 4

house , Key West

Amelia House, in a prime Key West location, is within walking distance of Duval Street, South Beach, and the Ernest Hemingway Home and Museum.
This three-bedroom Key West property, boasting 78 square metres of floor space, offers a private patio, swimming pool, jacuzzi, and spa, alongside free Wi-Fi and a fully equipped kitchenette; sleeping up to six guests.

9.8 38 reviews

Key West, FL

13/09 – 27/09

£118/nighttotal: £1652 (14 )

Pelican Suite | Cozy Cottage, Hot Tubs, Close To D

1 2

apartment , Key West

The Pelican Suite, a Key West holiday home, is located in the Historic District, offering proximity to attractions such as the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park (distances unspecified).
This one-bedroom, one-bathroom self-catering property sleeps four guests and boasts a kitchenette with fridge and microwave, air conditioning, a Jacuzzi, a garden, free Wi-Fi, and a television; hot tubs are also available on-site.

Best family friendly Key West, FL holiday rentals

Among the 3183 accommodations in Key West, FL, here are the 4 best family friendly rentals

10 7 reviews

Key West, FL

01/10 – 01/11

£139/nighttotal: £4309 (31 )

The Coral Cottage In Historic Key West

1 2

apartment , Key West

This Key West conch house, situated in a historic downtown neighbourhood, offers easy walking access to beaches, parks, and cafés.
The fully renovated 2-bedroom, 2-bathroom property sleeps four guests plus a pet, boasting a fully equipped kitchen, private porch with grill, three air conditioning units, and access to a sister property's swimming pool.

Key West, FL

27/06 – 04/07

£396/nighttotal: £2772 (7 )

Apartment ∙ 2 Bedrooms ∙ 6 Guests

2 3

apartment , Key West

This two-bedroom Key West condo, situated in the Beachside district, offers convenient access to Duval Street via a complimentary shuttle service.
The 2-bathroom apartment, sleeping up to six guests, features a fully equipped kitchen, private balcony with pool views, a stackable washer/dryer, and access to on-site bike and watercraft rentals through Brightwild Adventures; garage parking with electric charging points is also available at a surcharge.

9.6 77 reviews

Key West, FL

05/09 – 19/09

£350/nighttotal: £4900 (14 )

Atlantic Hideaway- Key West

2 4

apartment , Key West

This Key West apartment, situated in the Beachside neighbourhood, is one kilometre from Key West International Airport and three kilometres from Duval Street.
The 122-square-metre, two-bedroom, two-bathroom property in the 1800 Atlantic condo complex sleeps six, boasting a private lanai, access to two pools, a spa, and a fully equipped kitchen; beach chairs and towels are provided.

Key West, FL

01/10 – 01/11

£174/nighttotal: £5394 (31 )

99 M² House ∙ 2 Bedrooms ∙ 8 Guests

2 2

house , Key West

This classic Key West villa is located in a sought-after district, offering easy access to nearby attractions such as Duval Street, which is approximately 1.2 kilometres away, and the Ernest Hemingway Home and Museum, just 0.8 kilometres distant.
This 99 square metre residence accommodates up to eight guests, featuring two bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, and a terrace, with a king bed that can be configured as two twins and a trundle bed for flexible sleeping arrangements.

Compare Self-Catering Holiday Rentals with a Swimming Pool in Key West, FL

Pool access at your holiday rental in Key West, FL provides the perfect complement to a day by the water. Find your ideal stay here.

8.8 2734 reviews

Key West, FL

27/06 – 04/07

£271/nighttotal: £1897 (7 )

Hyatt Centric Key West Resort & Spa

1 2

resort , Key West

The Hyatt Centric Key West Resort & Spa is situated on Key West Island, just a short walk from the lively Duval Street, known for its nightlife and restaurants. The resort has received very good user ratings, with excellent marks for location and very good ratings for cleanliness.
The hotel has a waterfront location with a swimming pool, a jacuzzi and a spa. Guests can enjoy a range of activities, including relaxing by the pool, exploring the surrounding area via jet ski, scuba diving, snorkelling, and island tours, as well as dining at two on-site restaurants.

9.5 234 reviews

Key West, FL

03/07 – 05/07

£564/nighttotal: £1128 (2 )

Sky Loft In Key West

1 2

house , Key West

Sky Loft in Key West by Brightwild is centrally located in Key West, a short walk from Simonton Street Beach and South Beach, offering easy access to the island's attractions and nightlife. This property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The one-bedroom apartment is perfect for a family of four, with a spacious 63 square metres of living space. Enjoy a comfortable stay with amenities such as a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, and free Wi-Fi.

Key West, FL

13/09 – 27/09

£240/nighttotal: £3360 (14 )

Pool, Laundry, And Grilling Area

1 2

apartment , Key West

This Old Town Key West flat, situated two blocks from Duval Street, is close to the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park.
The one-bedroom, one-bathroom apartment sleeps two guests and boasts a king-size bed, full kitchen with dishwasher, private deck with pool and waterfall, and a luxurious jacuzzi tub; nearby amenities include a convenience store and Cuban coffee shop.

Key West, FL

20/07 – 27/07

£271/nighttotal: £1897 (7 )

Sugar Palm Suite At Travelers Palm Inn Key West

1 1

house , Key West

The Sugar Palm Suite offers a central Key West location, an 8-minute walk from South Beach and within 1.9km of the Key West Aquarium and Mallory Dock.
This self-catering apartment sleeps four, featuring a bedroom, living room, fully equipped kitchen with dishwasher, air conditioning, a private swimming pool, and free Wi-Fi; tennis is available on-site.

Frequently asked questions about holiday rentals in Key West, FL

What should a first-time visitor not miss in Key West, FL?
You simply have to visit the Southernmost Point Buoy, it's the most photographed spot in Key West! And don't miss Mallory Square, which comes alive in the evenings with street performers and the famous sunset celebration.
What are the best Airbnb and holiday rentals in Key West, FL?
Leaward Isle Island Retreat, At Mine | Lovely Suite Steps From Duval Street and Flor De Cana ~ Adults Only - Poolview Queen Suite At Azul Mansion are among the best Airbnb and holiday rentals in Key West, FL.
Are there any unusual vacation rentals I can find in Key West?
Key West has some great places to stay, but if you want something unusual, you'll get plenty to choose from. You can stay in a tiny house, a sailboat, a yacht, a houseboat, or even a camper van!
Which neighborhood in Key West, FL should you consider for a vacation rental?
Old Town is the heart of Key West, with charming streets, historic buildings, and plenty of restaurants and shops. It's a great choice for a vacation rental, but be prepared for a bit of noise, as it's a lively area.
What are the most popular Airbnbs in Key West, FL?
Among the Airbnbs in Key West, FL, At Mine | Lovely Suite Steps From Duval Street, At Mine | Key West Suite Steps From Duval Street and Duval Balcony - Street Suite are the most popular ones.
When is the best time to come to Key West?
The months between March and May are the best time to visit Key West. Booking accommodation this time of year is going to be less pricy than in the peak winter season, but you won't miss out on the good weather.
What are the top family-friendly attractions in Key West, FL?
The Key West Aquarium is a great place to learn about the local marine life, and the Butterfly Conservatory is a magical experience for all ages. The Key West Historic Seaport is also a good option, with boat tours and a museum.
What are the best holiday rentals with a pool in Key West, FL?
Leaward Isle Island Retreat, At Mine | Lovely Suite Steps From Duval Street and Flor De Cana ~ Adults Only - Poolview Queen Suite At Azul Mansion are the best holiday rentals with a pool in Key West, FL.
What local special dishes should I try in Key West?
Key Lime Pie is perhaps Key West's most famous dessert, but if you want something savory, there's plenty still to chew through. Key West Pinks is a special local shrimp with a sweet taste that you can find eaten alone or accompanied with some bacon. Conch fritters are also something tasty and different to try and definitely a special in Key West.
When is the best time to book a vacation rental in Key West, FL?
Key West is a popular destination year-round, but the best time to book a vacation rental is during the shoulder seasons, from April to May and September to October. You'll find better deals and fewer crowds during these months.
What are the best rentals for families and kids in Key West, FL?
The best rentals for families and kids in Key West, FL are Leaward Isle Island Retreat, Key West Villas and Sunset South: First Floor 2 Bedroom 1 Bath Condo At Bayfront Suites & Marina.
What's the best way to come to Key West?
You have different options to get to Key West. You can fly, drive, or even take a boat. If you're traveling long distances, then you can fly into Key West with most major US carriers like Delta, American, USAir, United, Southwest, and Cape Air. However, if you want a scenic route, then driving to Key West over the Overseas Highway is a unique experience and worth the long drive (the route runs 113 miles long, or 170 miles long if you start from Miami). There are also buses and shuttle services available too.
What events or festivals should visitors check out in and around Key West, FL?
The Fantasy Fest in October is a wild and colourful celebration, and the Hemingway Days in July honours the famous author with a literary festival and a look-alike contest. There's also the Key West Songwriters Festival in May.
What are the best rentals or Airbnbs with a jacuzzi in Key West, FL?
The best holiday rentals or Airbnb with a jacuzzi in Key West, FL are Leaward Isle Island Retreat, Key West Villas and Downtown Retreat - A++ Location W\/ Private Heated Pool\/hot Tub.
What's the must see sites in Key West?
Visit the southernmost point of the United States before heading back to the northern side of Key West to take in the sights and performances around Mallory Square. Of course, no trip to Key West is complete without a trip to the Ernest Hemingway House!
What are the best budget-friendly activities in Key West, FL?
Stroll along Duval Street and soak up the atmosphere, enjoy a picnic at Higgs Beach, or take a walk around Fort Zachary Taylor Historic State Park. You can also find free concerts and events at various locations throughout the city.
What are the best restaurants with local dishes in Key West, FL?
For a taste of Key West, try the conch fritters at the Blue Heaven restaurant or the seafood at the Waterfront Brewery. The Hogfish Bar and Grill also has a great selection of local dishes.
What are the best walking or cycling routes in Key West, FL?
The Key West Historic Seaport is a great place to start a walking tour, and you can explore the charming streets of Old Town. For cycling, the scenic route along the Overseas Highway is popular, offering stunning views of the ocean.
Are there pet-friendly attractions in Key West, FL?
Many of the beaches in Key West are dog-friendly, including Higgs Beach and Smathers Beach. You can also find pet-friendly restaurants and shops throughout the city.
What are the benefits of choosing a vacation rental in Key West, FL?
Vacation rentals offer more space and privacy than hotel rooms, and they often come with amenities like kitchens and laundry facilities. They can also be a more affordable option, especially for larger groups or families.
What are the top sports attractions and facilities in Key West, FL?
Key West is known for its watersports, with opportunities for fishing, sailing, kayaking, and diving. There are also several golf courses and tennis courts in the area, as well as the Key West Yacht Club.

Destinations nearby

Best Key West, FL holiday rentals with a balcony

9.8 165 reviews

Key West, FL

13/09 – 27/09

£215/nighttotal: £3010 (14 )

Beach House- Ocean & Beach View-upgraded-over 146 Five Star Reviews

1 2

apartment , Key West

This beachfront Key West condo offers direct access to Smathers Beach and is located less than 5km from Duval Street and Mallory Square.
The one-bedroom, one-bathroom apartment sleeps four, features a fully equipped kitchen, private balcony, in-unit laundry, and access to a swimming pool, jacuzzi, sauna, and tennis court.

9.4 122 reviews

Key West, FL

26/10 – 28/10

£432/nighttotal: £864 (2 )

Sunny Condo With Wifi, Hot Tub, Pool & Tennis

2 4

apartment , Key West

This Key West condo is located on the eastern side of the island, approximately 6.4 kilometres from downtown attractions such as the Hemingway House and Southernmost Point, and is also conveniently situated near Key West International Airport and Smathers Beach.
This 72 square metre apartment offers two bedrooms, two bathrooms, and accommodation for up to four guests, featuring a private balcony, air conditioning, a kitchen equipped with a fridge, microwave, and dishwasher, and access to a shared swimming pool, hot tub, and fitness room.

9.8 498 reviews

Key West, FL

20/07 – 22/07

£1108/nighttotal: £2216 (2 )

Waterfront Dock Pool Penthouse Near Duval St

4 1

apartment , Key West

This Key West penthouse condo, located in the historic downtown area less than 1.6km from Duval Street and close to attractions such as the Historic Seaport and Hemingway House, offers breathtaking waterfront views.
The 172 square metre property boasts four bedrooms, four bathrooms, sleeping up to sixteen guests, and includes a private boat slip (up to 35ft), a heated pool, and a full kitchen; on-site amenities also include a tiki bar & grill and bike rentals.

9.4 13 reviews

Key West, FL

29/12 – 31/12

£805/nighttotal: £1610 (2 )

The James Classic | Ground Floor King

1 2

apartment , Key West

This Key West apartment is situated in the Historic District, a short distance from Duval Street and adjacent to the Curry Mansion, offering easy access to Mallory Square, the Mel Fisher Maritime Museum, and the Ernest Hemingway Home and Museum.
This self-catering unit, sleeping two guests in one bedroom and one bathroom, includes a private balcony, complimentary parking (subject to availability), a shared laundry, and direct access to the Curry Mansion's pool and amenities.

Top-Rated Self-Catering Holiday Rentals with Free Parking in Key West, FL

A car park at your holiday rental in Key West, FL makes reaching the coast and local beaches easy every day with no extra faff.

9.7 220 reviews

Key West, FL

23/11 – 29/11

£807/nighttotal: £4842 (6 )

Waterfront Condo With Dock, Pool, Downtown Key West Near Duval

2 6

apartment , Key West

This waterfront apartment in historic Downtown Key West offers a private boat slip (maximum 12 metres long, 4 metres wide, 5.5 metres clearance) and is less than 1.6km from Duval Street, the Historic Seaport, and the Hemingway House.
The 118 square metre, two-bedroom, two-bathroom flat sleeps six, boasts a private balcony overlooking the harbour and pool, includes a fully equipped kitchen, in-suite laundry, and access to an on-site heated pool, tiki bar, and secure keyless entry; a golf cart is also provided.

Key West, FL

27/06 – 04/07

£273/nighttotal: £1911 (7 )

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.

9.7 342 reviews

Key West, FL

06/01 – 08/01

£388/nighttotal: £776 (2 )

Poolside Cottage #411

1 5

apartment , Key West

This Key West seaside property is situated within 3.2km of the Key West Tropical Forest and Botanical Garden, Fort East Martello Museum and Gallery, and the Key West Art and Historical Society.
This 65 square metre house boasts one bedroom, one bathroom, sleeps six, and includes a fully equipped kitchen, swimming pool, Jacuzzi, and terrace; enjoy ocean views and on-site barbecue facilities.

9.6 111 reviews

Key West, FL

27/06 – 04/07

£670/nighttotal: £4690 (7 )

Casa Rosa: 4br/4ba House, Pool, Near Duval

4 3

apartment , Key West

This Key West Historic District property is a short walk (under 0.8km) from Duval Street and Donkey Milk House, and within 1.6km of Mallory Square and the Florida Keys beaches.
The four-bedroom, four-bathroom house sleeps eight guests and boasts a private pool, spa, barbecue grills, and fully equipped kitchen; enjoy the private fenced yard and patio.

Holiday Rentals in Key West, FL

Best Holiday rentals and Airbnb offers in Key West, FL

Flamingo Retreat-waterfront 2br 2ba Condo W/ Pool & Boat Slip

Tropical Dreaming By Avantstay 4 Blks To Beach Private Pool

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

Key West Condo 2b/2b With Pool & Boat Free Slip

Nautical Adventures In Paradise

Apartment ∙ 4 Bedrooms ∙ 12 Guests

Conch Republic House - Key West Millionaires Row

Pool View 3br Residence | Beachside Resort

Pool, Laundry, And Grilling Area

The Marker Key West Harbor Resort

Amelia House

Pelican Suite | Cozy Cottage, Hot Tubs, Close To D

Best family friendly Key West, FL holiday rentals

The Coral Cottage In Historic Key West

Apartment ∙ 2 Bedrooms ∙ 6 Guests

Atlantic Hideaway- Key West

99 M² House ∙ 2 Bedrooms ∙ 8 Guests

Compare Self-Catering Holiday Rentals with a Swimming Pool in Key West, FL

Hyatt Centric Key West Resort & Spa

Sky Loft In Key West

Pool, Laundry, And Grilling Area

Sugar Palm Suite At Travelers Palm Inn Key West

Frequently asked questions about holiday rentals in Key West, FL

Destinations nearby

Best Key West, FL holiday rentals with a balcony

Beach House- Ocean & Beach View-upgraded-over 146 Five Star Reviews

Sunny Condo With Wifi, Hot Tub, Pool & Tennis

Waterfront Dock Pool Penthouse Near Duval St

The James Classic | Ground Floor King

Top-Rated Self-Catering Holiday Rentals with Free Parking in Key West, FL

Waterfront Condo With Dock, Pool, Downtown Key West Near Duval

Poolside Paradise Tropical Village

Poolside Cottage #411

Casa Rosa: 4br/4ba House, Pool, Near Duval